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147117

Sigma-Aldrich

Benzyltrimethylammonium bromide

97%

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About This Item

Fórmula lineal:
C6H5CH2N(Br)(CH3)3
Número de CAS:
5350-41-4
Peso molecular:
230.14
Beilstein/REAXYS Number:
3917251
EC Number:
226-320-2
MDL number:
MFCD00011780
UNSPSC Code:
12352116
PubChem Substance ID:
24848805
NACRES:
NA.22

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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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
GHS07

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

Certificados de análisis (COA)

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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
Kassaee MZ, et al.
Acta Chimica Slovenica, 51, 743-750 (2004)
Benzyltrimethylammonium fluorochromate (VI): a novel, efficient and selective oxidant
Rekha S and Seema K
Indian Journal of Chemistry, 41A, 541-546 (2002)
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
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