Methyl 4-iodobenzoate
Chemical compound
From Wikipedia, the free encyclopedia
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.
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| Names | |
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| Preferred IUPAC name
Methyl 4-iodobenzoate | |
| Other names
Methyl p-iodobenzoate | |
| Identifiers | |
3D model (JSmol) |
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| ChemSpider | |
| ECHA InfoCard | 100.009.635 |
| EC Number |
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PubChem CID |
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CompTox Dashboard (EPA) |
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| Properties | |
| C8H7IO2 | |
| Molar mass | 262.046 g·mol−1 |
| Appearance | white solid |
| Melting point | 114 °C (237 °F; 387 K)[1] |
| Hazards | |
| GHS labelling:[2] | |
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| Warning | |
| H315, H319, H335, H411 | |
| P261, P264, P264+P265, P271, P273, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P391, P403+P233, P405, P501 | |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Preparation
Methyl 4-iodobenzoate may be prepared by the Fischer esterification of 4-iodobenzoic acid with methanol.[4]
Reactions
dibenzoate.svg)
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]