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UPSC Combined Geo-Scientist

Chemist

  • 2 objective papers
  • 120 questions each
  • 2 h per paper
  • 100 + 300 marks

Prelims Paper II covers chemistry.

UPSC Combined Geo-Scientist, Prelims · 2023 · Paper II, Chemistry

UPSC Geo-Scientist Prelims 2023 Chemistry (Paper II): answer key and solutions

All 120 questions of the 2023 Combined Geo-Scientist Prelims Paper II (chemistry), each with the answer and a short explanation in the hint-sheet style: the key fact first, numericals worked with units. Tap a number in the key to jump to the question; every question also has its own page.

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Answer key

Question paper: read or download the 2023 Paper II paper. Solutions are original work by VKC; question paper belongs to UPSC.

Q1Atomic structure / penetration and shielding

Consider the following diagram regarding the radial distribution function for 2s and 2p orbitals :

UPSC Combined Geo-Scientist Prelims 2023 Paper II (Chemistry), Q1: figure printed with the question

Which one of the following statements is a correct conclusion drawn from the diagram given above ?

  1. (a) 2s electrons are less shielded than 2p electrons.
  2. (b) 2p electrons are less shielded than 2s electrons.
  3. (c) 2s and 2p orbitals have equal probability of closer approach to nucleus.
  4. (d) 2s orbital electron density is at a greater distance from nucleus than that of 2p orbital.

Answer: (a) 2s electrons are less shielded than 2p electrons.

The 2s curve has a small inner maximum very close to the nucleus, inside the main 2p maximum. So a 2s electron penetrates the inner core more and feels a larger Z_eff. Greater penetration means less shielding: 2s electrons are less shielded than 2p electrons → (a). Remember: penetration order s > p > d > f, hence energy order ns < np < nd < nf in many-electron atoms.

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Q2Atomic structure / wave functions

Which one of the following statements regarding wave functions is not correct ?

  1. (a) The square of the wave function gives the probability of finding the electron in the space.
  2. (b) The angular wave function of a given type of orbital is dependent on the principal quantum number.
  3. (c) The radial function of 2s orbital is both positive and negative.
  4. (d) The probability of finding the electron density is zero at a node in the wave function.

Answer and explanation with the VKC plan

Q3f-block / electronic configuration

The electronic configuration of an ion M³⁺ generated from an element with atomic number 58 is :

  1. (a) [Xe]4f¹ 5d¹ 6s²
  2. (b) [Xe]4f¹
  3. (c) [Rn]5f³ 6d¹ 7s²
  4. (d) [Rn]5f²

Answer and explanation with the VKC plan

Q4Atomic structure / filling rules

Which one of the following rules for filling of atomic orbitals is violated in the electronic configuration 1s² 2s² 2pₓ² 2p_y¹ ?

  1. (a) Hund’s rule of maximum multiplicity
  2. (b) Pauli’s exclusion principle
  3. (c) Aufbau principle
  4. (d) Slater’s rule

Answer and explanation with the VKC plan

Q5d-block / lanthanide contraction

Which one of the following pair of elements will have similar atomic radii in d-block of the periodic table ?

  1. (a) Sc, Ti
  2. (b) La, Hf
  3. (c) Zr, Hf
  4. (d) Fe, Ru

Answer and explanation with the VKC plan

Q8s-block / alkali metals in liquid NH₃

Solutions of alkali metals in liquid ammonia are deep blue irrespective of the type of alkali metal dissolved. The deep blue colour is due to :

  1. (a) Formation of ammoniates of alkali metals
  2. (b) Generation of ammoniated electrons in solution
  3. (c) Formation of alkali metal amides
  4. (d) Formation of alkali metal hydroxides

Answer and explanation with the VKC plan

Q9Periodic properties / isoelectronic ions

Which one of the following represents the correct order of ionic radii among O²⁻, F⁻, Na⁺, Mg²⁺ and Al³⁺ ?

  1. (a) Al³⁺ > Mg²⁺ > Na⁺ > F⁻ > O²⁻
  2. (b) Na⁺ > Mg²⁺ > Al³⁺ > O²⁻ > F⁻
  3. (c) Na⁺ > F⁻ > Mg²⁺ > O²⁻ > Al³⁺
  4. (d) O²⁻ > F⁻ > Na⁺ > Mg²⁺ > Al³⁺

Answer and explanation with the VKC plan

Q11Periodic properties / electron affinity

Consider the following statements regarding electron affinity :

  1. Electron affinity of fluorine is lower than that of chlorine.
  2. Electron affinity of nitrogen is higher than that of phosphorus.

Which of the statements given above is/are correct ?

  1. (a) 1 only
  2. (b) 2 only
  3. (c) Both 1 and 2
  4. (d) Neither 1 nor 2

Answer and explanation with the VKC plan

Q12Periodic properties / ionisation energy

A main group element has the following four successive ionization energies in MJ mol⁻¹ : 0·8995, 1·7571, 14·8487 and 21·0065. The element belongs to which group in the periodic table ?

  1. (a) Group II
  2. (b) Group XIII
  3. (c) Group XIV
  4. (d) Group XVI

Answer and explanation with the VKC plan

Q13p-block / Group 14 allotropy

Which allotropic form of tin has more metallic character ?

  1. (a) White tin (β-tin)
  2. (b) Grey tin (α-tin)
  3. (c) Yellow tin (γ-tin)
  4. (d) Red tin (δ-tin)

Answer and explanation with the VKC plan

Q14p-block / catenation

Which one of the following statements regarding catenation is not correct ?

  1. (a) Multiple bond formation leads to decreased catenation property.
  2. (b) Catenation is higher if the overlapping atomic orbitals are of small size.
  3. (c) Catenation results in formation of long chain compounds by an element.
  4. (d) Catenation is observed for electropositive elements.

Answer and explanation with the VKC plan

Q15s-block / alkali metals in liquid NH₃

Liquid ammonia as a solvent dissolves all alkali metals by solvating metal ions and electrons. However NH₃ itself is not reduced by the solvated electrons present in the solution. This is because :

  1. (a) Solvated electrons lose their reducing power
  2. (b) Ammonia binds to solvated metal ions and therefore cannot accept electrons
  3. (c) Nitrogen atom in ammonia is already in lowest possible oxidation state
  4. (d) Ammonia has electron donor properties

Answer and explanation with the VKC plan

Q16p-block / oxoacids of phosphorus

The basicity of pyrophosphoric acid, orthophosphorus acid and hypophosphorus acid are respectively :

  1. (a) 4, 2, 1
  2. (b) 4, 3, 2
  3. (c) 3, 3, 3
  4. (d) 3, 2, 1

Answer and explanation with the VKC plan

Q17p-block / Group 16

Consider the following statements for Group XVI of periodic table :

  1. Oxoacids of sulphur are more numerous than other elements of Group XVI.
  2. Sulphur forms most stable dπ-pπ bonds with oxygen.
  3. Inert pair effect becomes dominant for heavier members of the group.

Which of the statements given above are correct ?

  1. (a) 1, 2 and 3
  2. (b) 2 and 3 only
  3. (c) 1 and 3 only
  4. (d) 1 and 2 only

Answer and explanation with the VKC plan

Q18p-block / SF₆

SF₆ is inert towards hydrolysis. Which one of the following is not a reason for this ?

  1. (a) SF₆ is oxidizing in nature
  2. (b) S-F bond strength is very high
  3. (c) Sulphur does not possess vacant d orbitals in this molecule
  4. (d) SF₆ is a coordinately saturated molecule

Answer and explanation with the VKC plan

Q19p-block / oxides of nitrogen

Which one of the following statements regarding oxides of Nitrogen (NO and NO₂) is not correct ?

