Q6(a). Reactivity of four alkenes towards electrophilic addition
Arrange the following alkenes in increasing order of reactivity toward electrophilic addition reactions. Also give justification for the answer. CH₃CH=CH₂, CCl₃CH=CH₂, ClCH₂CH=CH₂, Cl₂CHCH=CH₂
Answer in brief
CCl₃CH=CH₂ < Cl₂CHCH=CH₂ < ClCH₂CH=CH₂ < CH₃CH=CH₂ (most reactive).
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Coverselectrophilic additionalkene reactivityinductive effectcarbocation stability
All parts of Question 6
- 6(a) Reactivity of four alkenes towards electrophilic addition4 marks
- 6(b) Quaternisation, then Sommelet–Hauser rearrangement4 marks
- 6(c) Woodward–Fieser rules: three dienones4 marks
- 6(d) Carbonyl stretching bands of three lactones4 marks
- 6(e) Epoxidation of cholesterol with a peroxy acid4 marks
- 6(f) Norrish Type II reaction of two aryl alkyl ketones6 marks
- 6(g) Three isomeric esters C₄H₈O₂ from ¹H NMR6 marks
- 6(h) McLafferty rearrangement in a ketone, an acid and an ester6 marks
- 6(i) Stretching frequencies of six single bonds2 marks