EBK A SMALL SCALE APPROACH TO ORGANIC L
EBK A SMALL SCALE APPROACH TO ORGANIC L
4th Edition
ISBN: 9781305446021
Author: Lampman
Publisher: CENGAGE LEARNING - CONSIGNMENT
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Chapter 33, Problem 1Q
Interpretation Introduction

Interpretation : We need to interpret the formation of benzene as the side product during the Grignard reaction while using phenyl magnesium bromide with the help of a balanced chemical equation.

Concept Introduction : Grignard reagent is a chemical compound with a general formula RMgX . Here R indicates an alkyl or aryl group that is directly bonded with magnesium metal by an organometallic bond.

The Grignard reagent is widely used in the organic synthesis of various chemical compounds due to its high reactivity of it.

Expert Solution & Answer
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Answer to Problem 1Q

The hydrolysis of phenyl magnesium bromide forms benzene as the side product. The balanced chemical equation can be written as:

  EBK A SMALL SCALE APPROACH TO ORGANIC L, Chapter 33, Problem 1Q , additional homework tip  1

Explanation of Solution

In the Grignard reagent, the alkyl or aryl group acts as a strong nucleophile therefore it can react easily with carbonyl compounds to form alcohols. It can readily react with water that breaks the MgX part to form alkane (hydrocarbon) and basic bromide.

Thus, hydrolysis of phenyl magnesium bromide forms benzene as a side product. This can occur if the glassware is not completely dry. The balanced chemical equation can be written as:

  EBK A SMALL SCALE APPROACH TO ORGANIC L, Chapter 33, Problem 1Q , additional homework tip  2

Conclusion

Grignard reagent is unstable in water and readily decomposes to alkane and respective alcohol.

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