  1. (a) NO can bind with metal ions to form complexes but NO₂ cannot.
  2. (b) NO is a colourless gas but NO₂ is a brown gas.
  3. (c) Both NO and NO₂ are oxidizing agents.
  4. (d) NO₂ is reluctant to dimerisation while NO dimerises readily.

Answer and explanation with the VKC plan

Q20Solid state / radius ratio rule

Which of the following statements regarding radius ratio rule is/are correct ?

  1. Radius ratio quite often fails when its value is close to one of the limiting values.
  2. Radius ratios are not affected by the polarizability of the electron clouds of ions.
  3. Radius ratio rule strictly works if the ions are treated as hard spheres.
  4. Radius ratio rule will not work if an ionic compound shows polymorphism.

Select the correct answer using the code given below :

  1. (a) 2 only
  2. (b) 1, 3 and 4
  3. (c) 3 and 4 only
  4. (d) 1 and 3 only

Answer and explanation with the VKC plan

Q21Solid state / packing

The coordination numbers for the elements in ccp, bcc and hcp packing are :

  1. (a) 6, 8 and 12 respectively
  2. (b) 12, 8 and 12 respectively
  3. (c) 12, 8 and 6 respectively
  4. (d) 8, 12 and 6 respectively

Answer and explanation with the VKC plan

Q22Chemical bonding / Fajans’ rules

Which one of the following represents the correct order of polarizing power among Al³⁺, Na⁺, and Mg²⁺ ?

  1. (a) Na⁺ < Mg²⁺ < Al³⁺
  2. (b) Al³⁺ < Mg²⁺ < Na⁺
  3. (c) Na⁺ < Al³⁺ < Mg²⁺
  4. (d) Al³⁺ < Na⁺ < Mg²⁺

Answer and explanation with the VKC plan

Q23Solid state / point defects

Schottky defect is observed in a crystal lattice when :

  1. (a) A pair of oppositely charged ions are missing from their lattice positions in a crystal
  2. (b) An ion leaves the lattice position and occupies the interstitial position
  3. (c) The lattice position of an anion is occupied by an electron
  4. (d) Some of the similar charged ions of other elements are present in interstices

Answer and explanation with the VKC plan

Q24Chemical bonding / VSEPR

Which one of the following is the basis of VSEPR theory ?

  1. (a) Number of bonded pairs of electrons around central atom
  2. (b) Number of lone pairs of electrons around central atom
  3. (c) Number of bonded and lone pairs of electrons around central atom
  4. (d) Number of hybrid orbital atoms of central atom

Answer and explanation with the VKC plan

Q25Chemical bonding / fluxional molecules

In which one of the following geometries is Berry pseudorotation observed ?

  1. (a) Triangular planar
  2. (b) Square planar
  3. (c) Trigonal bipyramidal
  4. (d) Octahedral

Answer and explanation with the VKC plan

Q26Chemical bonding / resonance

Consider the following statements regarding the resonating structures contributing to the resonance hybrid of a molecule :

  1. Contributing structures should have same number of unpaired electrons.
  2. Contributing structures should have negative charge residing on more electronegative atom.
  3. Contributing structures should not have large energy difference between them.

Which of the statements given above is/are correct ?

  1. (a) 1 only
  2. (b) 1 and 2 only
  3. (c) 1, 2 and 3
  4. (d) 2 and 3 only

Answer and explanation with the VKC plan

Q27Coordination chemistry / Werner’s theory

Cobalt (III) chloride forms several octahedral complexes with ammonia. Which one of the following will not give test of chloride ions with AgNO₃ at 25°C ?

  1. (a) CoCl₃.6NH₃
  2. (b) CoCl₃.5NH₃
  3. (c) CoCl₃.4NH₃
  4. (d) CoCl₃.3NH₃

Answer and explanation with the VKC plan

Q28Coordination chemistry / ligands

Which one of the following group of species contains all ambidentate ligands ?

  1. (a) C₂O₄²⁻, CO₃²⁻, NO₃⁻
  2. (b) SCN⁻, NO₂⁻, NO₃⁻
  3. (c) CN⁻, NO₂⁻, SCN⁻
  4. (d) CN⁻, CO, PPh₃

Answer and explanation with the VKC plan

Q29Coordination chemistry / nomenclature

Which one of the following is the correct IUPAC name of Na₂[Fe(CN)₅NO] ?

  1. (a) Sodium pentacyanonitrosylferrate(0)
  2. (b) Sodium pentacyanonitrosylferrate(II)
  3. (c) Sodium pentacyanonitrosylferrate(I)
  4. (d) Sodium pentacyanonitrosylferrate(III)

Answer and explanation with the VKC plan

Q30Coordination chemistry / isomerism

The number of geometrical isomers possible for tetrahedral coordination compounds [MA₄], [MA₂B₂] and [MABCD] are : (where, M is the metal and A, B, C and D are ligands)

  1. (a) 0, 2, 2 respectively
  2. (b) 0, 0, 0 respectively
  3. (c) 0, 2, 3 respectively
  4. (d) 0, 3, 3 respectively

Answer and explanation with the VKC plan

Q31Coordination chemistry / optical isomerism

Which one of the following complexes shows optical isomerism ?

  1. (a) [ZnCl₄]²⁻
  2. (b) [Co(CN)₆]³⁻
  3. (c) [Cr(C₂O₄)₃]³⁻
  4. (d) [Cu(NH₃)₄]²⁺

Answer and explanation with the VKC plan

Q32Chemical equilibrium / Le Chatelier

Consider the following equilibrium reaction : N₂(g) + O₂(g) ⇌ 2NO(g) ΔH = 180 kJ mol⁻¹

  1. The volume change at constant pressure does not affect the equilibrium
  2. The formation of NO is increased at higher temperature
  3. The formation of NO is decreased at higher temperature
  4. The pressure change at constant volume does not affect the equilibrium

Which of the following are true for the equilibrium reaction given above ? Select the correct answer using the code given below :

  1. (a) 1 and 2 only
  2. (b) 3 and 4 only
  3. (c) 1, 2 and 4
  4. (d) 1, 3 and 4

Answer and explanation with the VKC plan

Q34Ionic equilibrium / water

The process of self-ionization of water to give H₃O⁺ and OH⁻ is called :

  1. (a) Neutralization
  2. (b) Autoprotolysis
  3. (c) Dissociation
  4. (d) Hydrolysis

Answer and explanation with the VKC plan

Q35Ionic equilibrium / pH

What will be the approximate concentration of H⁺ in a solution having pH 5·5 ?

  1. (a) 3·2 × 10⁻⁶ M
  2. (b) 2·4 × 10⁻⁶ M
  3. (c) 1·6 × 10⁻⁶ M
  4. (d) 1·2 × 10⁻⁶ M

Answer and explanation with the VKC plan

Q36Ionic equilibrium / salt hydrolysis

100 mL of 0·1 M ethanoic acid solution is neutralized with 0·1 M sodium hydroxide solution. The pH of the solution at the equivalence point will be : (where, pKₐ of CH₃COOH is 4·76 and log 0·05 = − 1·30)

  1. (a) 8·73
  2. (b) 8·37
  3. (c) 9·38
  4. (d) 9·83

Answer and explanation with the VKC plan

Q37Solutions / concentration terms

Specific gravity of a solution is defined as :

  1. (a) Ratio of mass of a solution to the mass of an equal volume of water
  2. (b) Ratio of molarities of two solutions
  3. (c) Ratio of normalities of two solutions
  4. (d) Ratio of volumes of two solutions

Answer and explanation with the VKC plan

Q38Analytical chemistry / primary standards

Which one of the following statements regarding Ammonium Ferrous Sulphate is not correct ?

  1. (a) It’s composition is constant.
  2. (b) It’s aqueous solutions tend to undergo hydrolysis.
  3. (c) It contains considerable amount of Fe³⁺ owing to aerial oxidation.
  4. (d) It’s standard solution can be prepared by direct weighing.

