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Names | |||
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Preferred IUPAC name 2-Chlorophenol | |||
Other names
o-Chlorophenol ortho-Chlorophenol 2-Hydroxychlorobenzene | |||
Identifiers | |||
CAS Number | |||
3D model (JSmol) | |||
ChEBI | |||
ChEMBL | |||
ChemSpider | |||
DrugBank | |||
ECHA InfoCard | 100.002.213 | ||
KEGG | |||
PubChem CID | |||
UNII | |||
CompTox Dashboard (EPA) | |||
InChI
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SMILES
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Properties | |||
Chemical formula | C6H5ClO | ||
Molar mass | 128.56 g·mol | ||
Appearance | colorless liquid | ||
Density | 1.2634 g/cm at 20 °C | ||
Melting point | 8 °C (46 °F; 281 K) | ||
Boiling point | 173.4 °C (344.1 °F; 446.5 K) | ||
Solubility in water | 20 g/L at 20 °C | ||
Solubility | Soluble in ethanol, diethyl ether, benzene | ||
Vapor pressure | 0.308 kPa | ||
Acidity (pKa) | 8.56 | ||
Magnetic susceptibility (χ) | -77.3·10 cm/mol | ||
Refractive index (nD) | 1.5524 | ||
Viscosity | 3.59 mPa·s | ||
Thermochemistry | |||
Heat capacity (C) | 188.7 J·mol·K | ||
Enthalpy of fusion (ΔfHfus) | 13.0 kJ·mol | ||
Hazards | |||
Occupational safety and health (OHS/OSH): | |||
Main hazards | Corrosive – causes burns | ||
Flash point | 64 °C (147 °F; 337 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). Y verify (what is ?) Infobox references |
2-Chlorophenol or ortho-chlorophenol is an organic compound with the formula C6H4ClOH. It is one of three isomers of monochlorophenol. Aside from occasional use as a disinfectant, it has few applications. It is an intermediate in the polychlorination of phenol. 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
- 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.
- ^ Haynes, p. 3.116
- Haynes, p. 16.20
- Haynes, p. 5.90
- Haynes, p. 3.577
- ^ Haynes, p. 6.243
- Haynes, pp. 5.10, 6.156
- Fiege, H.; Voges, H.-M.; Hamamoto, T; Umemura, S.; Iwata, T.; Miki, H.; Fujita, Y.; Buysch, H.-J.; Garbe, D.; Paulus, W. (2000). "Phenol Derivatives". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a19_313. ISBN 978-3527306732.
Cited sources
- Haynes, William M., ed. (2016). CRC Handbook of Chemistry and Physics (97th ed.). CRC Press. ISBN 9781498754293.
External links
- ToxFAQs for Chlorophenols, Agency for Toxic Substances and Disease Registry.
- Compound Summary Compendium, PubChem Open Chemistry Database.
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