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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

Alkynes are less reactive than alkenes towards electrophilic reagents. But the alkyne chemistry is useful for organic synthesis, in the form of hydration of the triple bond, formation of metalacetylides, selective reduction of alkynes and few other related reactions.

The reactions of alkenes are mainly (a) nucleophilic additions (b) nucleophilic substitutions (c) free radical reactions (d) electrophilic additions

\(\mathrm{HBr}\) reacts with \(\mathrm{CH}_{2}=\mathrm{CH}-\mathrm{OCH}_{3}\) in the absence of peroxides to give mainly (a) \(\mathrm{BrCH}_{2} \mathrm{CHO}\) and \(\mathrm{CH}_{3} \mathrm{OH}\) (b) \(\mathrm{BrCH}_{2}-\mathrm{CH}_{2}-\mathrm{OCH}_{3}\) (c) \(\mathrm{H}_{3} \mathrm{C}-\mathrm{CHBr}-\mathrm{OCH}_{3}\) (d) \(\mathrm{CH}_{3} \mathrm{CHO}\) and \(\mathrm{CH}_{3} \mathrm{Br}\)

Which of the following is not a \(\beta\) elimination? (a) dehydration of alcohols (b) dehydrohalogenation of alkyl halides (c) dehalogenation of vicinal dibromides (d) dehydrohalogenation of chloroform

An organic compound (A) \(\mathrm{C}_{5} \mathrm{H}_{8}\) does not react with Tollens reagent but reacts with \(\mathrm{H}_{2}\) in the presence of Lindlar catalyst to give (B). Aqueous chlorine water reacts with (B) to give (C) which when reacted with hot alcoholic KOH gives (D). The compound (D) is (a) \(\mathrm{CH}_{3} \mathrm{CH}_{2} \mathrm{CH}_{2} \mathrm{C} \equiv \mathrm{CH}\) (b) \(\mathrm{CH}_{3}-\mathrm{CH}=\mathrm{CH}-\mathrm{CH}(\mathrm{OH})-\mathrm{CH}_{3}\) (c) \(\mathrm{H}_{3} \mathrm{C}-\mathrm{CH}=\mathrm{CH}-\mathrm{CH}=\mathrm{CH}_{2}\) (d)
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