Answer and explanation with the VKC plan

Q39Analytical chemistry / permanganometry

A solution of oxalic acid needs to be heated up to 60°C before titrating with potassium permanganate solution. Which one of the following is not a reason for this ?

  1. (a) It helps in removal of dissolved carbon dioxide from the solution
  2. (b) It helps in increasing the rate of reaction
  3. (c) High temperature decomposes [Mn(C₂O₄)₃]³⁻ complex if formed during the titration
  4. (d) Oxalic acid precipitates at room temperature

Answer and explanation with the VKC plan

Q40Analytical chemistry / iodometry

During iodometric titration of CuSO₄ solution with Na₂S₂O₃ solution, a student used starch solution as the indicator. However the blue black colour obtained with the indicator did not disappear even after adding the required amount of Na₂S₂O₃ from the burette (end point). What possibly could be the mistake done in this titration ?

  1. (a) Starch solution is not a suitable indicator for iodometric titration
  2. (b) Freshly prepared starch solution was not used
  3. (c) Starch solution was added in the beginning of the titration
  4. (d) The reaction medium was acidic

Answer and explanation with the VKC plan

Q41Gaseous state / real gases

Consider the following statements regarding a gas described by Van der Waals equation :

  1. It behaves similar to an ideal gas at high temperatures.
  2. It behaves similar to an ideal gas at high pressures.
  3. It is characterized by Van der Waals constants that are dependent on the nature of the gas.
  4. It has a pressure that is lower than the pressure exerted by the same gas behaving ideally.

Which of the statements given above are correct ?

  1. (a) 1 and 2 only
  2. (b) 2, 3 and 4 only
  3. (c) 1, 3 and 4 only
  4. (d) 1, 2, 3 and 4

Answer and explanation with the VKC plan

Q42Gaseous state / Maxwell distribution

Consider the following graph for Maxwell-Boltzmann distribution of speeds :

UPSC Combined Geo-Scientist Prelims 2023 Paper II (Chemistry), Q42: figure printed with the question

Which one of the following represents the correct order of temperatures in the graph given above ?

  1. (a) T₁ < T₂ < T₃
  2. (b) T₃ < T₂ < T₁
  3. (c) T₁ < T₃ < T₂
  4. (d) T₂ < T₁ < T₃

Answer and explanation with the VKC plan

Q43Gaseous state / Boyle temperature

What will be the Boyle temperature of H₂ gas, if its Van der Waals constants a and b are 22·0 kPa dm⁶ mol⁻² and 0·024 dm³ mol⁻¹ respectively ? (where, R = 8·3 kPa dm³ K⁻¹ mol⁻¹)

  1. (a) 56°C
  2. (b) 110°C
  3. (c) − 163°C
  4. (d) − 249°C

Answer and explanation with the VKC plan

Q44Gaseous state / molecular speeds

At 150 K, the root mean square speed of a gas A (molar mass = 30 g mol⁻¹) is equal to the most probable speed of the gas B at 300 K. The molar mass of gas B is :

  1. (a) 30 g mol⁻¹
  2. (b) 40 g mol⁻¹
  3. (c) 50 g mol⁻¹
  4. (d) 60 g mol⁻¹

Answer and explanation with the VKC plan

Q45Gaseous state / compressibility factor

Consider the following statements regarding the compressibility factor (Z) : Statement-1 : Z is greater than unity at all pressures for H₂ gas. Statement-2 : For N₂ gas, Z is less than unity in the lower pressure range and is greater than unity at very high pressures.

Which one of the following is correct in respect of the above statements ?

  1. (a) Both Statement-1 and Statement-2 are true and Statement-2 is the correct explanation of Statement-1.
  2. (b) Both Statement-1 and Statement-2 are true, but Statement-2 is not the correct explanation of Statement-1.
  3. (c) Statement-1 is true, but Statement-2 is false.
  4. (d) Statement-1 is false, but Statement-2 is true.

Answer and explanation with the VKC plan

Q46Gaseous state / Graham’s law

Equal volumes of two gases X and Y diffused through a porous pot in 20 s and 10 s respectively. The molar mass of gas X is 200 g mol⁻¹. The molar mass of Y will be :

  1. (a) 20 g mol⁻¹
  2. (b) 50 g mol⁻¹
  3. (c) 80 g mol⁻¹
  4. (d) 100 g mol⁻¹

Answer and explanation with the VKC plan

Q47Gaseous state / collision frequency

Consider the following statements regarding the number of collisions made by a single molecule (Z₁) in unit time :

  1. It is directly proportional to pressure.
  2. It is inversely proportional to temperature.
  3. It is inversely proportional to square root of temperature.
  4. It is independent of the effect of temperature and pressure.

Which of the statements given above is/are correct ?

  1. (a) 1 and 2
  2. (b) 1 and 3
  3. (c) 3 only
  4. (d) 4 only

Answer and explanation with the VKC plan

Q48Thermodynamics / work in expansion

Consider the following statements regarding Isothermal and Adiabatic processes :

  1. Work done in a reversible isothermal process is the maximum work done.
  2. Adiabatic work of expansion is greater than the isothermal work of expansion of an ideal gas.
  3. Reversible and isothermal work of expansion for an ideal gas is less than that for a Van der Waals gas.
  4. In an adiabatic expansion of a gas, cooling is produced.

Which of the statements given above are correct ?

  1. (a) 1 and 2 only
  2. (b) 3 and 4 only
  3. (c) 1 and 4 only
  4. (d) 1, 3 and 4

Answer and explanation with the VKC plan

Q49Thermodynamics / isothermal process

Consider 2·0 mol of an ideal gas being compressed reversibly from 1·0 bar to 100·0 bar at 27°C. The values of ΔU, ΔH and w are respectively : (where, R = 8·3 J K⁻¹ mol⁻¹, ln 10 = 2·3)

  1. (a) 0, 0, 23 kJ
  2. (b) 0, 23 0 kJ
  3. (c) 0, 10, 0 kJ
  4. (d) 0, 0, 10 kJ

Answer and explanation with the VKC plan

Q50Thermodynamics / partial derivatives

Considering U as a function of variables T and V, which one of the following expressions is correct for \(\left(\frac{\partial U}{\partial p}\right)_T\) ?

  1. (a) \(\left(\frac{\partial U}{\partial p}\right)_T = \left(\frac{\partial U}{\partial V}\right)_T \left(\frac{\partial V}{\partial p}\right)_T\)
  2. (b) \(\left(\frac{\partial U}{\partial p}\right)_T = -\left(\frac{\partial U}{\partial V}\right)_p \left(\frac{\partial V}{\partial p}\right)_T\)
  3. (c) \(\left(\frac{\partial U}{\partial p}\right)_T = \left(\frac{\partial U}{\partial T}\right)_p \left(\frac{\partial V}{\partial U}\right)_p\)
  4. (d) \(\left(\frac{\partial U}{\partial p}\right)_T = -\left(\frac{\partial U}{\partial V}\right)_T \left(\frac{\partial V}{\partial p}\right)_T\)

Answer and explanation with the VKC plan

Q51Thermodynamics / cyclic rule

For a cyclic process of one mole of an ideal gas, the value of \(\left(\frac{\partial p}{\partial T}\right)_V \left(\frac{\partial T}{\partial V}\right)_p \left(\frac{\partial V}{\partial p}\right)_T\) is :

  1. (a) \(\frac{-R^2}{p^2}\)
  2. (b) + 1
  3. (c) − 1
  4. (d) \(\frac{R^2}{p^2}\)

