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Chapter 2: Problem 33

A reagent that can form a hydrocarbon with a Grignard reagent is (a) \(\mathrm{HCOOC}_{2} \mathrm{H}_{5}\) (b) \(\mathrm{C}_{6} \mathrm{H}_{5} \mathrm{NH}_{2}\) (c) \(\mathrm{CH}_{3} \mathrm{COCH}_{3}\) (d) \(\mathrm{C}_{6} \mathrm{H}_{5} \mathrm{COC}_{6} \mathrm{H}_{5}\)

Short Answer

Expert verified
Answer: (c) \(\mathrm{CH}_{3}\mathrm{COCH}_{3}\) (acetone)

Step by step solution

01

Identify the structure of each reagent

Let's analyze the structure of the given reagents: (a) \(\mathrm{HCOOC}_{2}\mathrm{H}_{5}\) is ethyl formate (an ester). (b) \(\mathrm{C}_{6}\mathrm{H}_{5}\mathrm{NH}_{2}\) is aniline (an amine). (c) \(\mathrm{CH}_{3}\mathrm{COCH}_{3}\) is acetone (a ketone). (d) \(\mathrm{C}_{6}\mathrm{H}_{5}\mathrm{COC}_{6}\mathrm{H}_{5}\) is benzophenone (a ketone).
02

Evaluate the reactivity of each reagent with Grignard reagents

A Grignard reagent reacts with carbonyl compounds like aldehydes and ketones to form hydrocarbons. So, we need to find which of the given reagents has a carbonyl group that can react with a Grignard reagent. (a) Ethyl formate is an ester, and esters do not typically react with Grignard reagents to form hydrocarbons. (b) Aniline is an amine which does not have a carbonyl group; hence it does not react with Grignard reagents to form hydrocarbons. (c) Acetone has a carbonyl group and can react with a Grignard reagent to form a hydrocarbon. (d) Although benzophenone has a carbonyl group, it requires two Grignard reagent molecules for the complete reaction, and the product is not a hydrocarbon.
03

Select the reagent that can form a hydrocarbon with a Grignard reagent

Among the given reagents, option (c) \(\mathrm{CH}_{3} \mathrm{COCH}_{3}\) (acetone), can form a hydrocarbon with a Grignard reagent, because it contains a carbonyl group that readily reacts with a Grignard reagent. Thus, the correct answer is: (c) \(\mathrm{CH}_{3}\mathrm{COCH}_{3}\)

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Most popular questions from this chapter

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