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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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Product Name

Cetyltrimethylammonium hydrogensulfate, 99%

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%

mp

250-260 °C (dec.) (lit.)

Quality Level

200

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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
BCBS6746V
BCBS2618V
BCBM4295V
BCBJ7033V
BCBJ0598V

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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)
Ahmet Gürses et al.
TheScientificWorldJournal, 2012, 270452-270452 (2013-02-01)
The aim of this study was the preparation of polyethylene oxide (PEO)/clay nanocomposites using organoclay produced via micellar adsorption of cethyltrimethyl ammonium bromide (CTAB) and their characterisation by X-ray diffraction (XRD), and Fourier transform infrared (FT-IR) spectra, and the investigation
Lin Wang et al.
Journal of hazardous materials, 244-245, 681-688 (2012-11-28)
Photocatalytic reduction of aqueous Cr(VI) was successfully achieved on nanostructured SnIn(4)S(8). The SnIn(4)S(8) particles with flower-like nanostructure were synthesized via a facile solvothermal method. UV-vis diffuse reflectance spectra (DRS) indicated that the SnIn(4)S(8) particles had strong absorption in visible region
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