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Merck
CN

228982

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
UNSPSC Code:
12352107
NACRES:
NA.22
PubChem Substance ID:
24853719
EC Number:
200-300-3
Beilstein/REAXYS Number:
3917255
MDL number:
MFCD00011782

Key Documents

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Product Name

Benzyltrimethylammonium chloride, 97%

InChI key

KXHPPCXNWTUNSB-UHFFFAOYSA-M

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

SMILES string

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

assay

97%

mp

239 °C (dec.) (lit.)

Quality Level

200

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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

signalword

Danger

Hazard Classifications

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

Storage Class

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

wgk

WGK 2

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCCN9446
BCCM5849
BCCH2063
BCCJ3151
BCCC3511

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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)
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)
Kathrin Müller et al.
Analytical and bioanalytical chemistry, 412(20), 4867-4879 (2020-03-05)
Matrix effects have been shown to be very pronounced and highly variable in the analysis of mobile chemicals, which may severely exacerbate accurate quantification. These matrix effects, however, are still scarcely studied in combination with hydrophilic interaction liquid chromatography (HILIC)
Purushothaman Gopinath et al.
The Journal of organic chemistry, 74(16), 6291-6294 (2009-07-22)
An efficient protocol is reported for the synthesis of thioesters from carboxylic acids with use of acyloxy phosphonium salts as intermediates and benzyltriethylammonium tetrathiomolybdate as the sulfur transfer reagent.
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