3-Chlorophenol

3-Chlorophenol is an organic compound with the molecular formula ClC6H4OH. It is one of three isomers of monochlorophenol. It is a colorless or white solid that melts easily and exhibits significant solubility in water. Together with 3,5-dichlorophenol, it is prepared industrially by dechlorination of polychlorophenols. Alternatively, it arises via the cumene process, which starts with the alkylation of chlorobenzene with propylene.[2]

3-Chlorophenol
Names
Preferred IUPAC name
3-Chlorophenol[1]
Other names
m-Chlorophenol
meta-Chlorophenol
3-Hydroxychlorobenzene
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.003.257
UNII
Properties
C6H5ClO
Molar mass 128.56 g·mol−1
Appearance Colorless or white oily solid
Density 1.245 g/cm3 at 20 °C
Melting point 30 to 34 °C (86 to 93 °F; 303 to 307 K)
Boiling point 214 °C (417 °F; 487 K)
20 g/L at 20 °C
Solubility in other solvents Soluble in ethanol, diethyl ether, benzene
Vapor pressure kPa
Acidity (pKa) 8.97
Hazards
Main hazards Corrosive - causes burns
Safety data sheet MSDS
Flash point 120 °C (248 °F; 393 K)
550 °C (1,022 °F; 823 K)
Related compounds
Benzene
Phenol
Chlorobenzene
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

References

  1. Nomenclature of Organic Chemistry : IUPAC Recommendations and Preferred Names 2013 (Blue Book). Cambridge: The Royal Society of Chemistry. 2014. p. 690. doi:10.1039/9781849733069-FP001. ISBN 978-0-85404-182-4. Only one name is retained, phenol, for C6H5-OH, both as a preferred name and for general nomenclature. The structure is substitutable at any position. Locants 2, 3, and 4 are recommended, not o, m, and p.
  2. François Muller; Liliane Caillard (2011). "Chlorophenols". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a07_001.pub2.
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