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Question 56

In the presence of a small amount of phosphorous, aliphatic carboxylic acid reacts with chlorine or bromine to yield a reaction in which, $$\alpha$$-hydrogen is been replaced by halogen. This reaction is known as

We first recall an important named reaction of organic chemistry: when an aliphatic carboxylic acid that contains at least one $$\alpha$$-hydrogen is treated with a halogen such as $$Cl_2$$ or $$Br_2$$ in the presence of a trace amount of red phosphorus, the hydrogen attached to the $$\alpha$$-carbon (the carbon atom that is next to the carbonyl carbon) is replaced by the corresponding halogen. This specific transformation is historically called the Hell-Volhard-Zelinsky reaction, often abbreviated as the HVZ reaction.

No other commonly cited name reactions—neither the Etard oxidation, the Wolff-Kishner reduction, nor the Rosenmund reduction—involve the halogenation of the $$\alpha$$-carbon of carboxylic acids under these conditions. Therefore, the description given in the question matches uniquely with the Hell-Volhard-Zelinsky reaction.

Hence, the correct answer is Option D.

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