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3-Chlorophenol

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3-Chlorophenol
3-Chlorophenol
Names
Preferred IUPAC name 3-Chlorophenol
Other names m-Chlorophenol
meta-Chlorophenol
3-Hydroxychlorobenzene
Identifiers
CAS Number
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.003.257 Edit this at Wikidata
PubChem CID
UNII
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C6H5ClO/c7-5-2-1-3-6(8)4-5/h1-4,8HKey: HORNXRXVQWOLPJ-UHFFFAOYSA-N
SMILES
  • C1=CC(=CC(=C1)Cl)O
Properties
Chemical formula C6H5ClO
Molar mass 128.56 g·mol
Appearance Colorless or white oily solid
Density 1.245 g/cm at 45 °C
Melting point 32.5 °C (90.5 °F; 305.6 K)
Boiling point 210 °C (410 °F; 483 K)
Solubility in water 20 g/L at 20 °C
Solubility in other solvents Soluble in ethanol, diethyl ether, benzene
Acidity (pKa) 9.12
Magnetic susceptibility (χ) -77.6·10 cm/mol
Refractive index (nD) 1.5565
Thermochemistry
Std enthalpy of
formation (ΔfH298) 		-206.4 kJ·mol (s)
−189.3 kJ·mol (l)
Enthalpy of fusion (ΔfHfus) 14.9 kJ·mol
Hazards
Occupational safety and health (OHS/OSH):
Main hazards Corrosive – causes burns
Flash point 120 °C (248 °F; 393 K)
Autoignition
temperature 		550 °C (1,022 °F; 823 K)
Safety data sheet (SDS) MSDS
Related compounds
Related aromatic
hydrocarbons 		Benzene
Phenol
Chlorobenzene
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). checkY verify (what is  ?) Infobox references
Chemical compound

3-Chlorophenol is an organic compound with the molecular formula C6H4ClOH. 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.

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. ^ Haynes, p. 3.116
  3. Haynes, p. 5.90
  4. Haynes, p. 3.577
  5. Haynes, pp. 5.10, 6.156
  6. François Muller; Liliane Caillard (2011). "Chlorophenols". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a07_001.pub2. ISBN 978-3527306732.

Cited sources

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