Didecyldimethylammonium chloride

Didecyldimethylammonium chloride
Names
Preferred IUPAC name
N-Decyl-N,N-dimethyldecan-1-aminium chloride
Other names
  • DDAC
  • Dimethyldidecylammonium chloride[1]
  • 1-Decanaminium[1]
  • N-decyl-N,N-dimethyl-, chloride[1]
  • Didecyldimethylammonium chloride[1]
  • Didecyl dimethyl ammonium chloride[1]
  • Quaternium-12[1]

Ammonium, didecyldimethyl-, chloride[1]

Identifiers
CAS Number
3D model (JSmol)
ChEMBL
ChemSpider
ECHA InfoCard 100.027.751
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PubChem CID
UNII
InChI
  • InChI=1S/C22H48N.ClH/c1-5-7-9-11-13-15-17-19-21-23(3,4)22-20-18-16-14-12-10-8-6-2;/h5-22H2,1-4H3;1H/q+1;/p-1 checkY
    Key: RUPBZQFQVRMKDG-UHFFFAOYSA-M checkY
  • InChI=1/C22H48N.ClH/c1-5-7-9-11-13-15-17-19-21-23(3,4)22-20-18-16-14-12-10-8-6-2;/h5-22H2,1-4H3;1H/q+1;/p-1
    Key: RUPBZQFQVRMKDG-REWHXWOFAJ
SMILES
  • [Cl-].C(CCCCC[N+](C)(CCCCCCCCCC)C)CCCC
Properties
Chemical formula
 C22H48ClN
Molar mass 362.08 g/mol
Appearance liquid[2]
Density 0.87 g/cm3 (20 °C)[2]
Pharmacology
D08AJ06 (WHO)
Hazards
Occupational safety and health (OHS/OSH):
Main hazards
 corrosive[2]
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

Didecyldimethylammonium chloride (DDAC) is an antiseptic/disinfectant that is used in many biocidal applications. It causes disruption of intermolecular interactions and dissociation of lipid bilayers. It is a broad spectrum bactericidal and fungicidal and can be used as disinfectant cleaner for linen, recommended for use in hospitals, hotels and industries. It is also used in gynaecology, surgery, ophthalmology, pediatrics, OT, and for the sterilization of surgical instruments, endoscopes and surface disinfection.

In mice this disinfectant was found to cause infertility and birth defects when combined with Alkyl (60% C14, 25% C12, 15% C16) dimethyl benzyl ammonium chloride (ADBAC),.[3][4] These studies contradict the older toxicology data set on quaternary ammonia compounds which was reviewed by the U.S. Environmental Protection Agency (U.S. EPA) and the EU Commission.[5]

See also

  • Dimethyldioctadecylammonium chloride – longer di-C18 analogue

References

  1. 1 2 3 4 5 6 7 "Didecyl dimethyl ammonium chloride", Household Products Database, US Department of Health and Human Services, 2016
  2. 1 2 3 Record of didecyldimethylammonium chloride in the GESTIS Substance Database of the Institute for Occupational Safety and Health, accessed on 2 November 2007.
  3. ↑ Brendan Maher (2008). "Lab disinfectant harms mouse fertility". Nature. 453 (7198): 964. doi:10.1038/453964a. PMID 18563110.
  4. ↑ Melin, Vanessa (2014). "Exposure to common quaternary ammonium disinfectants decreases fertility in mice". Reproductive Toxicology (Elmsford, N.Y.). NIH. 50: 163–170. doi:10.1016/j.reprotox.2014.07.071. PMC 4260154. PMID 25483128.
  5. ↑ Office of Prevention, Pesticides and Toxic Substances, US EPA (August 2006). "Reregistration Eligibility Decision for Aliphatic Alkyl Quaternaries (DDAC)". Epa739-R-06-008.{{cite journal}}: CS1 maint: multiple names: authors list (link)


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