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Chapter 9: Q24P (page 419)

Which alkyl halide in each pair is more reactive in an E2 reaction with hydroxide ion?

Short Answer

Expert verified

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

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) In this secondary carbocation will form.

b) As bromine has greater size so it is better leaving group.

c) In this tertiary carbocation will form.

d) The other alkyl halide does not has B-hydrogens.

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Most popular questions from this chapter

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.

Why is a cumulated diene not formed in the reaction shown below?

Show how each of the following compounds can be synthesized from the given starting materials:

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-

The pKa of acetic acid in water is 4.76. What effect will a decrease in the polarity of the solvent have on the pKa? Why?
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