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147117

Sigma-Aldrich

Benzyltrimethylammonium bromide

97%

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Linear Formula:
C6H5CH2N(Br)(CH3)3
CAS Number:
Molecular Weight:
230.14
Beilstein/REAXYS Number:
3917251
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

97%

form

solid

mp

230-232 °C (lit.)

SMILES string

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

InChI

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

InChI key

UUZYBYIOAZTMGC-UHFFFAOYSA-M

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This Item
347604228982146552
Benzyltrimethylammonium bromide 97%

147117

Benzyltrimethylammonium bromide

Benzyltrimethylammonium chloride 97%

228982

Benzyltrimethylammonium chloride

Benzyltriethylammonium chloride 99%

146552

Benzyltriethylammonium chloride

form

solid

form

solid

form

-

form

solid

mp

230-232 °C (lit.)

mp

210 °C (dec.) (lit.)

mp

239 °C (dec.) (lit.)

mp

190-192 °C (dec.) (lit.)

Application

Benzyltrimethylammonium bromide (BTMAB) can be used as a starting material for the synthesis of benzyltrimethylammonium fluorochromate (BTMAFC) by treating with an aqueous solution of CrO3 and HF. BTMAFC can be utilized as an efficient oxidizing reagent for the selective oxidation of oximes into ketones or aldehydes, and primary, secondary, allylic as well as benzylic alcohols to their corresponding carbonyl compounds.

BTMAB can be also used as:      
  • An oxidizing reagent for the conversion of monosubstituted benzylamines into corresponding aldimines in the presence of DMSO.      
  • A benzylating reagent for the benzylation of aryl amide C-H bond using Ni catalyst.

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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Benzyltrimethylammonium fluorochromate (VI): a novel, efficient and selective oxidant
Rekha S and Seema K
Indian Journal of Chemistry, 41A, 541-546 (2002)
Nickel-Catalyzed Benzylation of C- H Bonds in Aromatic Amides with Benzyltrimethylammonium Halides
Sasagawa A, et al.
Israel Journal of Chemistry, 57(10-11), 964-967 (2017)
Benzyltrimethylammonium fluorochromate (VI): a novel, efficient and selective oxidant
Kassaee MZ, et al.
Acta Chimica Slovenica, 51, 743-750 (2004)
Herman Odens et al.
Chemical & pharmaceutical bulletin, 62(9), 933-936 (2014-09-02)
Fatty acid synthase (FASN) is the enzyme that synthesizes fatty acids de novo in human cells. Although FASN is generally expressed at low levels in most normal tissues, its expression is highly upregulated in many cancers. Consistent with this notion
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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