Asked by Brian Echols on Sep 24, 2024

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An acid which could not be prepared from an organic halide by carboxylation of the Grignard reagent is ________.

A) benzoic acid
B) 2,2-dimethylpropanoic acid
C) propanoic acid
D) 4-oxocyclohexanecarboxylic acid
E) 2-methylbutanoic acid

Grignard Reagent

An organomagnesium compound used in organic chemistry for carbon-carbon bond formation, represented as RMgX where R is an alkyl or aryl group and X is a halogen.

Organic Halide

An organic compound containing one or more halogen atoms (fluorine, chlorine, bromine, or iodine) covalently bonded to carbon.

Carboxylation

The chemical process of adding a carboxyl group (-COOH) to a molecule, often important in biosynthetic pathways.

  • Elucidate the function of carboxylation in producing carboxylic acids through the transformation of organic halides and Grignard reagents.
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MH
Melissa Horvath2 days ago
Final Answer :
D
Explanation :
Carboxylation of Grignard reagent obtained from organic halides usually leads to the formation of primary or secondary carboxylic acids. However, 4-oxocyclohexanecarboxylic acid cannot be prepared by carboxylation of a Grignard reagent because it has a ketone group (4-oxo) adjacent to the carboxylic acid group.