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Draw structural formulas for an aldehyde or ketone and alkyl (or aryl) bromide that could be used in a Grignard synthesis of the alcohol shown. CH3 CH3CCH₂CH3 ÓH

Draw structural formulas for an aldehyde or ketone and alkyl (or aryl) bromide that could be used in a Grignard synthesis of the alcohol shown. CH3 CH3CCH₂CH3 ÓH

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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**Exercise:** Draw structural formulas for an aldehyde or ketone and alkyl (or aryl) bromide that could be used in a Grignard synthesis of the alcohol shown. **Alcohol Structure:** The structural formula for the alcohol is given as follows: ``` CH₃ | CH₃CCH₂CH₃ | OH ``` **Explanation for Educational Context:** In this exercise, you are tasked with identifying possible aldehyde or ketone and alkyl bromide combinations that can be used to synthesize the given alcohol using a Grignard reaction. The structure shows a tertiary alcohol which is typically produced by Grignard reagents reacting with ketones. - The central carbon (C) in the structure is attached to a hydroxyl group (OH), a methyl group (CH₃), an ethyl group (CH₂CH₃), and another methyl group (CH₃). **Grignard Reaction Overview:** Grignard reagents (R-Mg-X, where R is an alkyl or aryl group and X is a halogen such as bromine) react with carbonyl compounds to form alcohols. In this case, you need to determine a compatible carbonyl compound (aldehyde or ketone) and Grignard reagent derived from an alkyl bromide that would yield the shown tertiary alcohol. To determine the correct combination: 1. Identify the carbonyl compound that correspond to the skeleton of the alcohol without the hydroxyl group. 2. Identify the alkyl bromide that can form the Grignard reagent adding to the carbonyl compound in the appropriate manner to yield the desired alcohol.
Transcribed Image Text:**Exercise:** Draw structural formulas for an aldehyde or ketone and alkyl (or aryl) bromide that could be used in a Grignard synthesis of the alcohol shown. **Alcohol Structure:** The structural formula for the alcohol is given as follows: ``` CH₃ | CH₃CCH₂CH₃ | OH ``` **Explanation for Educational Context:** In this exercise, you are tasked with identifying possible aldehyde or ketone and alkyl bromide combinations that can be used to synthesize the given alcohol using a Grignard reaction. The structure shows a tertiary alcohol which is typically produced by Grignard reagents reacting with ketones. - The central carbon (C) in the structure is attached to a hydroxyl group (OH), a methyl group (CH₃), an ethyl group (CH₂CH₃), and another methyl group (CH₃). **Grignard Reaction Overview:** Grignard reagents (R-Mg-X, where R is an alkyl or aryl group and X is a halogen such as bromine) react with carbonyl compounds to form alcohols. In this case, you need to determine a compatible carbonyl compound (aldehyde or ketone) and Grignard reagent derived from an alkyl bromide that would yield the shown tertiary alcohol. To determine the correct combination: 1. Identify the carbonyl compound that correspond to the skeleton of the alcohol without the hydroxyl group. 2. Identify the alkyl bromide that can form the Grignard reagent adding to the carbonyl compound in the appropriate manner to yield the desired alcohol.
Expert Solution
Step 1: concept

Alkyl bromide react with Mg in ether medium to produce Grignard reagent.

Grignard reagent react with ketone compound to produce tertiary alcohol product.

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