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228982

Sigma-Aldrich

Benzyltrimethylammonium chloride

97%

Synonym(s):

Amberlite IRC 178(Cl), Benzyltrimethylammonium chloride (6CI), Trimethylbenzylammonium chloride

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About This Item

Linear Formula:
C6H5CH2N(Cl)(CH3)3
CAS Number:
56-93-9
Molecular Weight:
185.69
Beilstein:
3917255
EC Number:
200-300-3
MDL number:
MFCD00011782
UNSPSC Code:
12352107
PubChem Substance ID:
24853719
NACRES:
NA.22

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.

Pictograms

Skull and crossbonesHealth hazard
GHS06,GHS08

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

Certificates of Analysis (COA)

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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)
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)
L Sangeetha Vedula et al.
Archives of biochemistry and biophysics, 466(2), 260-266 (2007-08-07)
Trichodiene synthase is a terpenoid cyclase that catalyzes the cyclization of farnesyl diphosphate (FPP) to form the bicyclic sesquiterpene hydrocarbon trichodiene (89%), at least five sesquiterpene side products (11%), and inorganic pyrophosphate (PP(i)). Incubation of trichodiene synthase with 2-fluorofarnesyl diphosphate
Lena Edström et al.
Journal of chromatography. A, 1218(15), 1966-1973 (2010-10-05)
It has recently been demonstrated, using mathematical models, how peculiar overloaded band profiles of basic compounds are due to the local pH in the column when using low capacity buffers. In this study, overloaded peak shapes resulting after injection of
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