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Chapter 9: Q22P (page 415)

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

Short Answer

Expert verified

a)

b)

c)

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掳 carbocation>2掳 carbocation>1掳 carbocation

02

Final answer

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

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

c) Here OH will attach on the place of Bromine but due to methyl shift OH will go to adjacent carbon then OH and H from adjacent carbon will release and form double bond.

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Most popular questions from this chapter

Chlordane, like DDT, is an organohalide that was used as an insecticide for crops such as corn and citrus and for lawns. In 1983, it was banned for all uses except against termites, and in 1988 it was banned for use against termites as well. Chlordane can be synthesized from two reactants in one step. One of the reactants is hexachlorocyclopentadiene. What is the other reactant? (Hint : See Section 8.1

Which member of each pair is a better nucleophile in methanol?

a. H2O or HO-

b. NH3 or H2O

c. H2O or H2S

d. HO- or HS-

e. I- or Br-

f. Cl-or Br-

Which of the following reactions take place more rapidly when the concentration of the nucleophile is increased?

Rank the following alkyl halides from most reactive to least reactive in an SN1 reaction:

2-bromo-2-methylpentane, 2-chloro-2-methylpentane, 3-chloropentane, and 2-iodo-2-methylpentane.

What product is obtained when the following compound undergoes two successive elimination reactions?
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