3-Chloro-2-methylpropene reacts with sodium methoxide in methanol to form 3-methoxy-2-methylpropene.  For each of the following changes in the reaction conditions, state whether the reaction rate would increase, decrease, or remain the same. Explain your reasoning. In some cases the identity of the major organic product would be expected to change; in such cases, give the expected major product.  (a) dimethyl sulfoxide (DMSO) is used in place of methanol (b) methanol is used by itself without sodium methoxide (c) 1-chloro-2,2,-dimethylpropane is used in place of 3-chloro-2-methylpropene

Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter19: Aldehydes And Ketones: Nucleophilic Addition Reactions
Section19.SE: Something Extra
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3-Chloro-2-methylpropene reacts with sodium methoxide in methanol to form 3-methoxy-2-methylpropene. 

For each of the following changes in the reaction conditions, state whether the reaction rate would increase, decrease, or remain the same. Explain your reasoning. In some cases the identity of the major organic product would be expected to change; in such cases, give the expected major product. 

(a) dimethyl sulfoxide (DMSO) is used in place of methanol

(b) methanol is used by itself without sodium methoxide

(c) 1-chloro-2,2,-dimethylpropane is used in place of 3-chloro-2-methylpropene

3-Chloro-2-methylpropene reacts with sodium methoxide in methanol to form 3-methoxy-2-methylpropene
CI
+ CH3ONA
OCH3
CH3OH
CH3
CH3
For each of the following changes in the reaction conditions, state whether the reaction rate would increase,
decrease, or remain the same. Explain your reasoning. In some cases, the identity of the major organic product
would be expected to change; in such cases, give the expected major product.
(a) dimethyl sulfoxide (DMSO) is used in place of methanol
(b) methanol is used by itself without sodium methoxide
(c) 1-chloro-2,2-dimethylpropane is used in place of 3-chloro-2-methylpropene
Transcribed Image Text:3-Chloro-2-methylpropene reacts with sodium methoxide in methanol to form 3-methoxy-2-methylpropene CI + CH3ONA OCH3 CH3OH CH3 CH3 For each of the following changes in the reaction conditions, state whether the reaction rate would increase, decrease, or remain the same. Explain your reasoning. In some cases, the identity of the major organic product would be expected to change; in such cases, give the expected major product. (a) dimethyl sulfoxide (DMSO) is used in place of methanol (b) methanol is used by itself without sodium methoxide (c) 1-chloro-2,2-dimethylpropane is used in place of 3-chloro-2-methylpropene
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