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Sigma-Aldrich

Cetyltrimethylammonium hydrogensulfate

99%

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Synonym(s):
CTAHSO4, Hexadecyltrimethylammonium hydrogen sulfate
Linear Formula:
CH3(CH2)15N(HSO4)(CH3)3
CAS Number:
68214-07-3
Molecular Weight:
381.61
EC Number:
269-286-4
MDL number:
MFCD00134393
UNSPSC Code:
12352107
PubChem Substance ID:
24863318
NACRES:
NA.22

Quality Level

200

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.

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Catalytic asymmetric alkylation in water in the presence of surfactants
Sinou D, et al.
advanced synthesis and catalysis, 345(3), 357-363 (2003)
Micellar effects upon oxidation of organic sulfides by anionic oxidants
Bacaloglu R, et al.
Journal of Physical Organic Chemistry, 5(4), 171-178 (1992)
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)
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By using the electromagnetophoretic migration technique with permanent magnets, the electromagnetophoretic migration velocimetry in a droplet-based system was demonstrated for organic droplets dispersed in an aqueous solution. Migration of 2-fluorotoluene droplets with a diameter of 8 - 16 μm dispersed
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Several methods for the description of the retention behavior in micellar liquid chromatography (MLC) were described previously. Thereby, the most common are the linear solvation energy relationships (LSER). However, for the evaluation of the LSER, a number of experimental data
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