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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 · 2022 · Paper II, Chemistry

UPSC Geo-Scientist Prelims 2022 Chemistry (Paper II): answer key and solutions

All 120 questions of the 2022 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 2022 Paper II paper. Solutions are original work by VKC; question paper belongs to UPSC.

Q1Atomic structure / nodes

The numbers of radial nodes, planar angular nodes and non-planar angular nodes in 3d_z², 3s and 3pₓ orbitals are

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

Answer: (a) (0, 0, 2), (2, 0, 0), (1, 1, 0) respectively

Radial nodes = n − l − 1; angular nodes = l. 3d_z²: radial 3−2−1 = 0; its two angular nodes are cones (non-planar), so (0, 0, 2). 3s: radial 2, no angular node → (2, 0, 0). 3pₓ: radial 1, one nodal plane (yz) → (1, 1, 0). → (a). Remember: d_z² is the only d orbital whose angular nodes are not planes.

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Q2Atomic structure / wave function

The angular wave function for hydrogen atom depends upon the quantum number(s)

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

Answer and explanation with the VKC plan

Q4Chemical bonding / covalent radius

The covalent radius of C atom is 0·77 Å and that of H atom is 0·37 Å. What is the internuclear distance between C and H atoms in CH₄ molecule?

  1. (a) 1·14 Å
  2. (b) 1·20 Å
  3. (c) 1·25 Å
  4. (d) 1·41 Å

Answer and explanation with the VKC plan

Q5Chemical bonding / covalent radius

The bond distance in Cl₂ molecule is 1·98 Å. What will be its covalent radius?

  1. (a) 0·99 Å
  2. (b) 1·00 Å
  3. (c) 0·98 Å
  4. (d) 1·10 Å

Answer and explanation with the VKC plan

Q6Periodic properties / ionic radius

Which one of the following represents the correct order of size among O²⁻, F⁻, Na⁺ and Mg²⁺ isoelectronic ions?

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

Answer and explanation with the VKC plan

Q7Carbon allotropes / graphite

Graphite is used as a dry lubricant in machines running at high temperature where oil cannot be used as lubricant, because

  1. (a) graphite has layered structure and the layers are held by van der Waals' forces and cleaves easily between layers
  2. (b) graphite is a crystalline substance
  3. (c) graphite conducts electricity and is thermodynamically stable
  4. (d) each carbon atom in the hexagonal ring undergoes sp² hybridization

Answer and explanation with the VKC plan

Q8Periodic properties / Slater's rules

The effective nuclear charges for 4s and 3d electrons in nickel are

  1. (a) 4·05 and 7·55 respectively
  2. (b) 7·55 and 4·05 respectively
  3. (c) 4·75 and 7·95 respectively
  4. (d) 4·25 and 7·65 respectively

Answer and explanation with the VKC plan

Q9Periodic properties / atomic radius

Consider the following statements regarding periodic properties of elements :

  1. Statement-1 : Atomic radius increases down a group in the periodic table.
  2. Statement-2 : On descending a group, the valence electrons are found in orbitals of successively higher principal quantum number.

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

Q10Hydrogen / ortho-para hydrogen

Consider the following statements in respect of ortho and para form of hydrogen molecule :

  1. Ortho hydrogen molecules have nuclear spin vectors parallel.
  2. At high temperature, hydrogen gas contains about 75% ortho hydrogen.
  3. In para form of hydrogen, nuclear spins exist in opposite manner.
  4. Para form has the lower energy and at absolute zero, the gas contains 100% of para form.

Which of the statements given above are correct?

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

Answer and explanation with the VKC plan

Q11Periodic properties / electron affinity

Which one of the following represents the correct order of electron gain enthalpy (electron affinity) among F, Cl, Br and I?

  1. (a) Cl > F > Br > I
  2. (b) F > Cl > Br > I
  3. (c) I > Br > Cl > F
  4. (d) I > Br > F > Cl

Answer and explanation with the VKC plan

Q13Coordination chemistry / magnetic moment

Which one of the following complexes will have the maximum spin-only value?

  1. (a) [Cr(H₂O)₆]³⁺
  2. (b) [Fe(H₂O)₆]²⁺
  3. (c) [Cu(H₂O)₆]²⁺
  4. (d) [Zn(H₂O)₆]²⁺

Answer and explanation with the VKC plan

Q14f-block / lanthanides

Consider the following statements regarding lanthanide series metals :

  1. They are silvery white.
  2. They are electropositive.
  3. They are non-reactive.

Which of the statements given above is/are correct?

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

Answer and explanation with the VKC plan

Q15p-block / oxoacids of phosphorus

Which one of the following is not valid for oxoacids of phosphorus?

  1. (a) All oxoacids contain tetrahedral four-coordinate phosphorus
  2. (b) All oxoacids contain at least one P=O unit and one P—OH group
  3. (c) Orthophosphoric acid is used in the manufacture of triple superphosphate
  4. (d) Hypophosphorous acid is a diprotic acid

Answer and explanation with the VKC plan

Q16s-block / Fajans' rules

Consider the following statements regarding alkali metal halides :

  1. Statement-1 : Among all alkali metal halides, lithium iodide (LiI) is the most covalent in nature.
  2. Statement-2 : Li⁺ being very small in size has high tendency to distort electron cloud around the negative large I⁻ ion.

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 and 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

Q18Chemical bonding / ionic bond

Which one of the following is correct regarding an ionic compound MX?

  1. (a) High value of lattice energy of M⁺X⁻ ionic crystal
  2. (b) Electronegativity difference between M and X atoms is very small
  3. (c) High ionization energy of atom M
  4. (d) Low electron affinity of atom X

Answer and explanation with the VKC plan

Q19s-block / lattice energy

Which one of the following represents the correct order of lattice energy of oxides among the given alkaline earth metals?

  1. (a) BeO < MgO < CaO < SrO < BaO
  2. (b) BeO < SrO < MgO < CaO < BaO
  3. (c) BaO < MgO < CaO < SrO < BeO
  4. (d) BaO < SrO < CaO < MgO < BeO

Answer and explanation with the VKC plan

Q20Chemical bonding / Fajans' rules

According to Fajans' rule, which one of the following conditions is necessary to form a covalent bond?

  1. (a) Large cation and large anion
  2. (b) Small cation and small anion
  3. (c) Small cation and large anion
  4. (d) Large cation and small anion

Answer and explanation with the VKC plan

Q21Solid state / crystal defects

Consider the following statements regarding defects in crystals :

  1. Schottky defect occurs in highly ionic compounds where positive and negative ions are of similar size with high coordination number.
  2. Frenkel defect is found in ionic crystal having low coordination number and large difference in size between the positive and negative ions.

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

Q22Chemical bonding / MO theory

Which one of the following represents the correct bond order among the given nitrogen species?

