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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

Quality Level

200

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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Sigma-Aldrich

B32602

Benzyltrimethylammonium hydroxide solution

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)
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)
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)
J M Sanders et al.
Xenobiotica; the fate of foreign compounds in biological systems, 25(3), 303-313 (1995-03-01)
1. Benzyltrimethylammonium chloride (BTMAC)-derived radioactivity was rapidly eliminated from the F344 rat and the B6C3F1 mouse following p.o. administration of 0.63-63 mg/kg of [ring-U-14C] BTMAC. Greater than 90% of the radioactivity was excreted in urine and faeces within 24-h post-dosing.
Li Zaijun et al.
Journal of AOAC International, 90(4), 1191-1196 (2007-09-01)
The ionic liquid 1-butyl-3-trimethylsilylimidazolium hexafluorophosphate, abbreviated as [C4tmsim][PF6], was developed as a novel medium for liquid-liquid extraction of lead(II) in water, in which dithizone was used as a metal chelator to form a neutral lead-dithizone complex. Under optimal conditions, the
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