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374598

Sigma-Aldrich

Cetyltrimethylammonium hydrogensulfate

99%

Synonym(s):

CTAHSO4, Hexadecyltrimethylammonium hydrogen sulfate

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About This Item

Linear Formula:
CH3(CH2)15N(HSO4)(CH3)3
CAS Number:
Molecular Weight:
381.61
EC Number:
MDL number:
UNSPSC Code:
12352107
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

99%

mp

250-260 °C (dec.) (lit.)

SMILES string

OS([O-])(=O)=O.CCCCCCCCCCCCCCCC[N+](C)(C)C

InChI

1S/C19H42N.H2O4S/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(2,3)4;1-5(2,3)4/h5-19H2,1-4H3;(H2,1,2,3,4)/q+1;/p-1

InChI key

UCRJJNVFJGKYQT-UHFFFAOYSA-M

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Application

Cetyltrimethylammonium hydrogensulfate is commonly used as a surfactant for organic transformation in the aqueous medium.
Some of the applications include:
  • Rhodium(I)-catalyzed asymmetric hydrogenation of (Z)-methyl-α-acetamidocinnamate.
  • Asymmetric palladium-catalyzed alkylation of 1,3-diphenyl-2-propenyl acetate with dimethyl malonate.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Influence of different types of amphiphiles on the rhodium (I) complex-catalyzed asymmetric hydrogenation of (Z)-methyl-α-acetamidocinnamate in aqueous medium
Grassert I, et al.
Tetrahedron, 49(30), 6605-6612 (1993)
Micellar effects upon oxidation of organic sulfides by anionic oxidants
Bacaloglu R, et al.
Journal of Physical Organic Chemistry, 5(4), 171-178 (1992)
Catalytic asymmetric alkylation in water in the presence of surfactants
Sinou D, et al.
advanced synthesis and catalysis, 345(3), 357-363 (2003)
Qin Zhou et al.
Chemosphere, 90(9), 2461-2466 (2012-12-12)
The hexadecyltrimethylammonium bromide (HDTMAB) immobilized hollow mesoporous silica spheres were prepared for the efficient removal of perfluorooctane sulfonate (PFOS) from aqueous solution. Besides the traditional sorption behavior including sorption kinetics as well as effect of solution pH and temperature, the
Zaheer Khan et al.
Colloids and surfaces. B, Biointerfaces, 104, 11-17 (2013-01-10)
Upon addition of tetrachloroauric(III) (HAuCl(4)) to a solution of cetyltrimethylammonium bromide (CTAB), a perfect transparent yellow colored and yellowish-precipitate appears within the time of mixing, indicating the formation of a complex between HAuCl(4) and CTAB. Morphology of gold nanoparticles in

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