p-Chlorocresol

p-Chlorocresol is the organic compound with the formula ClC₆H₄OH. It is a monochlorinated m-cresol. It is a white or colorless solid that is only slightly soluble in water. As a solution in alcohol and in combination with other phenols, it is used as an antiseptic and preservative.[1][2] It is a moderate allergen for sensitive skin.[3]

p-Chlorocresol

Names
IUPAC name 4-Chloro-3-methylphenol
Other names p-chloro-m-cresol; PCMC; Preventol; CMK
Identifiers
CAS Number	59-50-7
3D model (JSmol)	Interactive image
ChEBI	CHEBI:34395
ChEMBL	ChEMBL1230222
ChemSpider	21106018
ECHA InfoCard	100.000.392
EC Number	200-431-6
KEGG	C14331 D03468
PubChem CID	1732
RTECS number	GO7100000
UNII	36W53O7109
UN number	2669
CompTox Dashboard (EPA)	DTXSID4021717
InChI InChI=1S/C7H7ClO/c1-5-4-6(9)2-3-7(5)8/h2-4,9H,1H3 Key: CFKMVGJGLGKFKI-UHFFFAOYSA-N InChI=1/C7H7ClO/c1-5-4-6(9)2-3-7(5)8/h2-4,9H,1H3 Key: CFKMVGJGLGKFKI-UHFFFAOYAE
SMILES Oc1ccc(Cl)c(C)c1
Properties
Chemical formula	C7H7ClO
Molar mass	142.58 g·mol^−1
Appearance	White/pink solid
Odor	Phenolic
Density	1.37 g/cm^3 (20 °C)
Melting point	55.55 °C (131.99 °F; 328.70 K)
Boiling point	235 °C (455 °F; 508 K)
Solubility in water	3.8 g/l at 20 °C (in water)
Hazards
GHS pictograms
GHS Signal word	Danger
GHS hazard statements	H302, H314, H317, H318, H335, H400, H412
GHS precautionary statements	P260, P261, P264, P270, P271, P272, P273, P280, P301+312, P301+330+331, P302+352, P303+361+353, P304+340, P305+351+338, P310, P312, P321, P330, P333+313, P363, P391, P403+233, P405, P501
Flash point	118 °C (244 °F; 391 K)
Related compounds
Related compounds	Chloroxylenol (4-chloro-3,5-dimethylphenol)
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

p-Chlorocresol is prepared by chlorination of m-cresol.[4][5]

Safety

With LD₅₀(oral, rat) of 5129 mg/kg, it is weakly toxic.[4]

See also

• Cresol

References

1. Susan C Smolinske (1992), Handbook of Food, Drug, and Cosmetic Excipients, p. 87
2. C. Glen Mayhall (2004), Hospital Epidemiology and Infection Control, p. 1741
3. Howard I. Maibach (2001), Toxicology of Skin, p. 339
4. Helmut Fiege; Heinz-Werner Voges; Toshikazu Hamamoto; Sumio Umemura; Tadao Iwata; Hisaya Miki; Yasuhiro Fujita; Hans-Josef Buysch; Dorothea Garbe (2007). "Phenol Derivatives". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a19_313.
5. Commission, British Pharmacopoeia (2009), "Phenoxyethanol", British Pharmacopoeia, 2, ISBN 978-0-11-322799-0