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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)
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
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
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