Question

Friedel-Crafts alkylation of benzene with ($2R$)-2-chlorobutane and AICl$_3$ affords sec-butylbenzene. a. How many stereogenic centers are present in the product? b. Would you expect the product to exhibit optical activity? Explain, with reference to the mechanism.

Name: Problem 57, Chapter 18: Organic Chemistry
Uploaded: 2019-12-13T01:56:06-08:00
Duration: 10 min 21 s
Channel: Anupa Sharad Medhekar
Description: Friedel-Crafts alkylation of benzene with (2R)-2-chlorobutane and AICl3 affords sec-butylbenzene. a. How many stereogenic centers are present in the product? b. Would you expect the product to exhibit optical activity? Explain, with reference to the mechanism.

   Friedel-Crafts alkylation of benzene with ($2R$)-2-chlorobutane and AICl$_3$ affords sec-butylbenzene.
a. How many stereogenic centers are present in the product?
b. Would you expect the product to exhibit optical activity? Explain, with reference to the mechanism.

Organic Chemistry

Janice Gorzynski… 4th Edition

Chapter 18, Problem 57

Instant Answer

Solved by Expert Anupa Sharad Medhekar

12/13/2019

Step 1

The structure of sec-butylbenzene is as follows: \[ \begin{array}{cccc} & & & \text{H} \\ & & \text{C} & \\ & & | & \\ \text{Ph} - \text{C} - \text{CH}_3 & & \text{CH}_2 - \text{CH}_3 & \\ & & & \text{H} \\ \end{array} \] Show more…

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Friedel-Crafts alkylation of benzene with ($2R$)-2-chlorobutane and AICl$_3$ affords sec-butylbenzene. a. How many stereogenic centers are present in the product? b. Would you expect the product to exhibit optical activity? Explain, with reference to the mechanism.