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Merck

374598

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
NACRES:
NA.22
PubChem Substance ID:
24863318
UNSPSC Code:
12352107
EC Number:
269-286-4
MDL number:
MFCD00134393

Key Documents

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InChI key

UCRJJNVFJGKYQT-UHFFFAOYSA-M

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

SMILES string

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

assay

99%

Quality Level

200

form

crystalline

mp

250-260 °C (dec.) (lit.)

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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

11 - Combustible Solids

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2

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Certificates of Analysis (COA)

Lot/Batch Number
BCCN9169
BCBS6746V
BCBS2618V
BCBM4295V
BCBJ7033V

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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)
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
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
View All Related Papers

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