  1. (a) N₂⁻ < N₂²⁻ < N₂
  2. (b) N₂⁻ < N₂ < N₂²⁻
  3. (c) N₂²⁻ < N₂⁻ < N₂
  4. (d) N₂ < N₂²⁻ < N₂⁻

Answer and explanation with the VKC plan

Q23Chemical bonding / MO theory

Which one of the following is the correct electronic configuration of O₂²⁻?

  1. (a) 1σ_g² 1σ_u² 2σ_g² 1π_u⁴ 1π_g⁴
  2. (b) 1σ_g² 1σ_u² 1π_u⁴ 2σ_g² 1π_g⁴
  3. (c) 1σ_g² 1σ_u² 1π_u⁴ 1π_g⁴ 2σ_g²
  4. (d) 1σ_u² 1σ_g² 2σ_g² 1π_u⁴ 1π_g⁴

Answer and explanation with the VKC plan

Q24Chemical bonding / resonance and formal charge

Which one of the following is not a resonance structure of thiocyanate (SCN⁻)?

UPSC Combined Geo-Scientist Prelims 2022 Paper II (Chemistry), Q24: answer options as printed
  1. (a) :S̈=C=N̈:⁻ (S=C double, C=N double, formal charge −1 on N)
  2. (b) :S̈:⁻—C≡N: (S–C single, C≡N triple, formal charge −1 on S)
  3. (c) :S⁺≡C—N̈:²⁻ (S≡C triple, C–N single, +1 on S and −2 on N)
  4. (d) S²⁻—C=N̈:⁻ (S–C single, C=N double, −2 on S and −1 on N)

Answer and explanation with the VKC plan

Q25Coordination chemistry / VBT

Which one of the following is an inner orbital complex that also shows diamagnetism?

  1. (a) [Cr(NH₃)₆]²⁺
  2. (b) [Zn(NH₃)₆]²⁺
  3. (c) [Ni(NH₃)₆]²⁺
  4. (d) [Co(NH₃)₆]³⁺

Answer and explanation with the VKC plan

Q27Coordination chemistry / IUPAC nomenclature

Which one of the following is the correct IUPAC name of K₃[Fe(CN)₅NO]?

  1. (a) Tripotassium pentacyanonitrosylferrate(III)
  2. (b) Potassium pentacyanonitrosyliron(II)
  3. (c) Potassium pentacyanonitrosylferrate(II)
  4. (d) Tripotassium pentacyanonitrosyliron(III)

Answer and explanation with the VKC plan

Q29Coordination chemistry / isomerism

Which of the following types of isomerism are exhibited by [Co(NH₃)₄(NO₂)₂]Cl?

  1. (a) Linkage isomerism, geometrical isomerism and optical isomerism
  2. (b) Linkage isomerism, ionization isomerism and geometrical isomerism
  3. (c) Ionization isomerism, geometrical isomerism and optical isomerism
  4. (d) Linkage isomerism, ionization isomerism and optical isomerism

Answer and explanation with the VKC plan

Q30Ionic equilibrium / ionic product of water

The molar equilibrium constant of pure water (K_w) at 25 °C is

  1. (a) 1·0 × 10⁻⁷
  2. (b) 1·0
  3. (c) 1·0 × 10⁻¹⁴
  4. (d) 1·0 × 10⁷

Answer and explanation with the VKC plan

Q31p-block / Lewis acidity of boron halides

Which one of the following represents the correct order of acidic strength among BBr₃, BCl₃, BF₃ and BI₃?

  1. (a) BI₃ < BBr₃ < BCl₃ < BF₃
  2. (b) BF₃ < BCl₃ < BBr₃ < BI₃
  3. (c) BF₃ < BBr₃ < BCl₃ < BI₃
  4. (d) BF₃ < BCl₃ < BI₃ < BBr₃

Answer and explanation with the VKC plan

Q32Electrochemistry / conductance

What is the degree of dissociation of a 0·01 M aqueous solution of acetic acid at 25 °C having a specific conductance 1·63 × 10⁻² S m⁻¹ and molar conductance of acetic acid at infinite dilution 390·7 × 10⁻⁴ S m² mol⁻¹?

  1. (a) 1·82 × 10⁻⁵
  2. (b) 1·82 × 10⁵
  3. (c) 0·0417
  4. (d) 4·17

Answer and explanation with the VKC plan

Q33Periodic properties / ionisation energy

Which of the following factors affect the ionization energy?

  1. Atomic size
  2. Nuclear charge
  3. Type of electrons involved

Select the correct answer using the code given below.

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

Answer and explanation with the VKC plan

Q34Ionic equilibrium / pH

The pOH and pH of a 6 × 10⁻² M solution of NaOH will be (log 6 = 0·77)

  1. (a) 6 and 8 respectively
  2. (b) 8 and 6 respectively
  3. (c) 1·23 and 12·77 respectively
  4. (d) 12·77 and 1·23 respectively

Answer and explanation with the VKC plan

Q36Ionic equilibrium / buffer pH

What will be the pH of a buffer solution, prepared by mixing of 10 mL of 0·1 M acetic acid and 10 mL of 0·01 M sodium acetate? (pK_a of acetic acid = 4·76)

  1. (a) Approximately 2·6
  2. (b) Approximately 3·8
  3. (c) Approximately 4·2
  4. (d) Approximately 5·8

Answer and explanation with the VKC plan

Q37Volumetric analysis / titration

25 mL of H₂SO₄ solution requires 48·75 mL of 0·02 M NaOH for complete titration. What will be the molarity of H₂SO₄?

  1. (a) 0·0201 M
  2. (b) 0·0161 M
  3. (c) 0·0180 M
  4. (d) 0·0195 M

Answer and explanation with the VKC plan

Q38Analytical chemistry / titrimetry

In which one of the following titrimetric analyses, AgNO₃ is used as a primary standard?

  1. (a) Acid-base titration
  2. (b) Complexometric titration
  3. (c) Precipitation titration
  4. (d) Redox titration

Answer and explanation with the VKC plan

Q39Analytical chemistry / primary standards

Which one of the following pairs about titrimetric quantitative estimation is not correctly matched?

  1. (a) Complexometric titration : EDTA/Ca²⁺
  2. (b) Acid-base titration : Na₂CO₃/Na₂B₄O₇
  3. (c) Redox titration : K₂Cr₂O₇/KBrO₃
  4. (d) Precipitation titration : NaNO₃/KNO₂

Answer and explanation with the VKC plan

Q41Gaseous state / kinetic theory

The pressure exerted by 10²⁰ gas particles, each of mass 10⁻²² g in a container of volume 1 dm³ and root mean square speed 10³ m s⁻¹, is

  1. (a) 10 Pa
  2. (b) \(\frac{1}{3}\times 10\) Pa
  3. (c) 10⁴ Pa
  4. (d) \(\frac{1}{3}\times 10^4\) Pa

Answer and explanation with the VKC plan

Q42Gaseous state / absolute temperature

Consider the following statements :

  1. Statement-1 : At the zero of the absolute scale of temperature, the limiting value of pV [denoted by (pV_m)₀] is zero.
  2. Statement-2 : The temperature −273·15 °C is the natural or true zero.

