4-chloro-3-methylphenol

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Structural formula
Structure of 4-chloro-3-methylphenol
General
Surname 4-chloro-3-methylphenol
other names
  • Chlorocresol
  • Chlorocresol ( INN , Ph.Eur. )
  • Orthochlorocresol
  • p -Chlor- m -cresol
  • PCMC
  • 2-chloro-5-hydroxytoluene
  • P-CHLORO-M-CRESOL ( INCI )
Molecular formula C 7 H 7 ClO
Brief description

colorless to yellowish solid with a phenol-like odor

External identifiers / databases
CAS number 59-50-7
EC number 200-431-6
ECHA InfoCard 100,000,392
PubChem 1732
Wikidata Q302865
properties
Molar mass 142.58 g mol −1
Physical state

firmly

density

1.37 g cm −3 (20 ° C)

Melting point

68 ° C

boiling point

235 ° C

Vapor pressure

7 hPa (100 ° C)

solubility
safety instructions
GHS hazard labeling from  Regulation (EC) No. 1272/2008 (CLP) , expanded if necessary
05 - Corrosive 07 - Warning 09 - Dangerous for the environment

danger

H and P phrases H: 302-314-317-335-410
P: ?
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

4-chloro-3-methylphenol (often just chlorocresol ) is a chemical compound that belongs to the group of chloromethylphenols and is mainly used as a disinfectant and preservative .

Chemical properties

4-chloro-3-methylphenol is a chlorinated cresol (or methylphenol) and thus belongs to the group of chloromethylphenols . It is a phenol derivative again.

Antiseptic effect

4-chloro-3-methylphenol has a wide range of microbiostatic and microbiocidal effects. It has a microbioastatic effect, for example, on Staphylococcus aureus , Escherichia coli , Pseudomonas aeruginosa , Candida albicans and Aspergillus Niger . It also has an inhibitory effect against bacterial spores and viruses .

Skin tolerance

4-chloro-3-methylphenol is described as "very skin-friendly". It is a weak allergen and has low acute toxicity . There is no evidence of mutagenicity .

use

4-chloro-3-methylphenol has a wide range of uses as a disinfectant , despite its sensitizing properties (allergenic) . Together with other phenolic active ingredients, it is used in preparations for hygienic hand disinfection . It is used as a preservative in pharmaceutical products and cosmetics .

When preserving leather , it is used as a substitute for pentachlorophenol , which has been banned since 1989 . But it can also occur in textiles, glue, paints, adhesives and inks. It is also used as an intermediate in the manufacture of herbicides .

In medicine, it is also used for tumor-related pain for neurolysis in the spine area.

safety instructions

PCMC irritates the skin and mucous membranes and causes sensitization (allergic contact dermatitis ). Burning can produce highly toxic substances ( phosgene ).

literature

  • Dangerous substances magazine 03/2002, p. 95.

Individual evidence

  1. ↑ Entry on P-CHLORO-M-CRESOL in the CosIng database of the EU Commission, accessed on December 28, 2019.
  2. ↑ a b c d e f g Entry on 4-chloro-m-cresol in the GESTIS substance database of the IFA , accessed on November 15, 2019(JavaScript required) .
  3. ↑ a b WHO; International Pharmacopoeia 2006 ; ISBN 978-92-4-156301-7 ( limited preview in Google Book Search).
  4. ↑ Entry on chlorocresol in the Classification and Labeling Inventory of the European Chemicals Agency (ECHA), accessed on November 15, 2019. Manufacturers or distributors can expand the harmonized classification and labeling .
  5. ↑ a b c Axel Kramer, D. Gröschel, P. Heeg, V. Hingst, Hans Lippert , M. Rotter, W. Weuffen (eds.): Klinische Antiseptik , Springer-Verlag, 1993; P. 44. ISBN 9783642777158 .

Web links

Commons : Chlorocresol  - Collection of pictures, videos and audio files