Ketones and aldehydes react with sodium acetylide (the sodium salt of acetylene) to give alcohols, as shown in the following example: R OH 1. HC=C: Na* 2. H30* R2 Rí `R2 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 Re 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. H H3C H CH3

Organic Chemistry
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Chapter11: Reactions Of Alkyl Halides: Nucleophilic Substitutions And Eliminations
Section11.SE: Something Extra
Problem 80AP: Amines are converted into alkenes by a two-step process called Hofmann elimination. SN2 reaction of...
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Ketones and aldehydes react with sodium acetylide (the sodium salt of acetylene) to give alcohols, as shown in the following example:
R OH
1. HC=C: Na*
2. H30*
R2
Rí
`R2
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 Re 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.
H
H3C
H CH3
Transcribed Image Text:Ketones and aldehydes react with sodium acetylide (the sodium salt of acetylene) to give alcohols, as shown in the following example: R OH 1. HC=C: Na* 2. H30* R2 Rí `R2 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 Re 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. H H3C H CH3
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