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

  1. (a) Both Statement-1 and Statement-2 are true
  2. (b) Statement-1 is true but Statement-2 is false
  3. (c) Statement-1 is false but Statement-2 is true
  4. (d) Both Statement-1 and Statement-2 are false

Answer and explanation with the VKC plan

Q43Gaseous state / kinetic theory

The translational kinetic energy of an ideal gas is

  1. (a) inversely proportional to the absolute temperature
  2. (b) independent of the absolute temperature
  3. (c) directly proportional to the absolute temperature
  4. (d) directly proportional to square root of the absolute temperature

Answer and explanation with the VKC plan

Q45Gaseous state / Maxwell distribution

Consider the following statements :

  1. Statement-1 : The speed distribution of O₂ molecules at temperature T is the same as that of SO₂ molecules at temperature 2T.
  2. Statement-2 : The distribution of speeds, in general, depends upon the value of M/T.

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 and 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 / mean free path

The mean free path of a gas is

  1. (a) directly proportional to pressure (p) and inversely proportional to temperature (T)
  2. (b) directly proportional to T and inversely proportional to p
  3. (c) directly proportional to √T and inversely proportional to √p
  4. (d) directly proportional to √(pT)

Answer and explanation with the VKC plan

Q47Gaseous state / Graham's law

The ratio of the rate of effusion of a nitrogen (N₂) molecule and a carbon dioxide (CO₂) molecule through a small hole at room temperature and one atmospheric pressure is

  1. (a) \(\sqrt{\frac{11}{7}}\) : 1
  2. (b) \(\sqrt{\frac{7}{11}}\) : 1
  3. (c) \(\frac{11}{7}\) : 1
  4. (d) \(\frac{7}{11}\) : 1

Answer and explanation with the VKC plan

Q48Thermodynamics / adiabatic process

For a reversible adiabatic expansion of an ideal gas, the plot of log p versus log V is a straight line of slope

(where \(\gamma = \frac{C_p}{C_V}\))

  1. (a) +γ
  2. (b) −γ
  3. (c) −1
  4. (d) +1

Answer and explanation with the VKC plan

Q49Thermodynamics / extensive properties

Which one of the following represents a pair of extensive variables?

  1. (a) Dipole moment and vapour pressure
  2. (b) Entropy and enthalpy
  3. (c) Free energy and concentration
  4. (d) Heat capacity and e.m.f. of a dry cell

Answer and explanation with the VKC plan

Q50Thermodynamics / partial derivatives

If the internal energy (U) of a system is dependent on the pressure (p) and volume (V) of the system, then, according to the cyclic rule \(\left(\frac{\partial U}{\partial p}\right)_V\left(\frac{\partial p}{\partial V}\right)_U\left(\frac{\partial V}{\partial U}\right)_p\)

is equal to

  1. (a) zero
  2. (b) +1
  3. (c) −1
  4. (d) ∞

Answer and explanation with the VKC plan

Q51Thermodynamics / state functions

Which of the following are essential criteria of a state function?

  1. The change in the value of a state function depends only on the initial and final states and not on the path taken to go from the initial to the final state.
  2. The cyclic integration involving a state function is zero.
  3. The state function has an exact differential.
  4. Entropy, enthalpy and chemical potential satisfy the requirements of state function.

Select the correct answer using the code given below.

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

Answer and explanation with the VKC plan

Q52Thermodynamics / Joule-Thomson effect

Consider the following statements :

  1. Statement-1 : For hydrogen gas at room temperature, there is heating in the Joule-Thomson expansion.
  2. Statement-2 : For hydrogen gas at room temperature, \(\frac{2a}{RT}\) < b (where a and b are the van der Waals' constants, R = universal gas constant).

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 and 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

Q53Thermodynamics / Joule-Thomson inversion

At the inversion temperature of a gas, the value of \(\left(\frac{\partial (pV)}{\partial p}\right)_T\) is

  1. (a) positive and equal to the magnitude of \(\left(\frac{\partial U}{\partial V}\right)_T\left(\frac{\partial V}{\partial p}\right)_T\)
  2. (b) negative only
  3. (c) positive and is greater than the magnitude of \(\left(\frac{\partial U}{\partial V}\right)_T\left(\frac{\partial V}{\partial p}\right)_T\)
  4. (d) negative and is less than the magnitude of \(\left(\frac{\partial U}{\partial V}\right)_T\left(\frac{\partial V}{\partial p}\right)_T\)

Answer and explanation with the VKC plan

Q54Thermodynamics / free expansion

For the adiabatic irreversible free expansion of an ideal gas

  1. (a) w = 0 only
  2. (b) ΔU = 0 only
  3. (c) ΔU = 0, ΔT = 0, ΔH = 0 only
  4. (d) w = 0, ΔT = 0, ΔU = 0 and ΔH = 0

Answer and explanation with the VKC plan

Q55Thermochemistry / enthalpy of solution

What will be the enthalpy change when one mole of HCl (g) is dissolved in a large amount of water at room temperature for the following change in state?
HCl (g) + aq → H⁺ (aq) + Cl⁻ (aq)
[where Δ_fH° (HCl, g) = −92·3 kJ mol⁻¹; Δ_fH°(Cl⁻, aq) = −167·2 kJ mol⁻¹]

  1. (a) −74·9 kJ mol⁻¹
  2. (b) −259·5 kJ mol⁻¹
  3. (c) +74·9 kJ mol⁻¹
  4. (d) +259·5 kJ mol⁻¹

Answer and explanation with the VKC plan

Q56Thermodynamics / Carnot cycle

Consider the following statements regarding efficiency of a Carnot engine :

  1. The efficiency of the heat engine is dependent on the working substance.
  2. The efficiency of a reversible heat engine is greater than that of an irreversible engine.
  3. With an increase in the difference of the temperature between the source and the sink, the efficiency increases (keeping the temperature of the sink constant).

Which of the statements given above are correct?

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

Answer and explanation with the VKC plan

Q57Thermodynamics / Maxwell relations

Which one of the following Maxwell thermodynamic relations is not correct?

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

Answer and explanation with the VKC plan

Q58Thermodynamics / Clausius inequality

The values of \(\oint \frac{dq_{(rev.)}}{T}\) and \(\oint \frac{dq_{(irrev.)}}{T}\) for a system are respectively (where q = heat absorbed by the system at temperature T)

  1. (a) zero and less than zero
  2. (b) less than zero and zero
  3. (c) greater than zero and zero
  4. (d) zero and greater than zero

Answer and explanation with the VKC plan

Q59Thermodynamics / Gibbs-Helmholtz equation

Which one of the following expressions represents Gibbs-Helmholtz equation?

