Skip to Content
Merck
All Photos(1)

Key Documents

147117

Sigma-Aldrich

Benzyltrimethylammonium bromide

97%

Sign Into View Organizational & Contract Pricing


About This Item

Linear Formula:
C6H5CH2N(Br)(CH3)3
CAS Number:
Molecular Weight:
230.14
Beilstein:
3917251
EC Number:
MDL number:
UNSPSC Code:
12352116
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

Looking for similar products? Visit Product Comparison Guide

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

Signal Word

Warning

Hazard Statements

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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
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

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service