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Benzyltrimethylammonium bromide

Name: Benzyltrimethylammonium bromide
Brand: ALDRICH

97%, solid

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About This Item

Linear Formula:

C₆H₅CH₂N(Br)(CH₃)₃

CAS Number:

5350-41-4

Molecular Weight:

230.14

NACRES:

NA.22

PubChem Substance ID:

24848805

UNSPSC Code:

12352116

EC Number:

226-320-2

MDL number:

MFCD00011780

Beilstein/REAXYS Number:

3917251

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Properties

Product Name

Benzyltrimethylammonium bromide, 97%

Quality Level

200

assay

97%

form

solid

reaction suitability

core: ammonium

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

Description

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

GHS07

signalword

Warning

hcodes

H315,H319,H335

pcodes

P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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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

Rekha S and Seema K

Indian Journal of Chemistry, 41A, 541-546 (2002)