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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

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

Chemistry
Chemistry
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ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Chapter1: Chemical Foundations
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**3. Mechanisms** i) Consider the following reaction: An aldehyde represented as \( \text{R-CHO} \) reacts with triphenylphosphine (\( \text{PPh}_3 \)) and carbon tetrabromide (\( \text{CBr}_4 \)) to form a dibromoalkene (\( \text{R-CHBr-CHBr} \)). This is part of the Corey-Fuchs reaction, which transforms an aldehyde into a dibromoalkene. The first step in this mechanism is shown below: A diagram illustrates the mechanism: - Triphenylphosphine (\( \text{Ph}_3 \text{P:} \)) makes a nucleophilic attack on carbon tetrabromide (\( \text{Br-CBr}_3 \)), forming an intermediate complex. Boxes are shown for the reaction products. a) Instruction: Draw the products in the boxes according to the arrow-pushing mechanism shown. b) Instruction: Analyze this step as a bimolecular nucleophilic substitution (\( \text{SN2} \)) reaction. Identify the nucleophile, electrophile, and leaving group in this step. - Boxes are provided to fill in the nucleophile, electrophile, and leaving group.
Transcribed Image Text:**3. Mechanisms** i) Consider the following reaction: An aldehyde represented as \( \text{R-CHO} \) reacts with triphenylphosphine (\( \text{PPh}_3 \)) and carbon tetrabromide (\( \text{CBr}_4 \)) to form a dibromoalkene (\( \text{R-CHBr-CHBr} \)). This is part of the Corey-Fuchs reaction, which transforms an aldehyde into a dibromoalkene. The first step in this mechanism is shown below: A diagram illustrates the mechanism: - Triphenylphosphine (\( \text{Ph}_3 \text{P:} \)) makes a nucleophilic attack on carbon tetrabromide (\( \text{Br-CBr}_3 \)), forming an intermediate complex. Boxes are shown for the reaction products. a) Instruction: Draw the products in the boxes according to the arrow-pushing mechanism shown. b) Instruction: Analyze this step as a bimolecular nucleophilic substitution (\( \text{SN2} \)) reaction. Identify the nucleophile, electrophile, and leaving group in this step. - Boxes are provided to fill in the nucleophile, electrophile, and leaving group.
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