JEE Advanced 2013 · Paper 2 · Chemistry Q37 · Dronacharya Exams

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ChemistryList match+3 / -1Question 37 of 60

Match the chemical conversions in List I with the appropriate reagents in List II and select the correct answer using the code given below the lists:

List I

P
Q
R
S

List II

1
(i) $\ce{Hg(OAc)2}$ ; (ii) $\ce{NaBH4}$
2
NaOEt
3
Et-Br
4
(i) $\ce{BH3}$ ; (ii) $\ce{H2O2/NaOH}$

A

P → 2; Q → 3; R → 1; S → 4

B

P → 3; Q → 2; R → 1; S → 4

C

P → 2; Q → 3; R → 4; S → 1

D

P → 3; Q → 2; R → 4; S → 1

Answer and worked solution

Official answer: A

P: tert-butyl chloride → isobutene: E2 with NaOEt. → 2
Q: tert-butoxide → tert-butyl ethyl ether: Williamson synthesis with EtBr. → 3
R: Markovnikov hydration without rearrangement: oxymercuration-demercuration. → 1
S: anti-Markovnikov, syn addition (trans-2-methylcyclopentanol): hydroboration-oxidation. → 4

Code 2 3 1 4.

(A)

Topics:Alkenes Elimination reactions Ethers

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