Answer and explanation with the VKC plan

Q52Thermochemistry / Hess’s law

In the refining of sulphide ores, the ore is roasted with oxygen to form metal oxide and SO₂ (g). The Δ_rH°₂₉₈ for the roasting of sphalerite (ZnS) will be : (where, Δ_fH°₂₉₈ (ZnS) = − 206 kJ mol⁻¹, Δ_fH°₂₉₈ (ZnO) = − 348 kJ mol⁻¹ and Δ_fH°₂₉₈ (SO₂) = − 296 kJ mol⁻¹)

  1. (a) − 238 kJ
  2. (b) − 438 kJ
  3. (c) − 583 kJ
  4. (d) − 590 kJ

Answer and explanation with the VKC plan

Q53Thermodynamics / Joule–Thomson effect

The final temperature of one mole of a gas when it undergoes expansion from an initial pressure of 200 bar to a final pressure of 1 bar under isenthalpic conditions at 27°C is : (where, μ_JT = 0·10 K bar⁻¹)

  1. (a) 7°C
  2. (b) 17°C
  3. (c) 27°C
  4. (d) 37°C

Answer and explanation with the VKC plan

Q54Thermochemistry / Kirchhoff’s equation

Consider the following data table for the reaction N₂ (g) + 3H₂ (g) ⟶ 2NH₃ (g) Δ_rH°₁₀₀₀ = − 124 kJ mol⁻¹ at 1000 K : (where, R = 8·3 J K⁻¹ mol⁻¹)

UPSC Combined Geo-Scientist Prelims 2023 Paper II (Chemistry), Q54: figure printed with the question

What will be the approximate heat of formation of NH₃ at 300 K ?

  1. (a) − 35·0 kJ mol⁻¹
  2. (b) − 45·7 kJ mol⁻¹
  3. (c) − 55·4 kJ mol⁻¹
  4. (d) − 65·8 kJ mol⁻¹

Answer and explanation with the VKC plan

Q55Thermodynamics / Carnot efficiency

A steam engine operates between 300 K and 200 K under high pressures. The minimum amount of heat that must be drawn from the hot reservoir to obtain 1000 J of work is :

  1. (a) 600 J
  2. (b) 800 J
  3. (c) 2000 J
  4. (d) 3000 J

Answer and explanation with the VKC plan

Q56Thermodynamics / entropy change

What will be the overall change in entropy for the following process using 1·00 mole of He ? He (300 K, 1·20 atm) ⟶ He (100 K, 12·0 atm) (where, heat capacity of He is 21 J K⁻¹ mol⁻¹; R = 8·3 J K⁻¹ mol⁻¹, ln 10 = 2·3, log 3 = 0·48; assume the helium acts ideally)

  1. (a) − 19·1 J K⁻¹
  2. (b) − 23·2 J K⁻¹
  3. (c) − 42·4 J K⁻¹
  4. (d) − 51·3 J K⁻¹

Answer and explanation with the VKC plan

Q57Thermodynamics / Gibbs–Helmholtz equation

The term \(\left[\frac{\partial (G/T)}{\partial T}\right]_p\) is equal to :

  1. (a) \(\frac{-S}{T}\)
  2. (b) \(\frac{-H}{T^2}\)
  3. (c) − H
  4. (d) − S

Answer and explanation with the VKC plan

Q58Thermodynamics / basic concepts

For maintaining thermodynamic equilibrium, a system should be in :

  1. (a) Thermal equilibrium and mechanical equilibrium only
  2. (b) Thermal equilibrium and chemical equilibrium only
  3. (c) Mechanical equilibrium and chemical equilibrium only
  4. (d) Thermal, mechanical and chemical equilibrium

Answer and explanation with the VKC plan

Q59Thermodynamics / criteria of spontaneity

Which of the following expressions regarding the criteria for spontaneity of chemical processes are correct ?

  1. dS_{U,V} ≥ 0
  2. dU_{S,V} ≥ 0
  3. dA_{T,V} ≤ 0
  4. dG_{T,p} ≤ 0

Select the correct answer using the code given below :

  1. (a) 3 and 4 only
  2. (b) 1 and 3 only
  3. (c) 1, 2 and 3
  4. (d) 1, 3 and 4

Answer and explanation with the VKC plan

Q60Solutions / van’t Hoff factor

Match the List-I with List-II and select the correct answer using the code given below the lists :

List-I (Substance)List-II (Limiting value of Van’t Hoff factor, i)
A. NaCl1. One
B. C₆H₁₂O₆2. Three
C. K₃PO₄3. Two
D. H₂SO₄4. Four

Code :

  1. (a) A-2, B-1, C-4, D-3
  2. (b) A-2, B-4, C-1, D-3
  3. (c) A-3, B-4, C-1, D-2
  4. (d) A-3, B-1, C-4, D-2

Answer and explanation with the VKC plan

Q61Solutions / Raoult’s law

Two components A and B have their pure vapour pressure in the ratio 1 : 6 and respective mole fractions in the solution in the ratio 1 : 4. The mole fraction of the component B in the vapour phase will be :

  1. (a) 0·14
  2. (b) 0·25
  3. (c) 0·56
  4. (d) 0·96

Answer and explanation with the VKC plan

Q62Solutions / relative lowering of vapour pressure

When 2·0 g of solute X is added to 1000 mL of pure water, the vapour pressure of water is decreased by : (where, vapour pressure of pure water = 2·34 kPa at 20°C, molar mass of X = 200 g mol⁻¹)

  1. (a) 0·00018 kPa
  2. (b) 0·00042 kPa
  3. (c) 0·0031 kPa
  4. (d) 0·0042 kPa

Answer and explanation with the VKC plan

Q63Solutions / van’t Hoff factor

An aqueous solution of K₂SO₄ of 0·004 M concentration is isotonic with 0·01 M aqueous solution of glucose. The degree of dissociation of K₂SO₄ will be :

  1. (a) 25%
  2. (b) 30%
  3. (c) 75%
  4. (d) 85%

Answer and explanation with the VKC plan

Q64Solutions / colligative properties

Which one of the following compounds will show the largest increase in boiling point when added to an aqueous solution ?

  1. (a) 2 mol MgSO₄
  2. (b) 2 mol Ca(OH)₂
  3. (c) 2 mol NaCl
  4. (d) 1 mol CaCl₂

Answer and explanation with the VKC plan

Q65Solutions / association and freezing point

Three particles of a solute A, associate in benzene to form species A₃. The degree of association of solute A is found to be 0·75. The freezing point of benzene and its freezing point depression constant are 5·5°C and 5·0 K kg mol⁻¹ respectively. The freezing point of 0·25 molal solution of A will be :

  1. (a) 3·9°C
  2. (b) 4·9°C
  3. (c) 5·9°C
  4. (d) 6·9°C

Answer and explanation with the VKC plan

Q66Solutions / Henry’s law

Consider the following table regarding Henry’s Law constant values for N₂ and O₂ gas in water at different temperatures :

UPSC Combined Geo-Scientist Prelims 2023 Paper II (Chemistry), Q66: figure printed with the question

Which one of the following statements is correct in respect of the table given above ?

  1. (a) N₂ is more soluble than O₂ and the solubility decreases with decrease in temperature.
  2. (b) O₂ is more soluble than N₂ and the solubility decreases with decrease in temperature.
  3. (c) N₂ is more soluble than O₂ and the solubility increases with decrease in temperature.
  4. (d) O₂ is more soluble than N₂ and the solubility increases with decrease in temperature.

Answer and explanation with the VKC plan

Q67Electrochemistry / Kohlrausch’s law

If the limiting molar conductance values of Ba²⁺ and Cl⁻ are 127 S cm² mol⁻¹ and 76 S cm² mol⁻¹ respectively, then molar conductance at infinite dilution for BaCl₂ will be :

  1. (a) 203 S m² mol⁻¹
  2. (b) 279 S m² mol⁻¹
  3. (c) 203 × 10⁻⁴ S m² mol⁻¹
  4. (d) 279 × 10⁻⁴ S m² mol⁻¹

Answer and explanation with the VKC plan

Q68Electrochemistry / conductivity

Which one of the following solutions has the least value of conductivity ?

