Hexadecyltrimethylammonium bromide

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Hexadecyltrimethylammonium bromide

Hexadecyltrimethylammonium bromide

Chemical name Hexadecyltrimethylammonium bromide
Other names cetrimonium bromide
cetyl trimethyl ammonium bromide
CTAB
N,N,N-trimethylhexadecanammonium bromide
Chemical formula C19H42BrN
Molecular mass 364.48 g/mol
CAS number [57-09-0]
Melting point 237-243 °C
SMILES CCCCCCCCCCCCCCCC[N](C)(C)C.[Br-]
Disclaimer and references

Hexadecyltrimethylammonium bromide ((C16H33)N(CH3)3Br) is one of the components of the topical antiseptic cetrimide. The hexadecyltrimethylammmonium (or "cetrimonium") cation is an effective antiseptic agent against bacteria and fungi.

It is a cationic surfactant. Its uses include providing a buffer solution for the extraction of DNA. It is also widely used in hair conditioning products.

As any surfactant, it forms micelles in aqueous solutions. At 303 K (30 °C) it forms micelles with aggregation number 75-120 (depending on method of determination, usually avg. ~95) and degree of ionization α (fractional charge) 0.2 - 0.1 (from low to high concentration).

Standard constant of Br- counterion binding to the micelle at 303 K (30 °C), calculated from Br- and CTA+ ion selective electrode measurements and conductometry data by using literature data for micelle size (r = ~3 nm), extrapolated to the critical micelle concentration is K° ≈ 400 (it varies with total surfactant concentration so it is extrapolated to the point at which the concentration of micelles is zero).

The closely related compounds cetrimonium chloride and cetrimonium stearate are also used as topic antiseptics, and may be found in many household products such as shampoos and cosmetics.

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