Methyl 4-iodobenzoate

Methyl 4-iodobenzoate, or methyl p-iodobenzoate, is an organic compound with the formula IC6H4COOCH3.

[3] It is the methyl ester of 4-iodobenzoic acid, or may also be viewed as an iodinated derivative of methyl benzoate.

Methyl 4-iodobenzoate may be prepared by the Fischer esterification of 4-iodobenzoic acid with methanol.

[4] The aryl-iodide functionality of methyl 4-iodobenzoate may undergo coupling reactions, such as a symmetrical Sonogashira coupling with trimethylsilylacetylene (with the TMSA deprotected to acetylene in situ) to form dimethyl 4,4'-(ethyne-1,2-diyl)dibenzoate.

[4][5]

Dimethyl 4,4'-(ethyne-1,2-diyl)dibenzoate