2-Chlorophenol
2-Chlorophenol
2-Chlorophenol
2-Chlorophenol
2-Chlorophenol
Names
Preferred IUPAC name
2-Chlorophenol[1]
Other names
o-Chlorophenol
ortho-Chlorophenol
2-Hydroxychlorobenzene
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
DrugBank
ECHA InfoCard 100.002.213
KEGG
UNII
  • InChI=1S/C6H5ClO/c7-5-3-1-2-4-6(5)8/h1-4,8H checkY
    Key: ISPYQTSUDJAMAB-UHFFFAOYSA-N checkY
  • InChI=1/C6H5ClO/c7-5-3-1-2-4-6(5)8/h1-4,8H
    Key: ISPYQTSUDJAMAB-UHFFFAOYAM
  • Oc1ccccc1Cl
Properties
C6H5ClO
Molar mass 128.56 g·mol−1
Appearance colorless liquid
Density 1.2634 g/cm3 at 20 °C[2]
Melting point 8 °C (46 °F; 281 K)[2]
Boiling point 173.4 °C (344.1 °F; 446.5 K)[2]
20 g/L at 20 °C
Solubility Soluble in ethanol, diethyl ether, benzene
Vapor pressure 0.308 kPa[3]
Acidity (pKa) 8.56[4]
-77.3·10−6 cm3/mol[5]
1.5524[2]
Viscosity 3.59 mPa·s[6]
Thermochemistry[7]
188.7 J·mol−1·K−1
Enthalpy of fusion fHfus)
13.0 kJ·mol−1
Hazards
Occupational safety and health (OHS/OSH):
Main hazards
Corrosive – causes burns
Flash point 64 °C (147 °F; 337 K)[6]
550 °C (1,022 °F; 823 K)
Safety data sheet (SDS) MSDS
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

2-Chlorophenol or ortho-chlorophenol is an organic compound with the formula C6H4ClOH. It is one of three isomeric monochloride derivatives of phenol. As from occasional use as a disinfectant, it has few applications. It is an intermediate in the polychlorination of phenol.[8] 2-Chlorophenol is a colorless liquid, although commercial samples are often yellow or amber-colored. It has an unpleasant, penetrating (carbolic) odor. It is poorly soluble in water.

See also

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. 1 2 3 4 Haynes, p. 3.116
  3. Haynes, p. 16.20
  4. Haynes, p. 5.90
  5. Haynes, p. 3.577
  6. 1 2 Haynes, p. 6.243
  7. Haynes, pp. 5.10, 6.156
  8. Fiege, H.; Voges, H.-M.; Hamamoto, T; Umemura, S.; Iwata, T.; Miki, H.; Fujita, Y.; Buysch, H.-J.; Garbe, D. (2000). "Phenol Derivatives". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a19_313. ISBN 978-3527306732.

Cited sources

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