2-Chlorophenol

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.^[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.

2-Chlorophenol

2-Chlorophenol 2-Chlorophenol
Names
Preferred IUPAC name 2-Chlorophenol[1]
Other names o-Chlorophenol ortho-Chlorophenol 2-Hydroxychlorobenzene
Identifiers
CAS Number	95-57-8 Y
3D model (JSmol)	Interactive image
ChEBI	CHEBI:47083 Y
ChEMBL	ChEMBL108877 Y
ChemSpider	13837686 Y
DrugBank	DB03110 Y
ECHA InfoCard	100.002.213
KEGG	C14219 Y
PubChem CID	7245
UNII	K9KAV4K6BN Y
CompTox Dashboard (EPA)	DTXSID5021544
InChI InChI=1S/C6H5ClO/c7-5-3-1-2-4-6(5)8/h1-4,8H Y Key: ISPYQTSUDJAMAB-UHFFFAOYSA-N Y InChI=1/C6H5ClO/c7-5-3-1-2-4-6(5)8/h1-4,8H Key: ISPYQTSUDJAMAB-UHFFFAOYAM
SMILES Oc1ccccc1Cl
Properties
Chemical formula	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]
Solubility in water	20 g/L at 20 °C
Solubility	Soluble in ethanol, diethyl ether, benzene
Vapor pressure	0.308 kPa[3]
Acidity (pKa)	8.56[4]
Magnetic susceptibility (χ)	−77.3·10−6 cm3/mol[5]
Refractive index (nD)	1.5524[2]
Viscosity	3.59 mPa·s[6]
Thermochemistry[7]
Heat capacity (C)	188.7 J·mol−1·K−1
Enthalpy of fusion (ΔfH⦵fus)	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]
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 [77 °F], 100 kPa). Y verify (what is YN ?) Infobox references

See also

• Chlorophenol