  1. (a) \(\Delta_r G = \Delta_r H + T\left(\frac{\partial G}{\partial T}\right)_p\)
  2. (b) \(\Delta_r H = \Delta_r G - T\left(\frac{\partial (\Delta_r G)}{\partial T}\right)_p\)
  3. (c) \(\Delta_r A = \Delta_r U + p\left(\frac{\partial (\Delta_r A)}{\partial T}\right)_V\)
  4. (d) \(\Delta_r U = \Delta_r A + T\left(\frac{\partial (\Delta_r A)}{\partial T}\right)_p\)

Answer and explanation with the VKC plan

Q60Thermodynamics / Gibbs-Helmholtz equation

The change in the Gibbs free energy (ΔG) at constant pressure (p) in a certain process is −83·7 kJ at 32 °C and −80·7 kJ at 42 °C. The value of the change in enthalpy of the process at 37 °C is

  1. (a) −148·0 kJ
  2. (b) −82·2 kJ
  3. (c) +175·2 kJ
  4. (d) −175·2 kJ

Answer and explanation with the VKC plan

Q61Chemical equilibrium / van 't Hoff equation

The variation of log₁₀K with 1/T is shown in the following graph in which the straight line is at 45° (where K is the equilibrium constant, R = 8·3 J K⁻¹ mol⁻¹; tan 45° = 1; ln 10 = 2·303) :

UPSC Combined Geo-Scientist Prelims 2022 Paper II (Chemistry), Q61: figure printed with the question

The value of ΔH° is approximately

  1. (a) +19·1 J mol⁻¹
  2. (b) −19·1 J mol⁻¹
  3. (c) +8·3 J mol⁻¹
  4. (d) −8·3 J mol⁻¹

Answer and explanation with the VKC plan

Q62Thermodynamics / spontaneity

Which one of the following is correct for an endothermic reaction A → B that proceeds spontaneously?

  1. (a) ΔS is positive and TΔS > ΔH
  2. (b) ΔH is positive and ΔH > TΔS
  3. (c) ΔS is negative and TΔS > ΔH
  4. (d) ΔH is positive and TΔS = ΔH

Answer and explanation with the VKC plan

Q63Solutions / colligative properties

Which one of the following solutions in water possesses the lowest vapour pressure?

  1. (a) 0·1 M BaCl₂
  2. (b) 0·1 M NaCl
  3. (c) 0·1 M KCl
  4. (d) 0·1 M Urea

Answer and explanation with the VKC plan

Q64Solutions / Raoult's law

The mass of a solute of molar mass 360 g mol⁻¹ that should be dissolved in 180 g of water to reduce its vapour pressure to 23 torr at 25 °C is approximately (the vapour pressure of water at 25 °C = 24 torr)

  1. (a) 120 g
  2. (b) 150 g
  3. (c) 128 g
  4. (d) 114 g

Answer and explanation with the VKC plan

Q65Solutions / Raoult's law

For a binary (A + B) ideal liquid solution, the total vapour pressure of the solution is given as

(where x_A and x_B are the mole fractions of the components A and B)

  1. (a) p_total = p*_A + (p*_A − p*_B) x_A
  2. (b) p_total = p*_B + (p*_A − p*_B) x_A
  3. (c) p_total = p*_A + (p*_B − p*_A) x_A
  4. (d) p_total = p*_B + (p*_B − p*_A) x_B

Answer and explanation with the VKC plan

Q66Solutions / osmotic pressure

A 0·002 M sugar solution in water is separated from pure water by an osmotic membrane. The osmotic pressure developed at 27 °C is (where R = 0·083 dm³ bar K⁻¹ mol⁻¹)

  1. (a) 1·9 kPa
  2. (b) 2·5 kPa
  3. (c) 3·7 kPa
  4. (d) 5·0 kPa

Answer and explanation with the VKC plan

Q67Solutions / depression of freezing point

A 0·1 molal solution of a monobasic acid HX is 10% ionized in water. The freezing point of the resultant solution is (where K_f for water = 1·86 K molal⁻¹)

  1. (a) −0·45 °C
  2. (b) −0·205 °C
  3. (c) +0·45 °C
  4. (d) +0·312 °C

Answer and explanation with the VKC plan

Q68Solutions / Henry's law

The Henry's law constants for the solubilities of O₂ and N₂ gases in water are 880 Pa and 440 Pa respectively at 25 °C. What will be the ratio of the mole fractions of O₂ and N₂ dissolved in water at 25 °C? (The mole fractions of O₂ and N₂ present in the atmosphere are 0·20 and 0·80 respectively)

  1. (a) 0·25
  2. (b) 0·125
  3. (c) 0·20
  4. (d) 0·50

Answer and explanation with the VKC plan

Q69Solutions / solubility of gases

Which of the following statements are not correct with respect to solubility of gases in a liquid solvent?

  1. Gases which are easily liquefied are less stable in common solvents.
  2. Gases forming ions in water are more soluble in water.
  3. Under constant pressure, the solubility of a gas increases with rise in temperature.
  4. The solubility of a gas in a liquid is highly dependent on the pressure of the system.

Select the correct answer using the code given below.

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

Answer and explanation with the VKC plan

Q70Electrochemistry / conductance

Which of the following statements about solutions of electrolytes is/are correct?

  1. Conductivity of solution depends upon the size of the ions.
  2. Conductivity depends upon the viscosity of solution.
  3. Conductivity does not depend upon the solvation of ions present in solution.
  4. Conductivity of solution varies with the temperature.

Select the correct answer using the code given below.

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

Answer and explanation with the VKC plan

Q71Electrochemistry / conductance

The resistance of a 0·10 N solution of an electrolyte occupying a volume between two platinum electrodes of cell constant 39 m⁻¹ is 30 Ω. The specific conductance and equivalent conductance of the solution will be respectively

  1. (a) 0·013 Ω⁻¹ m⁻¹ and 1·3 Ω⁻¹ m² eq⁻¹
  2. (b) 1·3 Ω⁻¹ m⁻¹ and 0·013 Ω⁻¹ m² eq⁻¹
  3. (c) 2·5 Ω⁻¹ m⁻¹ and 0·25 Ω⁻¹ m² eq⁻¹
  4. (d) 1·3 Ω⁻¹ m⁻¹ and 130 Ω⁻¹ m² eq⁻¹

Answer and explanation with the VKC plan

Q72Electrochemistry / Kohlrausch's law

Consider the following statements :

  1. Statement-1 : Near the lower value of the concentration, Λ_m (molar conductivity) of CH₃COOH increases sharply on dilution.
  2. Statement-2 : Λ°_m (limiting molar conductivity) is obtained by using the Kohlrausch law of independent migration of ions.

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

  1. (a) Both Statement-1 and Statement-2 are correct
  2. (b) Statement-1 is correct but Statement-2 is incorrect
  3. (c) Both Statement-1 and Statement-2 are incorrect
  4. (d) Statement-1 is incorrect but Statement-2 is correct

Answer and explanation with the VKC plan

Q73Electrochemistry / ionic mobility

Which one of the following statements is correct with respect to ionic mobilities in solution?

