All Photos(4)

228982

Sigma-Aldrich

Benzyltrimethylammonium chloride

97%

Linear Formula:
C6H5CH2N(Cl)(CH3)3
CAS Number:
Molecular Weight:
185.69
Beilstein:
3917255
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

97%

mp

239 °C (dec.) (lit.)

SMILES string

[Cl-].C[N+](C)(C)Cc1ccccc1

InChI

1S/C10H16N.ClH/c1-11(2,3)9-10-7-5-4-6-8-10;/h4-8H,9H2,1-3H3;1H/q+1;/p-1

InChI key

KXHPPCXNWTUNSB-UHFFFAOYSA-M

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Application

Benzyltrimethylammonium chloride can be used as a phase catalyst in:
  • The synthesis of alkyl and aryl sulfonamides from thiols and disulfides in the presence of 1,3-dichloro-5,5-dimethylhydantoin (DCH).
  • The selective oxidation of benzyl alcohol to benzaldehyde using hydrogen peroxide as oxidant.
  • The esterification reaction of ethanol and lauric acid.

Packaging

50, 250 g in poly bottle
1 kg in poly bottle

Pictograms

Skull and crossbonesHealth hazard

Signal Word

Danger

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 3 Oral - Acute Tox. 4 Inhalation - Aquatic Chronic 3 - Muta. 2

Storage Class Code

6.1D - Non-combustible, acute toxic Cat.3 / toxic hazardous materials or hazardous materials causing chronic effects

WGK

WGK 2

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

Certificate of Analysis

Certificate of Origin

Convenient one-pot Synthesis of sulfonamides from thiols and disulfides using 1, 3-dichloro-5, 5-dimethylhydantoin (DCH)
Veisi Hojat
Bull. Korean Chem. Soc., 33(2), 383-386 (2012)
Kinetics of the reaction of ethanol and lauric acid catalyzed by deep eutectic solvent based on benzyltrimethylammonium chloride
Li Kun, et al.
The Canadian Journal of Chemical Engineering, 97(5), 1144-1151 (2019)
Selective oxidation of benzyl alcohol with hydrogen peroxide over reaction-controlled phase-transfer catalyst
Weng Z, et al.
Catalysis Communications, 8(10), 1493-1496 (2007)
M De Amici et al.
Il Farmaco; edizione scientifica, 42(6), 409-424 (1987-06-01)
The results of a pharmacological investigation on a series of meta-substituted benzyltrimethylammonium salts possessing an antimuscarinic activity are reported. Correlative analysis shows that the pharmacodynamic activity is a function of the hydrophobic-lipophilic parameter associated with the substituent.
R Daniel Peluffo et al.
The Journal of general physiology, 123(3), 249-263 (2004-02-26)
The effects of organic quaternary amines, tetraethylammonium (TEA) chloride and benzyltriethylammonium (BTEA) chloride, on Na,K pump current were examined in rat cardiac myocytes superfused in extracellular Na(+)-free solutions and whole-cell voltage-clamped with patch electrodes containing a high Na(+)-salt solution. Extracellular

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