3. Mechanisms i) Consider the following reaction: Br. Br PPH3 R H. CBr4 R H. This is a part of the so-called Corey-Fuchs reaction, which converts an aldehyde into the corresponding dibromoalkene. The first step of the mechanism goes as follows: Ph Ph-P : Br-CB 3 Ph a) Draw the products in the boxes according to the arrowpushing shown. b) Consider this step as a bimolecular nucleophilic substitution (SN2). Identify the nucleophile electrophile and leaving group in this step. Nucleophile Electrophile Leaving Group

Organic Chemistry
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Author:John E. McMurry
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Chapter9: Alkynes: An Introduction To Organic Synthesis
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Problem 49AP: Occasionally, a chemist might need to invert the stereochemistry of an alkene—that is, to convert...
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3. Mechanisms
i) Consider the following reaction:
PPH3
Br.
Br
R
CBrA
R
This is a part of the so-called Corey-Fuchs reaction, which converts an aldehyde into the
corresponding dibromoalkene. The first step of the mechanism goes as follows:
Ph
Ph-P :
Br-CBr3
Ph
a) Draw the products in the boxes according to the arrowpushing shown.
b) Consider this step as a bimolecular nucleophilic substitution (SN2). Identify the nucleophile,
electrophile and leaving group in this step.
Nucleophile
Electrophile
Leaving Group
Transcribed Image Text:3. Mechanisms i) Consider the following reaction: PPH3 Br. Br R CBrA R This is a part of the so-called Corey-Fuchs reaction, which converts an aldehyde into the corresponding dibromoalkene. The first step of the mechanism goes as follows: Ph Ph-P : Br-CBr3 Ph a) Draw the products in the boxes according to the arrowpushing shown. b) Consider this step as a bimolecular nucleophilic substitution (SN2). Identify the nucleophile, electrophile and leaving group in this step. Nucleophile Electrophile Leaving Group
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