2-Iodophenol
Names
IUPAC name
2-Iodophenol
Other names
    • o-Iodophenol
    • ortho-Iodophenol
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.007.792
EC Number
  • 208-569-9
406034
KEGG
UNII
  • InChI=1S/C6H5IO/c7-5-3-1-2-4-6(5)8/h1-4,8H
    Key: KQDJTBPASNJQFQ-UHFFFAOYSA-N
  • C1=CC=C(C(=C1)O)I
Properties
C6H5IO
Molar mass 220.009 g·mol−1
Density 1.8757 g/cm3 (80 °C)[1]
Melting point 43 °C (109 °F; 316 K)[1]
Boiling point 186 °C (367 °F; 459 K)[1] (160 mmHg)
Acidity (pKa) 8.51[2]
Hazards
GHS labelling:
GHS07: Exclamation mark[3]
H302, H312, H315, H319, H332, H335
P261, P280, P305+P351+P338
Related compounds
Related compounds
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

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

  1. 1 2 3 Haynes, p. 3.324
  2. ↑ Haynes, p. 5.93
  3. 1 2 "2-Iodophenol". Sigma-Aldrich.
  4. ↑ Whitmore, F. C.; Hanson, E. R. (1925). "o-Iodophenol". Organic Syntheses. 4: 37. doi:10.15227/orgsyn.004.0037.

Cited sources

This article is issued from Wikipedia. The text is licensed under Creative Commons - Attribution - Sharealike. Additional terms may apply for the media files.