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Chapter 9: Q32P (page 422)

What percentage of the reaction described in Problem 31 takes place by the E2 pathway when [HO-] = 0.0025 M?

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掳 carbocation>2掳 carbocation>1掳 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掳 carbocation>2掳 carbocation>1掳 carbocation.

02

How SN2 reaction proceed

1. It is one step reaction.

2. In this nucleophile attacks the back side of the carbon.

3. In this one intermediate stage is formed.

4. In intermediate stage one group is leaving group and one group is attacking group.

5. In this inversion of reaction takes place.

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Most popular questions from this chapter

a. What is the major product obtained when each of the following compounds undergoes an E2 reaction with methoxide ion ? Show the configuration of the product.

b. Does the product obtained depend on whether you start with the R or S enantiomer of the reactant?

Question:Draw the elimination products for each of the following E2 reactions; if the products can exist as stereoisomers, indicate which stereoisomers are obtained.

a. (2S,3S)-2-chloro-3-methylpentane + high concentration of CH3O-

b.(2S,3R)-2-chloro-3-methylpentane + high concentration of CH3O-

c.(2R,3S)-2-chloro-3-methylpentane + high concentration of CH3O-

d.(2R,3R)-2-chloro-3-methylpentane + high concentration of CH3O-

e.3-chloro-3-ethyl-2,2-dimethylpentane + high concentration of CH3CH2O-

After a proton is removed from the OH group, which compound in each pair forms a cyclic ether more rapidly?

a. Identify the substitution products that form when 2-bromo-2-methylpropane is dissolved in a mixture of 80% ethanol and 20% water.

b. Explain why the same products are obtained when 2-chloro-2-methylpropane is dissolved in a mixture of 80% ethanol and 20% water.

The reaction of chloromethane with hydroxide ion at 30掳C has a 螖G掳 value of -21.7 kcal/mol. What is the equilibrium constant for the reaction?
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