  1. (a) Ionic mobilities in solution have similar magnitudes as the speed of gaseous molecules in gas.
  2. (b) Solvation increases the ionic mobility in a solution.
  3. (c) Sodium ions have low ionic mobility due to extensive hydration of the Na⁺ ions in aqueous solution.
  4. (d) Ionic mobility reduces the degree of dissolution of strong electrolytes in solution.

Answer and explanation with the VKC plan

Q74Electrochemistry / conductance and dilution

Consider the following statements :

  1. Molar conductivity increases with dilution.
  2. Conductivity decreases with decrease in concentration.
  3. For strong electrolyte, the molar conductivity increases very sharply with decrease in concentration.

Which of the statements given above is/are correct?

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

Answer and explanation with the VKC plan

Q75Electrochemistry / Debye-Hückel theory

Which one of the following statements is not correct in relation to the Debye-Hückel theory of electrolytic solutions?

  1. (a) The Debye-Hückel theory assumes the ions in a solution to be in constant motion.
  2. (b) The Debye-Hückel limiting law is applicable for concentrated solutions only.
  3. (c) The ionic strength of a solution does not depend on the dielectric constant of the solvent.
  4. (d) The Debye-Hückel limiting law plots for NaCl and KCl should be identical.

Answer and explanation with the VKC plan

Q76Electrochemistry / degree of dissociation

In a conductivity cell of cell constant 0·003 cm⁻¹ containing a 0·01 M solution of acetic acid, the resistance against ionic mobility is 20 Ω at 25 °C. The degree of dissociation of the acid is (where the molar conductance at infinite dilution = 390 × 10⁻⁴ Ω⁻¹ m² mol⁻¹ at 25 °C)

  1. (a) 0·015
  2. (b) 0·027
  3. (c) 0·038
  4. (d) 0·047

Answer and explanation with the VKC plan

Q77Electrochemistry / solubility from conductance

The specific conductance of a saturated solution of the sparingly soluble salt AgCl in water at 25 °C, after subtracting the specific conductance of pure water, is 1·82 × 10⁻⁴ Ω⁻¹ m⁻¹. What will be the approximate value of solubility of AgCl at this temperature, given that the molar conductance of AgCl at infinite dilution is 1·38 × 10⁻² Ω⁻¹ m² mol⁻¹?

  1. (a) 1·32 × 10⁻² mol m⁻³
  2. (b) 1·43 × 10⁻⁵ mol m⁻³
  3. (c) 2·52 × 10⁻⁶ Ω⁻² m mol
  4. (d) 2·52 × 10⁻¹⁰ Ω⁻² m mol

Answer and explanation with the VKC plan

Q78Electrochemistry / conductometric titrations

Which of the following statements regarding conductometric titrations involving acids and bases is/are not correct? [In each case, the base (alkali) is added to the acid contained in the conductivity cell as the titration progresses]

  1. The electrical conductance depends only on the mobility, but not on the number of ions.
  2. The titration of a strong acid against a strong base yields a V-shaped plot.
  3. Titrations of a strong acid against a weak base and a weak acid against a strong base yield identical-shaped plots.
  4. In a titration involving a mixture of a strong acid and a weak acid against a strong base, the strong acid is neutralized first.

Select the correct answer using the code given below.

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

Answer and explanation with the VKC plan

Q79Electrochemistry / conductometric titrations

Consider the following conductometric titration curve of HCl with NaOH :

UPSC Combined Geo-Scientist Prelims 2022 Paper II (Chemistry), Q79: figure printed with the question

Which one of the following statements is not correct in respect of the given conductometric titration curve?

  1. (a) At point B, the solution contains a mixture of HCl and NaCl salt.
  2. (b) At point C, the solution contains a mixture of NaOH and NaCl salt.
  3. (c) At point E, the solution contains a mixture of HCl and NaCl salt.
  4. (d) At point A, the solution contains HCl only.

Answer and explanation with the VKC plan

Q80Electrochemistry / transport number

What will be the transport number of H⁺ ions in an aqueous solution of 0·050 M HCl using the moving boundary method, with CdCl₂ as the indicator electrode? Here, the boundary moves by 7·5 cm in a tube of cross-sectional area of 2·5 cm², upon flowing of 1·1 × 10⁻³ faraday of electricity in the circuit.

  1. (a) 0·85
  2. (b) 0·17
  3. (c) 0·085
  4. (d) 0·72

Answer and explanation with the VKC plan

Q81Aromaticity / cyclooctatetraene

Which one of the following statements is not true about the molecules I and II?

UPSC Combined Geo-Scientist Prelims 2022 Paper II (Chemistry), Q81: figure printed with the question
  1. (a) The structures of I and II are simply two resonance forms of the same molecule.
  2. (b) The structures of I and II represent different molecules.
  3. (c) I and II are non-aromatic in nature.
  4. (d) The dianions of I and II are aromatic in nature.

Answer and explanation with the VKC plan

Q82Hydrocarbons / stability of dienes

Rank the following dienes in order of increasing heat of hydrogenation :

UPSC Combined Geo-Scientist Prelims 2022 Paper II (Chemistry), Q82: figure printed with the question
  1. (a) I < III < IV < II
  2. (b) IV < II < I < III
  3. (c) III < I < IV < II
  4. (d) I < III < II < IV

Answer and explanation with the VKC plan

Q84Reaction intermediates / free radical stability

Which of the indicated C—H bonds in each of the following pairs of compounds would yield a more stable free radical upon homolytic cleavage?

UPSC Combined Geo-Scientist Prelims 2022 Paper II (Chemistry), Q84: 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

Q85Named processes / cumene process

The mechanism of reactions at Stage I, Stage II and Stage III in the following reaction sequence is

UPSC Combined Geo-Scientist Prelims 2022 Paper II (Chemistry), Q85: figure printed with the question
  1. (a) Stage I : Radical, Stage II : Radical, Stage III : Polar
  2. (b) Stage I : Polar, Stage II : Radical, Stage III : Polar
  3. (c) Stage I : Polar, Stage II : Polar, Stage III : Radical
  4. (d) Stage I : Radical, Stage II : Polar, Stage III : Polar

Answer and explanation with the VKC plan

Q86Stereochemistry / chirality

Which one of the following molecules is chiral?

UPSC Combined Geo-Scientist Prelims 2022 Paper II (Chemistry), Q86: answer options as printed
  1. (a) trans-1-bromo-3-methylcyclobutane (Br wedge, CH₃ hashed on opposite ring corners)
  2. (b) 1-bromo-1-methylcyclobutane (Br wedge, CH₃ hashed on the same carbon)
  3. (c) cis-1-bromo-3-methylcyclobutane (Br and CH₃ both wedged on opposite ring corners)
  4. (d) cis-1-bromo-2-methylcyclobutane (Br and CH₃ both wedged on adjacent carbons)

Answer and explanation with the VKC plan

Q87Stereochemistry / meso compounds

Which one of the following is not a meso compound?

