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

Organic Chemistry | 8th Edition | ISBN: 9780321768414 | Authors: L.G. Wade Jr ISBN: 9780321768414 33

Solution for problem 28P Chapter 6

Organic Chemistry | 8th Edition

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Organic Chemistry | 8th Edition | ISBN: 9780321768414 | Authors: L.G. Wade Jr

Organic Chemistry | 8th Edition

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Problem 28P

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

Step-by-Step Solution:
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Solution 28P

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Chapter 6, Problem 28P is Solved
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Textbook: Organic Chemistry
Edition: 8
Author: L.G. Wade Jr
ISBN: 9780321768414

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