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For each reaction, give the expected substitution product,

Chapter 8, Problem 27P

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QUESTION:

Problem 27P

For each reaction, give the expected substitution product, and predict whether the mechanismwill be predominantly first order (SN1) or second order (SN2).

(a) 2-chloro-2-methylbutane + CH3COOH

(b) isobutyl bromide + sodium methoxide

(c) 1-iodo-1-methylcyclohexane + ethanol

(d) cyclohexyl bromide + methanol

(e) cyclohexyl bromide + sodium ethoxide

Questions & Answers

QUESTION:

Problem 27P

For each reaction, give the expected substitution product, and predict whether the mechanismwill be predominantly first order (SN1) or second order (SN2).

(a) 2-chloro-2-methylbutane + CH3COOH

(b) isobutyl bromide + sodium methoxide

(c) 1-iodo-1-methylcyclohexane + ethanol

(d) cyclohexyl bromide + methanol

(e) cyclohexyl bromide + sodium ethoxide

ANSWER:

Solution 27P :

Step 1:

For each reaction, give the expected substitution product, and predict whether the mechanism will be predominantly first order (SN1) or second order (SN2).

(a) 2-chloro-2-methylbutane + CH3COOH :

Acetic acid

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