  1. (a) 0·01 M Na₂SO₄
  2. (b) 0·01 M KCl
  3. (c) 0·01 M HCl
  4. (d) 0·01 M CH₃COOH

Answer and explanation with the VKC plan

Q69Electrochemistry / ionic mobility

A potential of 5·0 V is applied to two electrodes placed 10·0 cm apart. How far would a sodium ion be expected to move in 1 hour in a dilute solution of a sodium salt at 25°C ? (where, λ(Na⁺) = 50 S cm² mol⁻¹ and Faraday’s constant = 96500 C mol⁻¹)

  1. (a) 1·13 cm
  2. (b) 0·93 cm
  3. (c) 0·56 cm
  4. (d) 0·46 cm

Answer and explanation with the VKC plan

Q70Electrochemistry / Walden’s rule

Consider the following statements regarding Walden’s rule : Statement-1 : Walden’s rule is not applicable to ions of small size. Statement-2 : Small sized ions have high charge density, as a result they are highly solvated.

Which one of the following is correct in respect of the above statements ?

  1. (a) Both Statement-1 and Statement-2 are true and Statement-2 is the correct explanation of Statement-1.
  2. (b) Both Statement-1 and Statement-2 are true, but Statement-2 is not the correct explanation of Statement-1.
  3. (c) Statement-1 is true, but Statement-2 is false.
  4. (d) Statement-1 is false, but Statement-2 is true.

Answer and explanation with the VKC plan

Q71Electrochemistry / Kohlrausch plots

Consider the following graph showing variation of molar conductance with concentration :

UPSC Combined Geo-Scientist Prelims 2023 Paper II (Chemistry), Q71: figure printed with the question

The electrolytes associated with 1 and 2 respectively are :

  1. (a) KCl and CH₃COOH
  2. (b) NH₄OH and CH₃COOH
  3. (c) CH₃COOH and NaCl
  4. (d) NaCl and KCl

Answer and explanation with the VKC plan

Q72Electrochemistry / abnormal ionic mobility

Amide ion in liquid ammonia has abnormally high transport number because of :

  1. (a) High frequency
  2. (b) Abnormally high charge density
  3. (c) Proton jump from one ammonia molecule to another
  4. (d) Decrease in viscosity

Answer and explanation with the VKC plan

Q73Electrochemistry / Wien and Debye–Falkenhagen effects

Consider the following statements regarding Wien and Debye-Falkenhagen effects :

  1. In very high electric fields (E > 10⁷ V/m), an increase in conductivity is observed as the asymmetry effect disappears.
  2. In very high electric fields (E > 10⁷ V/m), an increase in conductivity is observed as the electrophoretic effect disappears.
  3. At high frequencies, a decrease in conductivity is observed as the electrophoretic effect disappears.
  4. At high frequencies, an increase in conductivity is observed as the asymmetry effect and electrophoretic effect disappear.

Which of the statements give above are correct ?

  1. (a) 1 and 3 only
  2. (b) 2 and 3 only
  3. (c) 1, 3 and 4
  4. (d) 1 and 4 only

Answer and explanation with the VKC plan

Q74Electrochemistry / solubility from conductance

The conductivity and molar conductance of a saturated solution of BaSO₄ are 3 × 10⁻⁶ S cm⁻¹ and 150 S cm² mol⁻¹, respectively. The K_sp for BaSO₄ will be :

  1. (a) 2 × 10⁻¹⁰
  2. (b) 2 × 10⁻¹⁶
  3. (c) 4 × 10⁻¹⁰
  4. (d) 4 × 10⁻¹⁶

Answer and explanation with the VKC plan

Q75Electrochemistry / Ostwald dilution law

The molar conductivity of acetic acid solution at infinite dilution is 390 S cm² mol⁻¹. The molar conductivity of 0·01 M acetic acid solution is : (where, dissociation constant of acetic acid is 1·8 × 10⁻⁵)

  1. (a) 1·654 S cm² mol⁻¹
  2. (b) 1·853 S cm² mol⁻¹
  3. (c) 16·54 S cm² mol⁻¹
  4. (d) 18·53 S cm² mol⁻¹

Answer and explanation with the VKC plan

Q76Electrochemistry / conductometric titration

In a conductometric titration of Hydrochloric Acid (HCl) against Ammonium Hydroxide (NH₄OH), with the increase of volume of NH₄OH, the conductance will :

  1. (a) Fall first and after neutralization show no appreciable change.
  2. (b) Fall first and after neutralization rise sharply.
  3. (c) Rise slowly and after neutralization rise sharply.
  4. (d) Remain more or less the same and after neutralization rise sharply.

Answer and explanation with the VKC plan

Q77Electrochemistry / conductometric titration

Consider the following conductometric titration of a mixture of HCl and CH₃COOH against NaOH. The volume corresponding to points (1) and (2) are 6·0 mL and 16·0 mL respectively. The volume of NaOH used for neutralisation of HCl and CH₃COOH are :

UPSC Combined Geo-Scientist Prelims 2023 Paper II (Chemistry), Q77: figure printed with the question
  1. (a) 10·0 mL and 6·0 mL respectively
  2. (b) 6·0 mL and 16·0 mL respectively
  3. (c) 16·0 mL and 10·0 mL respectively
  4. (d) 6·0 mL and 10·0 mL respectively

Answer and explanation with the VKC plan

Q78Electrochemistry / moving boundary method

Which of the following statements is/are correct regarding indicator electrolyte in the moving boundary method to determine the transport number of an ion ?

  1. The anions must be different in both the indicator and principal electrolyte.
  2. The cation of the indicator electrolyte should move slower than the cation of the principal electrolyte.
  3. The indicator electrolyte should be more dense than the principal electrolyte.

Select the correct answer using the code given below :

  1. (a) 1, 2 and 3
  2. (b) 1 and 2 only
  3. (c) 2 and 3 only
  4. (d) 3 only

Answer and explanation with the VKC plan

Q79Electrochemistry / transport number

A solution of 0·01 M electrolyte (AX) with conductivity 4 × 10⁻³ S cm⁻¹ is placed in a moving boundary cell of cross-sectional area 3·0 cm². It was electrolysed for 45 min. with a constant current of 3·0 mA. The observed boundary moved 2·0 cm. The transport number of the cation A⁺ is : (where, Faraday’s constant = 96500 C mol⁻¹)

  1. (a) 0·30
  2. (b) 0·52
  3. (c) 0·71
  4. (d) 0·83

Answer and explanation with the VKC plan

Q80Electrochemistry / transport number

Which one of the following statements regarding transport number of the Cl⁻ ion is correct ?

  1. (a) Transport number of Cl⁻ ion in aqueous solution of HCl is lower than the transport number of Cl⁻ ion in aqueous solution of NaCl.
  2. (b) Transport number of Cl⁻ ion in aqueous solution of HCl is higher than the transport number of Cl⁻ ion in aqueous solution of NaCl.
  3. (c) Transport numbers of Cl⁻ ion in aqueous solutions of HCl and NaCl are equal.
  4. (d) The transport number of Cl⁻ ion is the same in aqueous solutions of NaCl and KCl.

Answer and explanation with the VKC plan

Q81Organic / resonance and steric inhibition

Which one of the following compounds is most stabilized by resonance ?

