Quaternium-15

Cis/trans-Quaternium-15
Names
IUPAC name
1-(3-Chloroallyl)-3,5,7-triaza-1-azoniaadamantane chloride
Other names
  • Dowicil 75
  • Dowicil 100
  • Dowco 184
  • Dowicide Q
  • N-(3-chloroallyl) hexaminium chloride
  • hexamethylenetetramine chloroallyl chloride
  • 3,5,7-triaza-1-azoniaadamantane; 1-(3-chloroallyl)-chloride
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.102.448 Edit this at Wikidata
UNII
  • InChI=1S/C9H16ClN4.ClH/c10-2-1-3-14-7-11-4-12(8-14)6-13(5-11)9-14;/h1-2H,3-9H2;1H/q+1;/p-1 ☒N
    Key: UKHVLWKBNNSRRR-UHFFFAOYSA-M ☒N
  • InChI=1/C9H16ClN4.ClH/c10-2-1-3-14-7-11-4-12(8-14)6-13(5-11)9-14;/h1-2H,3-9H2;1H/q+1;/p-1
    Key: UKHVLWKBNNSRRR-REWHXWOFAS
  • C1N2CN3CN1C[N+](C2)(C3)CC=CCl.[Cl-]
Properties
C9H16Cl2N4
Molar mass 251.16 g·mol−1
Hazards
GHS labelling:
GHS02: FlammableGHS09: Environmental hazardGHS07: Exclamation markGHS08: Health hazard
H228, H302, H315, H317, H361, H411[1]
P210, P273, P280[1]
Safety data sheet (SDS) Sigma Aldrich[1]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)

Quaternium-15 (systematic name: hexamethylenetetramine chloroallyl chloride) is a quaternary ammonium salt that has been used as a surfactant and preservative. It acts as an antimicrobial agent because it slowly releases formaldehyde, which is a preservative with biocidal properties.

Both quaternium-15 and formaldehyde release agents have been the subjects of controversy. They are often banned in US and Europe.[2][3]

It can be found under a variety of names, including Dow Chemical Company: Dowicil 200 (cis isomer only), Dowicil 75 and Dowicil 100 (both a mix of cis and trans isomers).

  1. ^ a b c Sigma-Aldrich Co., 1-(cis-3-Chloroallyl)-3,5,7-triaza-1-azoniaadamantane chloride. Retrieved on 2014-10-07.
  2. ^ de Groot, Anton C.; White, Ian R.; Flyvholm, Mari-Ann; Lensen, Gerda; Coenraads, Pieter-Jan (2010). "Formaldehyde-releasers in cosmetics: relationship to formaldehyde contact allergy". Contact Dermatitis. 62 (1): 2–17. doi:10.1111/j.1600-0536.2009.01615.x. PMID 20136875. S2CID 39758546.
  3. ^ De Groot, Anton; Geier, Johannes; Flyvholm, Mari-Ann; Lensen, Gerda; Coenraads, Pieter-Jan (22 June 2010). "Formaldehyde-releasers: Relationship to formaldehyde contact allergy, Part 2: Metalworking fluids and remainder". Contact Dermatitis. 63 (3): 129–139. doi:10.1111/j.1600-0536.2010.01715.x. PMID 20573163. S2CID 28278068.