Answered: OH a) (R)-2-Bromobutane 25°C b)…

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OH a) (R)-2-Bromobutane 25°C b) 3-Bromo-3-methylhexane MEOH 25°C I c) t-Bu Asetone, 50°C

Organic Chemistry

9th Edition

ISBN:9781305080485

Author:John E. McMurry

Publisher:John E. McMurry

Chapter19: Aldehydes And Ketones: Nucleophilic Addition Reactions

Section19.SE: Something Extra

Problem 55AP: Draw and name the seven aldehydes and ketones with the formula C5H10O. Which are chiral?

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Question

What product or products are produced in each of the following reactions ? By what mechanism (sn1 sn2 E1 E2 ) does each react? Show the resulting products as single product, main product and by-product.

OH
a) (R)-2-Bromobutane
25°C
MEOH
b) (S)-3-Bromo-3-methylhexane
25°C
a
c)
t-Bu
Asetone, 50°C
N3
d)
DMF
Br
NaCN
Br
DMF

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