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Chapter 9: Q23P (page 418)

What is the major elimination product obtained from an E2 reaction of each of the following alkyl halides with the hydroxide ion?

Short Answer

Expert verified

a)CH3CH=CHCH3

b)

c)

d)CH2=CHCH2CH3

e)

f)

Step by step solution

01

How SN1 reaction proceed

1. It is a two step reaction.

2. In this carbocation is formed.

3. In this negative ion will attack from the side where there is less number of bulkier groups.

4. As the carbocation intermediate is formed so the stability order 3° carbocation>2° carbocation>1° carbocation.

02

Final answer

a) Here OH will attach on the place of chlorine but then OH and H from adjacent carbon will release and form double bond.

b) Here OH will attach on the place of chlorine but then OH and H from adjacent carbon will release and form double bond.

c) Here OH will attach on the place of chlorine but then OH and H from adjacent carbon will release and form double bond.

d) Here OH will attach on the place of flourine but then OH and H from adjacent carbon will release and form double bond.

e) Here OH will attach on the place of bromine but then OH and H from adjacent carbon will release and form double bond.

f) Here OH will attach on the place of fluorine but then OH and H from adjacent carbon will release and form double bond.

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Most popular questions from this chapter

Alkylbenzyldimethyl ammonium chloride is a leave-on skin antiseptic used to treat such things as cuts and cold sores. It is also the antiseptic in many hand sanitizers. It is actually a mixture of compounds that differ in the number of carbons (any even number between 8 and 18) in the alkyl group. Show three different sets of reagents (each set composed of an alkyl chloride and an amine) that can be used to synthesize the alkylbenzyldimethyl ammonium chloride shown here.

Starting with an alkyl halide, how could the following compounds be prepared?

a. 2-methoxybutane

b. 1-methoxybutane

c. butyl methylamine

cis-1-Bromo-4-tert-butylcyclohexane and trans-1-bromo-4-tert-butylcyclohexane both react with sodium ethoxide in ethanol to form 4-tert-butylcyclohexene. Explain why the cis isomer reacts much more rapidly than the trans isomer.

Propose a mechanism for the following reaction:

Which species in each pair is more stable?
See all solutions

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