Organic Chemistry (8th Edition)
Organic Chemistry (8th Edition)
8th Edition
ISBN: 9780134042282
Author: Paula Yurkanis Bruice
Publisher: PEARSON
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Chapter 23.8, Problem 23P

Thiols such as ethanethiol and propanethiol can be used to reduce vitamin K epoxide to vitamin KH2, but they react much more slowly than dihydrolipoate. Explain why this is so.

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Explain why methyl trifluoroacetate, CF3CO2CH3, is more reactive than methyl acetate, CH3CO2CH3, in nucleophilic acyl substitution reactions.
Thiols such as ethanethiol and propanethiol can be used to reduce vitamin K epoxide to vitamin KH2, but they react much more slowly than dihydrolipoate. Explain why this is so.
Ketones and aldehydes react with sodium acetylide (the sodium salt of acetylene) to give alcohols, as shown in the following example: R1 ОН 1. НС—с: Na* R2 R1 R2 2. Нзо" HC Draw the structure of the major reaction product when the following compound reacts with sodium acetylide, assuming that the reaction takes preferentially from the Si face of the carbonyl group. • Use the wedge/hash bond tools to indicate stereochemistry where it exists. • You do not have to explicitly draw H atoms. • If a group is achiral, do not use wedged or hashed bonds on it. CH3 CH

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Organic Chemistry (8th Edition)

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