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Under certain conditions, when (R)-2-bromobutane is heated

Chapter 8, Problem 28P

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QUESTION:

Under certain conditions, when \((R)-2\) -bromobutane is heated with water, the \(S_{N} 1\) substitution proceeds twice as fast as the \(S_{N} 2\). Calculate the e.e. and the specific rotation expected for the product. The specific rotation of \((R)\) -butan-2-ol is \(-13.5^{\circ}\). Assume that the \(S_{N} 1\)  gives equal amounts of the two enantiomers.

Equation Transcription:

Text Transcription:

(R)-2

S_N1

S_N2

(R)

-13.5°

S_N1

Questions & Answers

QUESTION:

Under certain conditions, when \((R)-2\) -bromobutane is heated with water, the \(S_{N} 1\) substitution proceeds twice as fast as the \(S_{N} 2\). Calculate the e.e. and the specific rotation expected for the product. The specific rotation of \((R)\) -butan-2-ol is \(-13.5^{\circ}\). Assume that the \(S_{N} 1\)  gives equal amounts of the two enantiomers.

Equation Transcription:

Text Transcription:

(R)-2

S_N1

S_N2

(R)

-13.5°

S_N1

ANSWER:

Solution 28P

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