2-Iodophenol (o-iodophenol) is an aromatic organic compound with the formula IC6H4OH. It is a pale yellow solid that melts near room temperature. It undergoes a variety of coupling reactions in which the iodine substituent is replaced by a new carbon group ortho to the hydroxy group of the phenol, which can be followed by cyclization to form heterocycles.[3]
It can be prepared by treatment of 2-chloromercuriphenol with iodine:
- ClHgC6H4OH + I2 → IC6H4OH + HgCl(I)
Direct reaction of phenol with iodine gives a mixture of 2- and 4-iodo derivatives.[4]
References
- ^ a b c Haynes, p. 3.324
- ^ Haynes, p. 5.93
- ^ a b "2-Iodophenol". Sigma-Aldrich.
- ^ Whitmore, F. C.; Hanson, E. R. (1925). "o-Iodophenol". Organic Syntheses. 4: 37. doi:10.15227/orgsyn.004.0037.
Cited sources
- Haynes, William M., ed. (2016). CRC Handbook of Chemistry and Physics (97th ed.). CRC Press. ISBN 9781498754293.
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