Dimethyldioctadecylammonium chloride

Dimethyldioctadecylammonium chloride (also commonly distearyl dimethyl ammonium chloride or distearyldimonium chloride) is an organic compound classified as quaternary ammonium salt. The nitrogen center substituted with two methyl groups and two stearyl groups. The combination of long-chain hydrocarbon groups and the cationic ammonium confers surfactant- or a detergent-like properties. For professional use only, it can be found in many wares-and-equipment sanitizers as well as cleaner/sanitizer combinations that are standard in the foodservice industry – it was once a major component of fabric softeners, but has been largely phased out because of its low biodegradability.[1] In household products, it may also be found as an ingredient in cosmetics and hair conditioners in which it is added primarily for its antistatic effects.[2] It is also used in organic synthesis as a phase transfer catalyst to increase reaction rates in a two-phase organic-water system.

Dimethyldioctadecylammonium chloride
Names
Preferred IUPAC name
N,N-Dimethyl-N-octadecyloctadecan-1-aminium chloride
Other names
Dimethyldioctadecylammonium chloride, or; Distearyl dimethyl ammonium chloride; Aliquot 207, DDAC, distearyldimonium chloride, DSDMAC
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.003.190
UNII
  • InChI=1S/C38H80N.ClH/c1-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39(3,4)38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-2;/h5-38H2,1-4H3;1H/q+1;/p-1 checkY
    Key: REZZEXDLIUJMMS-UHFFFAOYSA-M checkY
  • InChI=1/C38H80N.ClH/c1-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39(3,4)38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-2;/h5-38H2,1-4H3;1H/q+1;/p-1
    Key: REZZEXDLIUJMMS-REWHXWOFAC
  • [Cl-].C(CCCCC[N+](C)(CCCCCCCCCCCCCCCCCC)C)CCCCCCCCCCCC
Properties
C38H80ClN
Molar mass 586.52 g·mol−1
Melting point 160 °C (320 °F; 433 K)
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

See also

References
  1. E. Smulders, E. Sung "Laundry Detergents, 2. Ingredients and Products" in Ullmann's Encyclopedia of Industrial Chemistry, Wiley-VCH, Weinheim, 2012. doi:10.1002/14356007.o15_013
  2. Distearyldimonium chloride in the Consumer Product Information Database
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