UPSC Combined Geo-Scientist Prelims 2022 Paper II (Chemistry), Q87: answer options as printed
  1. (a) Hexane-3,4-diol drawn with both OH hashed and both H wedged (mirror-symmetric drawing)
  2. (b) 2,5-Dibromohexane drawn in zig-zag with one Br wedged and the other hashed
  3. (c) 1,2-Dichloro-1,2-diphenylethane drawn with both Cl hashed (Ph up on C1, Ph down on C2)
  4. (d) cis-1,3-Dichlorocyclohexane (both Cl wedged)

Answer and explanation with the VKC plan

Q89Stereochemistry / geometrical isomerism

Which one of the following compounds shows geometrical isomerism?

  1. (a) Cyclooctene
  2. (b) Isoprene
  3. (c) 2,3-Dimethylpent-2-ene
  4. (d) 4-Methyl-1,3-pentadiene

Answer and explanation with the VKC plan

Q90Conformations / torsional strain

The eclipsed conformation of CH₃CH₂Cl is 15 kJ/mol and is less stable than the staggered conformation. How much is H, Cl eclipsing interaction worth in destabilization? (where H, H eclipsing interaction worth = 4 kJ/mol)

  1. (a) 8 kJ/mol
  2. (b) 11 kJ/mol
  3. (c) 7 kJ/mol
  4. (d) 12 kJ/mol

Answer and explanation with the VKC plan

Q91Alcohols / carbocation rearrangement

The major product formed in the following reaction is

UPSC Combined Geo-Scientist Prelims 2022 Paper II (Chemistry), Q91: figure printed with the question
UPSC Combined Geo-Scientist Prelims 2022 Paper II (Chemistry), Q91: answer options as printed
  1. (a) 1-chloro-1-ethyl-2-methylcyclohexane
  2. (b) 1-chloro-2-ethyl-1-methylcyclohexane
  3. (c) 1-(1-chloroethyl)-2-methylcyclohexane
  4. (d) 1-chloro-1,2-dimethylcycloheptane

Answer and explanation with the VKC plan

Q92Reaction mechanism / neighbouring group participation

Which of the following substrates will be more reactive in solvolysis conditions using formic acid in Pair X and Pair Y respectively?

UPSC Combined Geo-Scientist Prelims 2022 Paper II (Chemistry), Q92: figure printed with the question
  1. (a) I and III
  2. (b) I and IV
  3. (c) II and III
  4. (d) II and IV

Answer and explanation with the VKC plan

Q93Reaction mechanism / SN1 and aromaticity

The relative order of reactivity of the following bromides in SN1 reaction is

UPSC Combined Geo-Scientist Prelims 2022 Paper II (Chemistry), Q93: figure printed with the question
  1. (a) 3 > 2 > 1
  2. (b) 2 > 3 > 1
  3. (c) 3 > 1 > 2
  4. (d) 2 > 1 > 3

Answer and explanation with the VKC plan

Q94Reaction mechanism / SN2

Which one of the following compounds would react most readily by SN2 mechanism?

UPSC Combined Geo-Scientist Prelims 2022 Paper II (Chemistry), Q94: answer options as printed
  1. (a) Bromobenzene
  2. (b) Vinyl bromide (CH₂=CH–Br)
  3. (c) 1-Bromobicyclo[2.2.1]heptane (bridgehead bromide)
  4. (d) None of the above

Answer and explanation with the VKC plan

Q95Reaction mechanism / substituent effects in SN1

Rank the following alkyl bromides from most reactive to least reactive in a solvolysis reaction using aqueous acetone :

UPSC Combined Geo-Scientist Prelims 2022 Paper II (Chemistry), Q95: figure printed with the question
  1. (a) II > IV > I > III
  2. (b) I > II > IV > III
  3. (c) III > IV > II > I
  4. (d) III > IV > I > II

Answer and explanation with the VKC plan

Q96Elimination / stereospecific E2

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

UPSC Combined Geo-Scientist Prelims 2022 Paper II (Chemistry), Q96: figure printed with the question
UPSC Combined Geo-Scientist Prelims 2022 Paper II (Chemistry), Q96: answer options as printed
  1. (a) [X] = (Z)-1,2-diphenylpropene (Ph groups cis); [Y] = (E)-1,2-diphenylpropene (Ph groups trans)
  2. (b) [X] = (E)-1,2-diphenylpropene (Ph groups trans); [Y] = (Z)-1,2-diphenylpropene (Ph groups cis)
  3. (c) [X] = [Y] = (E)-1,2-diphenylpropene (Ph groups trans)
  4. (d) [X] = [Y] = (Z)-1,2-diphenylpropene (Ph groups cis)

Answer and explanation with the VKC plan

Q97Elimination / E2 in cyclohexanes

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

UPSC Combined Geo-Scientist Prelims 2022 Paper II (Chemistry), Q97: figure printed with the question
UPSC Combined Geo-Scientist Prelims 2022 Paper II (Chemistry), Q97: answer options as printed
  1. (a) [X] is 1-methyl-6-isopropylcyclohexene (double bond at the Me-bearing carbon) and is called Hofmann product
  2. (b) [X] is 3-methyl-4-isopropylcyclohexene (double bond away from the Me-bearing carbon) and is called Hofmann product
  3. (c) [X] is 3-methyl-4-isopropylcyclohexene (double bond away from the Me-bearing carbon) and is called Zaitsev product
  4. (d) [X] is 1-methyl-6-isopropylcyclohexene (double bond at the Me-bearing carbon) and is called Zaitsev product

Answer and explanation with the VKC plan

Q98Elimination / E1 kinetics

Which of the following statements are true about the kinetics of E1 reaction of an alkyl halide in presence of base?

  1. The rate of E1 reaction doubles by doubling the concentration of the alkyl halide.
  2. The rate of E1 reaction doubles by doubling the concentration of the base.
  3. The rate of E1 reaction decreases by changing the alkyl halide from (CH₃)₃CBr to CH₃CH₂CH₂Br.
  4. The rate of E1 reaction increases by changing the solvent from DMSO to CH₃OH.

Select the correct answer using the code given below.

