Didecyldimethylammonium chloride

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.

Didecyldimethylammonium chloride

Names
IUPAC name didecyl-dimethylammonium 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	7173-51-5^Y
3D model (JSmol)	Interactive image
ChEMBL	ChEMBL224987^Y
ChemSpider	22027^Y
ECHA InfoCard	100.027.751
PubChem CID	23558
UNII	JXN40O9Y9B^Y
CompTox Dashboard (EPA)	DTXSID9032537
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^Y Key: RUPBZQFQVRMKDG-UHFFFAOYSA-M^Y 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/cm^3 (20 °C)[2]
Pharmacology
ATC code	D08AJ06 (WHO)
Hazards
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

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. "Didecyl dimethyl ammonium chloride", Household Products Database, US Department of Health and Human Services, 2016
2. 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.CS1 maint: multiple names: authors list (link)