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(a) Draw all stereoisomers of molecular formula C7H15Cl formed when (3S)-3-methylhexane

Chapter 15, Problem 15.53

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QUESTION:

(a) Draw all stereoisomers of molecular formula \(C_{7}H_{15}Cl\) formed when (3S)-3-methylhexane heated with \(Cl_{2}\).

(b) Assuming that products having different physical properties can be separated by fractional distillation, how many different fractions would be obtained?

(c) how many fractions would be optically active?

Questions & Answers

QUESTION:

(a) Draw all stereoisomers of molecular formula \(C_{7}H_{15}Cl\) formed when (3S)-3-methylhexane heated with \(Cl_{2}\).

(b) Assuming that products having different physical properties can be separated by fractional distillation, how many different fractions would be obtained?

(c) how many fractions would be optically active?

ANSWER:

Step 1 of 4

(a)

The given molecule is (3S)-3-methylhexane, which has the following structure,

                                                         

 

We know radical chlorination leads to the radical intermediate formation, which is decided based on the stability of radicals (tertiary< secondary< primary).

 

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