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

Answer and explanation with the VKC plan

Q99Stereochemistry / anti debromination

The IUPAC names of the substrate [X] and the product [Y] formed in the following reaction are

UPSC Combined Geo-Scientist Prelims 2022 Paper II (Chemistry), Q99: figure printed with the question
  1. (a) [X] is (2R, 3S)-2,3-dibromopentane and [Y] is (E)-pent-2-ene
  2. (b) [X] is (2R, 3S)-2,3-dibromopentane and [Y] is (Z)-pent-2-ene
  3. (c) [X] is (2S, 3S)-2,3-dibromopentane and [Y] is (E)-pent-2-ene
  4. (d) [X] is (2R, 3R)-2,3-dibromopentane and [Y] is (Z)-pent-2-ene

Answer and explanation with the VKC plan

Q100Carbonyl chemistry / E1cB ring opening

The major product formed in the following reaction sequence is

UPSC Combined Geo-Scientist Prelims 2022 Paper II (Chemistry), Q100: figure printed with the question
UPSC Combined Geo-Scientist Prelims 2022 Paper II (Chemistry), Q100: answer options as printed
  1. (a) (2E,4E)-6-methoxy-6-oxohexa-2,4-dienoic acid (both C=C trans)
  2. (b) (2E,4Z)-6-methoxy-6-oxohexa-2,4-dienoic acid (C=C next to COOH trans, next to CO₂Me cis)
  3. (c) (2Z,4E)-6-methoxy-6-oxohexa-2,4-dienoic acid (C=C next to COOH cis, next to CO₂Me trans)
  4. (d) (2Z,4Z)-6-methoxy-6-oxohexa-2,4-dienoic acid (both C=C cis)

Answer and explanation with the VKC plan

Q101Alkenes / halohydrin and dehydration

The major product formed in the following reaction sequence is

UPSC Combined Geo-Scientist Prelims 2022 Paper II (Chemistry), Q101: figure printed with the question
UPSC Combined Geo-Scientist Prelims 2022 Paper II (Chemistry), Q101: answer options as printed
  1. (a) Bicyclic allylic bromide with Br on the quaternary C2 and C=C at C3–C4
  2. (b) 3-Bromo-α-pinene (Br on C3 of the endocyclic C2=C3 double bond, Me on C2)
  3. (c) 3-Bromo-β-pinene (Br on C3, exocyclic C=CH₂ at C2)
  4. (d) Bromo-alkene with Br on C3 of a C3=C4 double bond, Me on sp³ C2

Answer and explanation with the VKC plan

Q102Carbonyl chemistry / intramolecular Michael addition

The precursor [X] in the following reaction is

UPSC Combined Geo-Scientist Prelims 2022 Paper II (Chemistry), Q102: figure printed with the question
UPSC Combined Geo-Scientist Prelims 2022 Paper II (Chemistry), Q102: answer options as printed
  1. (a) Methyl 3-oxo-4-(3-oxocyclohex-1-en-1-yl)butanoate (side chain on the β-carbon of the enone)
  2. (b) Methyl 3-oxo-4-(4-oxocyclohex-2-en-1-yl)butanoate (side chain on the γ-carbon of the enone)
  3. (c) Methyl 3-oxo-4-(5-oxocyclohex-3-en-1-yl)butanoate (side chain meta to C=O)
  4. (d) Methyl 3-oxo-4-(5-oxocyclohex-1-en-1-yl)butanoate (ring C=C not conjugated with the C=O)

Answer and explanation with the VKC plan

Q103Alkenes / alkoxymercuration

The major products formed in the following reaction sequence are

UPSC Combined Geo-Scientist Prelims 2022 Paper II (Chemistry), Q103: figure printed with the question
UPSC Combined Geo-Scientist Prelims 2022 Paper II (Chemistry), Q103: answer options as printed
  1. (a) cis-1-methoxy-2-methylcyclopentane + cis-1-methoxy-3-methylcyclopentane (OMe on the same face as Me)
  2. (b) trans-1-methoxy-2-methylcyclopentane + trans-1-methoxy-3-methylcyclopentane
  3. (c) cis-1-methoxy-2-methylcyclopentane + trans-1-methoxy-3-methylcyclopentane
  4. (d) trans-1-methoxy-2-methylcyclopentane + cis-1-methoxy-3-methylcyclopentane

Answer and explanation with the VKC plan

Q104Alkenes / intramolecular oxymercuration

The major product formed in the following reaction sequence is

UPSC Combined Geo-Scientist Prelims 2022 Paper II (Chemistry), Q104: figure printed with the question
UPSC Combined Geo-Scientist Prelims 2022 Paper II (Chemistry), Q104: answer options as printed
  1. (a) 2,2-Dimethyltetrahydropyran (2,2-dimethyloxane)
  2. (b) 2-Methyloxepane
  3. (c) 5-Methylhexane-1,5-diol (tertiary OH)
  4. (d) 2-Methylhexane-1,6-diol (primary OH at the branch)

Answer and explanation with the VKC plan

Q105Carbonyl chemistry / Michael acceptors

Which one of the following compounds does not serve as Michael acceptor?

UPSC Combined Geo-Scientist Prelims 2022 Paper II (Chemistry), Q105: answer options as printed
  1. (a) Methyl 3-methylbut-2-enoate
  2. (b) Prop-1-enyl acetate (CH₃COO–CH=CH–CH₃)
  3. (c) Dimethyl fumarate
  4. (d) 2-Methylenecyclohexanone

Answer and explanation with the VKC plan

Q106Pericyclic / Diels-Alder and dihydroxylation

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

UPSC Combined Geo-Scientist Prelims 2022 Paper II (Chemistry), Q106: figure printed with the question
UPSC Combined Geo-Scientist Prelims 2022 Paper II (Chemistry), Q106: answer options as printed
  1. (a) Norbornane-diol with endo diol and exo ester
  2. (b) Norbornane-diol with exo diol and exo ester
  3. (c) Norbornane-diol with endo diol and endo ester
  4. (d) Norbornane-diol with exo diol and endo ester

Answer and explanation with the VKC plan

Q107Structure determination / oxidative cleavage

An unknown compound with molecular formula C₁₀H₁₄ decolorizes bromine in carbon tetrachloride. When treated with warm, concentrated potassium permanganate, this compound gives cis-cyclohexane-1,2-dicarboxylic acid and oxalic acid. The structure for the unknown compound is

UPSC Combined Geo-Scientist Prelims 2022 Paper II (Chemistry), Q107: answer options as printed
  1. (a) trans-fused hexahydronaphthalene with one C=C in each ring
  2. (b) trans-fused 4a,5,6,7,8,8a-hexahydronaphthalene (conjugated diene in one ring)
  3. (c) cis-fused 4a,5,6,7,8,8a-hexahydronaphthalene (conjugated diene in one ring)
  4. (d) cis-fused hexahydronaphthalene with one C=C in each ring

Answer and explanation with the VKC plan

Q108Alkenes / stereochemistry of bromohydrin formation

The major product formed in the following reaction is

UPSC Combined Geo-Scientist Prelims 2022 Paper II (Chemistry), Q108: figure printed with the question
UPSC Combined Geo-Scientist Prelims 2022 Paper II (Chemistry), Q108: answer options as printed
  1. (a) Bromohydrin with Br β (wedge) at C2 and OH α (hash) at C3
  2. (b) Bromohydrin with Br α (hash) at C2 and OH β (wedge) at C3
  3. (c) Bromohydrin with OH α (hash) at C2 and Br β (wedge) at C3
  4. (d) Bromohydrin with OH β (wedge) at C2 and Br α (hash) at C3

Answer and explanation with the VKC plan

Q109Reaction intermediates / arenium and Meisenheimer complexes

Which is the most stable intermediate in the following Pair X and Pair Y respectively?