UPSC Combined Geo-Scientist Prelims 2023 Paper II (Chemistry), Q81: answer options as printed
  1. (a) N,N-Dimethylaniline (PhNMe₂)
  2. (b) 2,6-Dinitro-N,N-dimethylaniline
  3. (c) 2-Nitro-N,N-dimethylaniline
  4. (d) 2,3,6-Trinitro-N,N-dimethylaniline

Answer and explanation with the VKC plan

Q83Organic / heat of hydrogenation and conjugation

The correct order of heats of hydrogenation among the following alkenes (when hydrogenation is carried out in the presence of a platinum catalyst) is :

UPSC Combined Geo-Scientist Prelims 2023 Paper II (Chemistry), Q83: figure printed with the question
  1. (a) I < II < IV < III
  2. (b) II < IV < I < III
  3. (c) II < I < IV < III
  4. (d) I < II < III < IV

Answer and explanation with the VKC plan

Q84Organic / π molecular orbitals

Which one of the following represents the high-energy Highest Occupied Molecular Orbital (HOMO) of 1,3-butadiene ?

UPSC Combined Geo-Scientist Prelims 2023 Paper II (Chemistry), Q84: answer options as printed
  1. (a) All four p orbitals in phase (no node)
  2. (b) C1, C2 in one phase and C3, C4 in the opposite phase (one node at the centre)
  3. (c) Phases alternate at every carbon (three nodes)
  4. (d) C2, C3 in one phase and C1, C4 in the opposite phase (two nodes)

Answer and explanation with the VKC plan

Q85Organic / free radicals

Which one of the following statements regarding free radicals is not correct ?

  1. (a) Carbon free radical is paramagnetic in nature.
  2. (b) Free radicals are formed by homolytic bond fission.
  3. (c) Stability order of free radicals for the following species is : H₂C=CHĊH₂ > Ph₃Ċ > Ph₂ĊH > PhĊH₂.
  4. (d) p-Benzoquinone acts as an inhibitor for free-radical reactions.

Answer and explanation with the VKC plan

Q86Organic / carbocation stability

The correct order of stability of following carbocations is :

UPSC Combined Geo-Scientist Prelims 2023 Paper II (Chemistry), Q86: figure printed with the question
  1. (a) IV > III > V > II > I
  2. (b) V > III > IV > I > II
  3. (c) II > I > IV > III > V
  4. (d) V > IV > III > II > I

Answer and explanation with the VKC plan

Q87Stereochemistry / symmetry elements

Which one of the following compounds does not contain plane of symmetry ?

UPSC Combined Geo-Scientist Prelims 2023 Paper II (Chemistry), Q87: answer options as printed
  1. (a) Butane-2,3-diol drawn as (2R,3S) (meso)
  2. (b) cis-Cyclopropane-1,2-diol
  3. (c) cis-1,3-Dimethylcyclopentane
  4. (d) Butane-2,3-diol drawn as (2S,3S)

Answer and explanation with the VKC plan

Q89Stereochemistry / meso compounds

Which one of the following is not a meso compound ?

UPSC Combined Geo-Scientist Prelims 2023 Paper II (Chemistry), Q89: answer options as printed
  1. (a) Hexane-3,4-diol drawn as (3R,4S)
  2. (b) 2,3-Dibromobutane drawn as (2R,3S)
  3. (c) Butane-2,3-diol drawn as (2R,3R)
  4. (d) 2,5-Dibromohexane drawn as (2R,5S)

Answer and explanation with the VKC plan

Q90Stereochemistry / CIP R,S

The correct IUPAC name of the following compound is :

UPSC Combined Geo-Scientist Prelims 2023 Paper II (Chemistry), Q90: figure printed with the question
  1. (a) (2S, 3S)-2,3-dibromopentane
  2. (b) (2R, 3R)-2,3-dibromopentane
  3. (c) (2S, 3R)-2,3-dibromopentane
  4. (d) (2R, 3S)-2,3-dibromopentane

Answer and explanation with the VKC plan

Q91Conformational analysis / cyclohexanes

The most stable conformer of cis-1, 3-dimethylcyclohexane is :

UPSC Combined Geo-Scientist Prelims 2023 Paper II (Chemistry), Q91: answer options as printed
  1. (a) Chair with both CH₃ axial (same side)
  2. (b) Chair with both CH₃ equatorial
  3. (c) Chair with one CH₃ axial and one equatorial
  4. (d) Chair with CH₃ groups axial up and axial down on adjacent carbons

Answer and explanation with the VKC plan

Q92Conformational analysis / gauche effect

The most stable conformer of 1,2-difluoroethane in the gas phase is :

UPSC Combined Geo-Scientist Prelims 2023 Paper II (Chemistry), Q92: answer options as printed
  1. (a) Staggered anti (F–C–C–F dihedral 180°)
  2. (b) Staggered gauche (F–C–C–F dihedral 60°)
  3. (c) Eclipsed (F–C–C–F dihedral 120°)
  4. (d) Eclipsed (F–C–C–F dihedral 0°)

Answer and explanation with the VKC plan

Q93Organic / neighbouring group participation

The major products [A] and [B] formed in the following reactions are :

UPSC Combined Geo-Scientist Prelims 2023 Paper II (Chemistry), Q93: figure printed with the question
UPSC Combined Geo-Scientist Prelims 2023 Paper II (Chemistry), Q93: answer options as printed
  1. (a) [A] = trans-1,2-dibromocyclohexane; [B] = cis-1,2-dibromocyclohexane
  2. (b) [A] = cis-1,2-dibromocyclohexane; [B] = trans-1,2-dibromocyclohexane
  3. (c) [A] = [B] = cis-1,2-dibromocyclohexane
  4. (d) [A] = [B] = trans-1,2-dibromocyclohexane

Answer and explanation with the VKC plan

Q94Organic / β-keto ester alkylation

In the given reaction sequence, products X and Y are :

UPSC Combined Geo-Scientist Prelims 2023 Paper II (Chemistry), Q94: figure printed with the question
UPSC Combined Geo-Scientist Prelims 2023 Paper II (Chemistry), Q94: answer options as printed
  1. (a) X = ethyl 3-benzyl-2-oxocyclopentanecarboxylate; Y = 3-benzyl-2-oxocyclopentanecarboxylic acid
  2. (b) X = ethyl 1-benzyl-2-oxocyclopentanecarboxylate; Y = 2-benzylcyclopentanone
  3. (c) X = ethyl 1-benzyl-2-oxocyclopentanecarboxylate; Y = 2-benzylhexanedioic acid
  4. (d) X = 3-benzyl-2-oxocyclopentanecarboxylic acid; Y = 2-benzyl-5-bromocyclopentanone

Answer and explanation with the VKC plan

Q95Organic / ether cleavage

Deprotection of phenyl methyl ether with HI goes via :

  1. (a) SN2 attack at sp³ carbon
  2. (b) SN1 attack at sp² carbon
  3. (c) SN2 attack at sp² carbon
  4. (d) SN1 attack at sp³ carbon

Answer and explanation with the VKC plan

Q96Stereochemistry / SN2 inversion

The product formed in the following reaction is :

UPSC Combined Geo-Scientist Prelims 2023 Paper II (Chemistry), Q96: figure printed with the question
UPSC Combined Geo-Scientist Prelims 2023 Paper II (Chemistry), Q96: answer options as printed
  1. (a) Fischer projection (CH₃ top, C₂H₅ bottom): C2 HO left, H right; C3 H left, CH₃ right — (2R,3R)-3-methylpentan-2-ol
  2. (b) Fischer projection: C2 H left, OH right; C3 H left, CH₃ right — (2S,3R)-3-methylpentan-2-ol
  3. (c) Fischer projection: C2 H left, OH right; C3 H₃C left, H right — (2S,3S)-3-methylpentan-2-ol
  4. (d) Fischer projection: C2 HO left, H right; C3 H₃C left, H right — (2R,3S)-3-methylpentan-2-ol

Answer and explanation with the VKC plan

Q97Organic / SN2 reactivity

The correct order of reactivity of the following alkyl halides in SN2 reaction is :

UPSC Combined Geo-Scientist Prelims 2023 Paper II (Chemistry), Q97: figure printed with the question
  1. (a) IV > III > II > I
  2. (b) I > III > II > IV
  3. (c) IV > III > I > II
  4. (d) II > I > IV > III

Answer and explanation with the VKC plan

Q98Organic / SN1 and carbocation stability

Which one of the following alkyl halides favours SN1 mechanism ?

