- Chloroxylenol
-
Chloroxylenol 
Systematic name4-Chloro-3,5-dimethylphenol[1]Identifiers CAS number 88-04-0 
PubChem 2723 ChemSpider 21106017 UNII 0F32U78V2Q EC number 201-793-8 KEGG D03473 MeSH chloroxylenol ChEMBL CHEMBL398440 
RTECS number ZE6850000 ATC code D08 Beilstein Reference 1862539 Jmol-3D images Image 1
Image 2- Cc1cc(O)cc(C)c1Cl
CC1=CC(O)=CC(C)=C1Cl
- InChI=1S/C8H9ClO/c1-5-3-7(10)4-6(2)8(5)9/h3-4,10H,1-2H3
Key: OSDLLIBGSJNGJE-UHFFFAOYSA-N
InChI=1/C8H9ClO/c1-5-3-7(10)4-6(2)8(5)9/h3-4,10H,1-2H3
Key: OSDLLIBGSJNGJE-UHFFFAOYAY
Properties Molecular formula C8H9ClO Molar mass 156.61 g mol−1 Exact mass 156.034192617 g mol-1 Melting point 114-116 °C, 387-389 K, 237-241 °F
log P 3.377 Acidity (pKa) 9.76 Basicity (pKb) 4.24 Hazards GHS pictograms 
GHS signal word WARNING GHS hazard statements H302, H315, H317, H319 GHS precautionary statements P280, P305+351+338 EU Index 604-038-00-4 EU classification 
XnR-phrases R22, R36/38, R43 S-phrases (S2), S24, S37 Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) Infobox references Chloroxylenol (4-chloro-3,5-dimethylphenol) is an antimicrobial chemical compound used to control bacteria, algae, and fungi in adhesives, emulsions, paints, and wash tanks.[2] It is also commonly used in antibacterial soaps such as Dettol and ointments, such as the now discontinued Medicated Vaseline.[3] Studies have shown a low anti microbial activity which is enhanced by additives. Its antibacterial action is due to disruption of cell membrane potentials.[4]
Chloroxylenol is not significantly toxic to humans and other mammals, is practically non-toxic to birds, moderately toxic to freshwater invertebrates and highly toxic to fish.[2] It is a mild skin irritant and may trigger allergic reactions in some individuals. Cross sensitivity with chlorocresol is common.[3]
References
- ^ "chloroxylenol - Compound Summary". PubChem Compound. USA: National Center for Biotechnology Information. 25 March 2005. Identification and Related Records. http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?cid=2723&loc=ec_rcs. Retrieved 7 October 2011.
- ^ a b http://www.epa.gov/oppsrrd1/REDs/factsheets/3045fact.pdf
- ^ a b Ascenzi, Joseph M. (1996). "Chloroxylenol: an old-new antimicrobial". Handbook of disinfectants and antiseptics. New York: M. Dekker. ISBN 9780824795245. http://books.google.com/?id=tFPW4D70BmgC&pg=PA265.
- ^ Aly, R; Malbach, H (1988). "Comparative antibacterial efficacy of a 2-minute surgical scrub with chlorhexidine gluconate, povidone-iodine, and chloroxylenol sponge-brushes". American Journal of Infection Control 16 (4): 173–7. doi:10.1016/0196-6553(88)90029-6. PMID 3189943.
External links
Antiseptics and disinfectants (D08) Acridine derivatives Ethacridine lactate • 9-Aminoacridine • EuflavineBiguanides and amidines Phenol and derivatives Nitrofuran derivatives NitrofurazoneIodine products Iodine/octylphenoxypolyglycolether • Povidone-iodine# • DiiodohydroxypropaneQuinoline derivatives Quaternary ammonium compounds Mercurial products Silver compounds Alcohols Other #WHO-EM. ‡Withdrawn from market. Clinical trials: †Phase III. §Never to phase III Categories:- Antifungals
- Antiseptics
- Phenols
- Organochlorides
- Cc1cc(O)cc(C)c1Cl
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