UPSC Combined Geo-Scientist Prelims 2022 Paper II (Chemistry), Q109: figure printed with the question
  1. (a) I and III
  2. (b) I and IV
  3. (c) II and III
  4. (d) II and IV

Answer and explanation with the VKC plan

Q110Aromatic substitution / benzyne

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

UPSC Combined Geo-Scientist Prelims 2022 Paper II (Chemistry), Q110: figure printed with the question
UPSC Combined Geo-Scientist Prelims 2022 Paper II (Chemistry), Q110: answer options as printed
  1. (a) [X] = [Y] = N,N-diethyl-3-[2-(methylamino)ethyl]aniline
  2. (b) [X] = [Y] = N,N-diethyl-2-[2-(methylamino)ethyl]aniline
  3. (c) [X] = [Y] = 1,2,3,4-tetrahydroisoquinoline
  4. (d) [X] = [Y] = 1-methylindoline

Answer and explanation with the VKC plan

Q111Aromatic substitution / SNAr

The major product formed in the following reaction is

UPSC Combined Geo-Scientist Prelims 2022 Paper II (Chemistry), Q111: figure printed with the question
UPSC Combined Geo-Scientist Prelims 2022 Paper II (Chemistry), Q111: answer options as printed
  1. (a) 2-Amino-5-chlorobenzonitrile
  2. (b) 5-Amino-2-fluorobenzonitrile
  3. (c) 5-Chloro-2-fluoroaniline
  4. (d) 5-Chloro-2-fluorobenzamidine

Answer and explanation with the VKC plan

Q112Aromatic substitution / steric effects

Arrange the following alkyl benzenes in decreasing order of percentage of ortho/para ratio of products formed in nitration reaction :

  1. I. Toluene
  2. II. Cumene
  3. III. tert-Butylbenzene
  4. IV. Ethylbenzene
  1. (a) II > III > I > IV
  2. (b) I > IV > II > III
  3. (c) III > II > IV > I
  4. (d) IV > II > III > I

Answer and explanation with the VKC plan

Q113Aromatic substitution / Friedel-Crafts alkylation

Which one of the following substrates does not participate in Friedel-Crafts alkylation of benzene using AlCl₃ as Lewis acid catalyst?

UPSC Combined Geo-Scientist Prelims 2022 Paper II (Chemistry), Q113: answer options as printed
  1. (a) 1-Bromocyclohexene
  2. (b) Benzyl bromide
  3. (c) Bromocyclohexane
  4. (d) 1-(Bromomethyl)cyclohexene

Answer and explanation with the VKC plan

Q114Aromatic substitution / SNAr

Which one of the following statements is not true about the reactivity towards aromatic nucleophilic substitution reaction?

  1. (a) 2-Chloropyridine is more reactive than chlorobenzene.
  2. (b) Iodobenzene is more reactive than fluorobenzene.
  3. (c) 2-Chloronitrobenzene is more reactive than 3-Chloronitrobenzene.
  4. (d) 2-Chloropyridine is more reactive than 3-Chloropyridine.

Answer and explanation with the VKC plan

Q115Synthesis / aromatic substitution sequence

Which one of the following is the correct sequence of events for the preparation of ethyl 2,4-dinitrophenyl ether?

UPSC Combined Geo-Scientist Prelims 2022 Paper II (Chemistry), Q115: answer options as printed
  1. (a) Benzene → HNO₃/H₂SO₄ → Br₂/FeBr₃ → NaOEt
  2. (b) Benzene → Cl₂/FeCl₃ → HNO₃/H₂SO₄ → NaOEt
  3. (c) Benzene → Cl₂/FeCl₃ → NaOEt → HNO₃/H₂SO₄
  4. (d) Benzene → aq. NaOH → CH₃CH₂Br → HNO₃/H₂SO₄

Answer and explanation with the VKC plan

Q117Carbocation rearrangement / pinacol and ring expansion

The major product formed in the following reaction sequence is

UPSC Combined Geo-Scientist Prelims 2022 Paper II (Chemistry), Q117: figure printed with the question
UPSC Combined Geo-Scientist Prelims 2022 Paper II (Chemistry), Q117: answer options as printed
  1. (a) Bicyclo[3.3.0]oct-1(5)-ene (C=C at the ring fusion)
  2. (b) Bicyclo[3.3.0]oct-1-ene (C=C from ring fusion into one ring)
  3. (c) Spiro[3.4]oct-5-ene (C=C next to the spiro carbon)
  4. (d) Spiro[3.4]oct-6-ene

Answer and explanation with the VKC plan

Q118Carbocation rearrangement / semipinacol

The intermediate which is less likely to be formed in the mechanism of the following reaction is

UPSC Combined Geo-Scientist Prelims 2022 Paper II (Chemistry), Q118: figure printed with the question
UPSC Combined Geo-Scientist Prelims 2022 Paper II (Chemistry), Q118: answer options as printed
  1. (a) Secondary cation at C3 (CH₂OH retained)
  2. (b) Tertiary cation at C2 (CH₂OH retained)
  3. (c) Protonated aldehyde (cation on the CH–OH carbon, C1)
  4. (d) Primary cation at C1 (H₂C⁺) with the C3–OH retained

Answer and explanation with the VKC plan

Q119Reaction mechanism / neighbouring group participation

The product formed due to neighbouring group participation in the following reaction is

UPSC Combined Geo-Scientist Prelims 2022 Paper II (Chemistry), Q119: figure printed with the question
UPSC Combined Geo-Scientist Prelims 2022 Paper II (Chemistry), Q119: answer options as printed
  1. (a) trans-Methyl 3-chlorocyclohexanecarboxylate (Cl hashed, CO₂CH₃ wedge)
  2. (b) cis-Methyl 3-chlorocyclohexanecarboxylate (Cl and CO₂CH₃ both wedge)
  3. (c) trans-3-Chlorocyclohexanecarbonyl chloride
  4. (d) cis-3-Chlorocyclohexanecarbonyl chloride

Answer and explanation with the VKC plan

Q120Reaction mechanism / neighbouring group participation by halogen

The major product formed in the following reaction is

UPSC Combined Geo-Scientist Prelims 2022 Paper II (Chemistry), Q120: figure printed with the question
UPSC Combined Geo-Scientist Prelims 2022 Paper II (Chemistry), Q120: answer options as printed
  1. (a) ⁸²BrCH₂–CH(Br)–CH₂OH
  2. (b) HOCH₂–CH(⁸²Br)–CH₂Br
  3. (c) ⁸²BrCH₂–CH(OH)–CH₂Br
  4. (d) ⁸²BrCH₂–CH(Br)–CH(OH)CH₃

Answer and explanation with the VKC plan

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