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Your organic chemistry study partner attempts the following reaction between a Grignard reagent and benzaldehyde. Unfortunately, your study partner does not form the desired product. Instead, a different product forms with the following 13C NMR signals: 73, 35, 23. Draw the desired product your study partner was trying to form then draw the actual product that forms under these conditions. Be sure your answers account for stereochemistry, where appropriate. If multiple stereoisomers form, be sure to draw all possible products using appropriate wedges and dashes

Your organic chemistry study partner attempts the following reaction between a Grignard reagent and benzaldehyde. Unfortunately, your study partner does not form the desired product. Instead, a different product forms with the following 13C NMR signals: 73, 35, 23. Draw the desired product your study partner was trying to form then draw the actual product that forms under these conditions. Be sure your answers account for stereochemistry, where appropriate. If multiple stereoisomers form, be sure to draw all possible products using appropriate wedges and dashes

Chemistry
Chemistry
10th Edition
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
Section: Chapter Questions
Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
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Your organic chemistry study partner attempts the following reaction between a Grignard reagent and benzaldehyde. Unfortunately, your study partner does not form the desired product. Instead, a different product forms with the following 13C NMR signals: 73, 35, 23.


Draw the desired product your study partner was trying to form then draw the actual product that forms under these conditions. Be sure your answers account for stereochemistry, where appropriate. If multiple stereoisomers form, be sure to draw all possible products using appropriate wedges and dashes.

The image depicts a multistep organic synthesis reaction. ### Components: 1. **Reactant (Left Side)** - A linear organic compound is shown with a ketone group (C=O) at the beginning and a bromine (Br) atom at the end. - Structural formula: O=C(CH2)3Br. 2. **Reaction Steps (Right Side)** - **Step 1:** - The compound is reacted with magnesium (Mg). - This suggests the formation of a Grignard reagent. - **Step 2:** - The resulting Grignard reagent is then reacted with benzaldehyde (a benzene ring with a formyl group, C=O, attached). - **Step 3:** - The product is treated with hydronium ion (H3O+), indicating an acidic workup which typically protonates the oxygen to form the final alcohol product. ### Explanation: The sequence of reactions illustrates a typical Grignard reaction mechanism where the conversion of a bromoalkane to a Grignard reagent allows for nucleophilic addition to an aldehyde, ultimately forming an alcohol after protonation. The correct handling of reagents and conditions is crucial for obtaining the desired product.
Transcribed Image Text:The image depicts a multistep organic synthesis reaction. ### Components: 1. **Reactant (Left Side)** - A linear organic compound is shown with a ketone group (C=O) at the beginning and a bromine (Br) atom at the end. - Structural formula: O=C(CH2)3Br. 2. **Reaction Steps (Right Side)** - **Step 1:** - The compound is reacted with magnesium (Mg). - This suggests the formation of a Grignard reagent. - **Step 2:** - The resulting Grignard reagent is then reacted with benzaldehyde (a benzene ring with a formyl group, C=O, attached). - **Step 3:** - The product is treated with hydronium ion (H3O+), indicating an acidic workup which typically protonates the oxygen to form the final alcohol product. ### Explanation: The sequence of reactions illustrates a typical Grignard reaction mechanism where the conversion of a bromoalkane to a Grignard reagent allows for nucleophilic addition to an aldehyde, ultimately forming an alcohol after protonation. The correct handling of reagents and conditions is crucial for obtaining the desired product.
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