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
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.000.392
EC Number
  • 200-431-6
KEGG
RTECS number
  • GO7100000
UNII
UN number 2669
Properties
C7H7ClO
Molar mass 142.58 g·mol−1
Appearance White/pink solid
Odor Phenolic
Density 1.37 g/cm3 (20 °C)
Melting point 55.55 °C (131.99 °F; 328.70 K)
Boiling point 235 °C (455 °F; 508 K)
3.8 g/l at 20 °C (in water)
Hazards
GHS pictograms
GHS Signal word Danger
H302, H314, H317, H318, H335, H400, H412
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

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
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