UPSC Combined Geo-Scientist Prelims 2023 Paper II (Chemistry), Q98: answer options as printed
  1. (a) 4-Methoxybenzyl chloride
  2. (b) 4-Nitrobenzyl chloride
  3. (c) Neopentyl chloride (1-chloro-2,2-dimethylpropane)
  4. (d) α-Chloro ketone, RCOC(CH₃)₂Cl

Answer and explanation with the VKC plan

Q99Organic / E2 regioselectivity

Consider the following bases :

  1. EtO⁻
  2. Et₃CO⁻
  3. Me₃CO⁻
  4. Me₂(Et)CO⁻
UPSC Combined Geo-Scientist Prelims 2023 Paper II (Chemistry), Q99: figure printed with the question

The reactivity order of bases for the formation of Zaitsev’s product in the following reaction is :

  1. (a) 1 > 3 > 4 > 2
  2. (b) 4 > 2 > 3 > 1
  3. (c) 2 > 4 > 3 > 1
  4. (d) 1 > 3 > 2 > 4

Answer and explanation with the VKC plan

Q100Organic / acid-catalysed dehydration

Which alcohol in each of the following pairs will undergo elimination reaction more rapidly when heated with conc. H₂SO₄ ?

UPSC Combined Geo-Scientist Prelims 2023 Paper II (Chemistry), Q100: figure printed with the question
  1. (a) 1 and 3
  2. (b) 1 and 4
  3. (c) 2 and 3
  4. (d) 2 and 4

Answer and explanation with the VKC plan

Q101Organic / stereochemistry of E2 (norbornyl)

The major product formed and its mode of elimination in the following reaction is :

UPSC Combined Geo-Scientist Prelims 2023 Paper II (Chemistry), Q101: figure printed with the question
UPSC Combined Geo-Scientist Prelims 2023 Paper II (Chemistry), Q101: answer options as printed
  1. (a) Norbornene with H and D on the C=C, and syn elimination
  2. (b) Norbornene with H and D on the C=C, and anti elimination
  3. (c) Norbornene with H and H on the C=C, and syn elimination
  4. (d) Norbornene with H and H on the C=C, and anti elimination

Answer and explanation with the VKC plan

Q102Organic / elimination mechanisms

Which type of elimination mechanism will occur in reactions I and II, respectively ?

  1. Reaction I : (CH₃)₃C–Cl + ⁻OCH₃ ⟶
  2. Reaction II : CH₃CH₂Br + ⁻OC(CH₃)₃ ⟶
UPSC Combined Geo-Scientist Prelims 2023 Paper II (Chemistry), Q102: figure printed with the question
  1. (a) E1 and E1 mechanism
  2. (b) E2 and E2 mechanism
  3. (c) E1 and E2 mechanism
  4. (d) E2 and E1 mechanism

Answer and explanation with the VKC plan

Q103Organic / α- and β-elimination

The correct elimination pathway for Reaction I and Reaction II are, respectively :

UPSC Combined Geo-Scientist Prelims 2023 Paper II (Chemistry), Q103: figure printed with the question
  1. (a) α-elimination and β-elimination
  2. (b) β-elimination and α-elimination
  3. (c) α-elimination and α-elimination
  4. (d) β-elimination and β-elimination

Answer and explanation with the VKC plan

Q104Organic / E2 in cyclohexanes

Which one of the following is true for the reaction given below ?

UPSC Combined Geo-Scientist Prelims 2023 Paper II (Chemistry), Q104: figure printed with the question
UPSC Combined Geo-Scientist Prelims 2023 Paper II (Chemistry), Q104: answer options as printed
  1. (a) [X] is 1-methyl-6-isopropylcyclohexene (C=C between the former C–Cl and C–CH₃ carbons) and is called Hofmann product
  2. (b) [X] is 1-methyl-6-isopropylcyclohexene (C=C between the former C–Cl and C–CH₃ carbons) and is called Zaitsev product
  3. (c) [X] is 3-methyl-4-isopropylcyclohexene (C=C on the other side of the former C–Cl carbon) and is called Hofmann produdct
  4. (d) [X] is 3-methyl-4-isopropylcyclohexene (C=C on the other side of the former C–Cl carbon) and is called Zaitsev product

Answer and explanation with the VKC plan

Q105Organic / stereoselective epoxidation

The major product formed in the following reaction is :

UPSC Combined Geo-Scientist Prelims 2023 Paper II (Chemistry), Q105: figure printed with the question
UPSC Combined Geo-Scientist Prelims 2023 Paper II (Chemistry), Q105: answer options as printed
  1. (a) trans-Fused epoxide with O on the β-face (same side as CH₃)
  2. (b) trans-Fused epoxide with O on the α-face (opposite to CH₃)
  3. (c) cis-Fused decalin epoxide with O on the β-face
  4. (d) Epoxide with CH₃ drawn α (inverted angular methyl) and O on the α-face

Answer and explanation with the VKC plan

Q106Organic / Sharpless asymmetric epoxidation

The major product formed in the following reaction is :

UPSC Combined Geo-Scientist Prelims 2023 Paper II (Chemistry), Q106: figure printed with the question
UPSC Combined Geo-Scientist Prelims 2023 Paper II (Chemistry), Q106: answer options as printed
  1. (a) cis-Epoxide drawn with O hashed: (2R,3S)-3-ethyloxiranylmethanol
  2. (b) trans-Epoxide with O wedged: (2R,3R)-3-ethyloxiranylmethanol
  3. (c) cis-Epoxide drawn with O wedged
  4. (d) trans-Epoxide with O hashed: (2S,3S)-3-ethyloxiranylmethanol

Answer and explanation with the VKC plan

Q107Organic / Michael–Claisen (dimedone synthesis)

The product formed in the following reaction is :

UPSC Combined Geo-Scientist Prelims 2023 Paper II (Chemistry), Q107: figure printed with the question
UPSC Combined Geo-Scientist Prelims 2023 Paper II (Chemistry), Q107: answer options as printed
  1. (a) 4,6-Dimethylcyclohexane-1,3-dione
  2. (b) 2,2-Dimethylcyclohexane-1,3-dione
  3. (c) 4,4-Dimethylcyclohexane-1,3-dione
  4. (d) 5,5-Dimethylcyclohexane-1,3-dione

Answer and explanation with the VKC plan

Q108Organic / hydration vs oxymercuration

The major products [X] and [Y] formed in the following reactions are :

UPSC Combined Geo-Scientist Prelims 2023 Paper II (Chemistry), Q108: figure printed with the question
UPSC Combined Geo-Scientist Prelims 2023 Paper II (Chemistry), Q108: answer options as printed
  1. (a) [X] = [Y] = 1,2,3,4-tetrahydronaphthalen-1-ol
  2. (b) [X] = [Y] = 1,2,3,4-tetrahydronaphthalen-2-ol
  3. (c) [X] = 1,2,3,4-tetrahydronaphthalen-1-ol; [Y] = 1,2,3,4-tetrahydronaphthalen-2-ol
  4. (d) [X] = 1,2,3,4-tetrahydronaphthalen-2-ol; [Y] = 1,2,3,4-tetrahydronaphthalen-1-ol

Answer and explanation with the VKC plan

Q109Organic / radical addition energetics (peroxide effect)

Identify the processes labelled as “P”, “Q” and “R” in the following table summarizing energetics of free radical addition of HX (X = Cl, Br or I) to propylene :

