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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:
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

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

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)
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)
Yoshinori Iiguni et al.
Analytical sciences : the international journal of the Japan Society for Analytical Chemistry, 29(1), 35-39 (2013-01-11)
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
Tanja Mehling et al.
Journal of chromatography. A, 1273, 66-72 (2013-01-01)
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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