Chapter 10: PROBLEM 10.50 (page 422)

Question: What three alkenes (excluding stereoisomers) can be used to prepare 3-chloro-3-methylhexane by addition of HCl?

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Answer

Step by step solution

01

Addition of HCl to the alkene

The addition of HCl to the alkene occurs in a way that Cl goes to the stable carbocation (more substituted carbon) and H goes to the less substituted carbon.

02

Stereoisomers

Stereoisomers give the location of the substituents in the three-dimensional framework. They include both geometrical and optical isomers.

03

Explanation

3-Chloro-3-methylhexane is shown below:

CH3-CH2-CH2-C(Cl)(CH3)-CH2-CH3

The three isomers of the alkene that can give3-chloro-3-methylhexane are shown below:

Isomers of alkene

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