Hexachlorophene

Hexachlorophene
Skeletal formula of hexachlorophene
Ball-and-stick model of the hexachlorophene molecule
Clinical data
Trade namespHisoHex, Gamophen, Septisol, Turgex, Germa-Medica, Hexachlorophane, Almederm
ATC code
Legal status
Legal status
  • US: ℞-only for human use
  • Rx-only for human use
Identifiers
  • 2,2'-methylenebis(3,4,6-trichlorophenol)-3,4,6-trichloro-2-[(2,3,5-trichloro-6-hydroxyphenyl)methyl]phenol
CAS Number
PubChem CID
DrugBank
ChemSpider
UNII
KEGG
ChEBI
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard100.000.667 Edit this at Wikidata
Chemical and physical data
FormulaC13H6Cl6O2
Molar mass406.89 g·mol−1
3D model (JSmol)
Density1.71 g/cm3
Melting point163 to 165 °C (325 to 329 °F)
Boiling point471 °C (880 °F)
  • C1=C(C(=C(C(=C1Cl)Cl)CC2=C(C(=CC(=C2Cl)Cl)Cl)O)O)Cl
  • InChI=1S/C13H6Cl6O2/c14-6-2-8(16)12(20)4(10(6)18)1-5-11(19)7(15)3-9(17)13(5)21/h2-3,20-21H,1H2
  • Key:ACGUYXCXAPNIKK-UHFFFAOYSA-N

Hexachlorophene, also known as Nabac, is an organochlorine compound that was once widely used as a disinfectant. The compound occurs as a white odorless solid, although commercial samples can be off-white and possess a slightly phenolic odor. It is insoluble in water but dissolves in acetone, ethanol, diethyl ether, and chloroform. In medicine, hexachlorophene is useful as a topical anti-infective and anti-bacterial agent. It is also used in agriculture as a soil fungicide, plant bactericide, and acaricide.[1]

  1. ^ Fiege H, Voges HM, Hamamoto T, Umemura S, Iwata T, Miki H, et al. (2000). "Phenol Derivatives". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a19_313. ISBN 3-527-30673-0.