UPSC Combined Geo-Scientist Prelims 2023 Paper II (Chemistry), Q109: figure printed with the question
  1. (a) P is Endothermic, Q is Exothermic, and R is Exothermic
  2. (b) P is Exothermic, Q is Exothermic, and R is Exothermic
  3. (c) P is Endothermic, Q is Exothermic, and R is Endothermic
  4. (d) P is Exothermic, Q is Endothermic, and R is Exothermic

Answer and explanation with the VKC plan

Q110Organic / halohydrin formation and dehydration

The products [A] and [B] formed in the following reaction sequence are :

UPSC Combined Geo-Scientist Prelims 2023 Paper II (Chemistry), Q110: figure printed with the question
UPSC Combined Geo-Scientist Prelims 2023 Paper II (Chemistry), Q110: answer options as printed
  1. (a) [A] = bromohydrin with OH on C3 and Br on C2 (tertiary); [B] = pinocamphone-type ketone
  2. (b) [A] = bromohydrin with OH on C3 and Br on C2 (tertiary); [B] = allylic bromide with C3=C4 double bond
  3. (c) [A] = bromohydrin with Br on C3 and OH on C2 (tertiary); [B] = vinyl bromide with C2=C3 double bond (endocyclic)
  4. (d) [A] = bromohydrin with Br on C3 and OH on C2 (tertiary); [B] = allylic bromide with exocyclic C=CH₂

Answer and explanation with the VKC plan

Q111Organic / synthesis and directing effects

Which one of the following is the correct sequence for synthesis of 1-bromo-3-(trichloromethyl)benzene ?

  1. (a) Reaction of toluene with Br₂ and Fe, then treating with Cl₂ in presence of hν or heat
  2. (b) Reaction of toluene with Cl₂ and Fe, then treating with Br₂ in presence of hν or heat
  3. (c) Reaction of toluene with Cl₂ in presence of hν or heat, then treating with Br₂ and Fe
  4. (d) Reaction of trichloromethyl benzene with Cl₂ in presence of hν or heat

Answer and explanation with the VKC plan

Q112Organic / Friedel–Crafts alkylation

What is the major product when benzene reacts with n-propyl chloride in the presence of anhydrous AlCl₃ ?

UPSC Combined Geo-Scientist Prelims 2023 Paper II (Chemistry), Q112: answer options as printed
  1. (a) n-Propylbenzene
  2. (b) Isopropylbenzene (cumene)
  3. (c) 1,4-Di-n-propylbenzene
  4. (d) 1,4-Diisopropylbenzene

Answer and explanation with the VKC plan

Q113Organic / electrophilic substitution and activating groups

Which one of the following substrates undergoes bromination reaction on aromatic ring at fastest rate ?

UPSC Combined Geo-Scientist Prelims 2023 Paper II (Chemistry), Q113: answer options as printed
  1. (a) 1,2,3,4-Tetrahydronaphthalene (tetralin)
  2. (b) 1,2,3,4-Tetrahydroquinoline
  3. (c) 1,2,3,4-Tetrahydroisoquinoline
  4. (d) 3,4-Dihydroisoquinolin-1(2H)-one

Answer and explanation with the VKC plan

Q114Organic / FC alkylation and side-chain oxidation

The major product formed in the following reaction sequence is :

UPSC Combined Geo-Scientist Prelims 2023 Paper II (Chemistry), Q114: figure printed with the question
UPSC Combined Geo-Scientist Prelims 2023 Paper II (Chemistry), Q114: answer options as printed
  1. (a) 4-(2-Carboxypropan-2-yl)benzoic acid
  2. (b) 4-tert-Butylbenzoic acid
  3. (c) 4-Isobutylbenzoic acid
  4. (d) 4-Isobutyrylbenzoic acid

Answer and explanation with the VKC plan

Q115Organic / benzyne mechanism

Which one of the following compounds will not be formed in the given reaction ? *indicates a ¹³C label

UPSC Combined Geo-Scientist Prelims 2023 Paper II (Chemistry), Q115: figure printed with the question
UPSC Combined Geo-Scientist Prelims 2023 Paper II (Chemistry), Q115: answer options as printed
  1. (a) Aniline with ¹³C meta to NH₂
  2. (b) Aniline with ¹³C ortho to NH₂
  3. (c) Aniline with ¹³C para to NH₂
  4. (d) Aniline with ¹³C at the carbon bearing NH₂ (ipso)

Answer and explanation with the VKC plan

Q116Organic / synthesis planning

The correct sequence of reactions for accomplishing the following multi-step transformation is :

UPSC Combined Geo-Scientist Prelims 2023 Paper II (Chemistry), Q116: figure printed with the question
  1. (a) (i) CH₃Cl/AlCl₃, (ii) KMnO₄, (iii) HNO₃/H₂SO₄
  2. (b) (i) HNO₃/H₂SO₄, (ii) CH₃Cl/AlCl₃, (iii) KMnO₄
  3. (c) (i) CH₃Cl/AlCl₃, (ii) HNO₃/H₂SO₄, (iii) KMnO₄
  4. (d) (i) HNO₃/H₂SO₄, (ii) CO/HCl/AlCl₃, (iii) KMnO₄

Answer and explanation with the VKC plan

Q117Organic / pinacol rearrangement, crossover test

Which one of the following statements is true for the given reaction ?

UPSC Combined Geo-Scientist Prelims 2023 Paper II (Chemistry), Q117: figure printed with the question
  1. (a) I and III are called cross-over products and are formed by intermolecular reaction.
  2. (b) II and IV are called cross-over products and are formed by intermolecular reaction.
  3. (c) II and IV are called cross-over products and are formed by intramolecular reaction.
  4. (d) I and III are called cross-over products and are formed by intramolecular reaction.

Answer and explanation with the VKC plan

Q118Organic / Friedel–Crafts limitations

The final product [X] formed in the following reaction is :

UPSC Combined Geo-Scientist Prelims 2023 Paper II (Chemistry), Q118: figure printed with the question
UPSC Combined Geo-Scientist Prelims 2023 Paper II (Chemistry), Q118: answer options as printed
  1. (a) 1-Nitro-3-propylbenzene
  2. (b) 1-Isopropyl-3-nitrobenzene
  3. (c) 2-Bromopropane
  4. (d) 3-Methylhexane

Answer and explanation with the VKC plan

Q119Organic / neighbouring group participation (Winstein)

The major products [A] and [B] formed in the following reactions are :

UPSC Combined Geo-Scientist Prelims 2023 Paper II (Chemistry), Q119: figure printed with the question
UPSC Combined Geo-Scientist Prelims 2023 Paper II (Chemistry), Q119: answer options as printed
  1. (a) [A] = cis-1,2-diacetoxycyclohexane; [B] = trans-1,2-diacetoxycyclohexane
  2. (b) [A] = trans-1,2-diacetoxycyclohexane; [B] = cis-1,2-diacetoxycyclohexane
  3. (c) [A] = [B] = cis-1,2-diacetoxycyclohexane
  4. (d) [A] = [B] = trans-1,2-diacetoxycyclohexane

Answer and explanation with the VKC plan

Q120Organic / phenonium ion (aryl participation)

Consider the following solvolysis reaction : (where, Z is H or p-Cl or p-Me or p-OMe)

UPSC Combined Geo-Scientist Prelims 2023 Paper II (Chemistry), Q120: figure printed with the question

The extent of neighbouring group participation of phenyl group (from lower to higher) follows which one of the following order ?

  1. (a) H < p-Cl < p-OMe < p-Me
  2. (b) p-OMe < p-Cl < p-Me < H
  3. (c) p-Cl < p-Me < H < p-OMe
  4. (d) p-Cl < H < p-Me < p-OMe

Answer and explanation with the VKC plan

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