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Question

Which of the following methods are used for the conversion of carboxylic acids into acid chlorides (RCOOHRCOCl)?

A
RCOOH+SOCl2
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B
RCOOH+PCl5
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C
RCOOH+Cl2
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D
RCOOH+P+Cl2
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Solution

The correct options are
A RCOOH+SOCl2
B RCOOH+PCl5
Acid chlorides are prepared by replacing the corresponding hydroxy substituents of carboxylic acid with chlorides. Thus, carboxylic acids can be treated with thionyl chloride (SOCl2), phosphorus trichloride (PCl3), or phosphorus pentachloride (PCl5). But chlorine (Cl2) can not directly replace OH.

RCOOH+SOCl2RCOCl+SO2+HCl

3RCOOH+PCl33RCOCl+H3PO3

RCOOH+PCl5RCOCl+POCl3+HCl

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