3-Chlorophenol

3-Chlorophenol
Names
	Preferred IUPAC name 3-Chlorophenol
	Other names m-Chlorophenol ; meta-Chlorophenol ; 3-Hydroxychlorobenzene
Identifiers
CAS Number	108-43-0 ;
3D model (JSmol)	Interactive image;
ChemSpider	13875432 ;
ECHA InfoCard	100.003.257
PubChem CID	7933;
UNII	Z2Z7M2FTAD ;
CompTox Dashboard (EPA)	DTXSID4024800 ;
	InChI InChI=1S/C6H5ClO/c7-5-2-1-3-6(8)4-5/h1-4,8H Key: HORNXRXVQWOLPJ-UHFFFAOYSA-N;
	SMILES C1=CC(=CC(=C1)Cl)O;
Properties
Chemical formula	C6H5ClO
Molar mass	128.56 g·mol−1
Appearance	Colorless or white oily solid
Density	1.245 g/cm3 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)	-77.6·10−6 cm3/mol
Refractive index (nD)	1.5565
Thermochemistry
Std enthalpy of; formation (ΔfH⦵298)	-206.4 kJ·mol−1 (s); −189.3 kJ·mol−1 (l)
Enthalpy of fusion (ΔfH⦵fus)	14.9 kJ·mol−1
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 [77 °F], 100 kPa). verify (what is ?) Infobox references

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.^[6]

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.
^ ^a ^b ^c ^d Haynes, p. 3.116
^ Haynes, p. 5.90
^ Haynes, p. 3.577
^ Haynes, pp. 5.10, 6.156
^ 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

Haynes, William M., ed. (2016). CRC Handbook of Chemistry and Physics (97th ed.). CRC Press. ISBN 9781498754293.

[iupac2013-1] 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.

[crc-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.

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