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130079

Sigma-Aldrich

Methyltriphenylphosphonium bromide

98%

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Synonym(s):
TPMP, Triphenylmethylphosphonium bromide, triphenylmethylphosphonium bromide
Linear Formula:
CH3P(C6H5)3Br
CAS Number:
Molecular Weight:
357.22
Beilstein/REAXYS Number:
3599467
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

98%

form

powder

reaction suitability

reaction type: C-C Bond Formation

mp

230-234 °C (lit.)

SMILES string

[Br-].C[P+](c1ccccc1)(c2ccccc2)c3ccccc3

InChI

1S/C19H18P.BrH/c1-20(17-11-5-2-6-12-17,18-13-7-3-8-14-18)19-15-9-4-10-16-19;/h2-16H,1H3;1H/q+1;/p-1

InChI key

LSEFCHWGJNHZNT-UHFFFAOYSA-M

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1 of 4

This Item
157945347779150193
vibrant-m

130079

Methyltriphenylphosphonium bromide

vibrant-m

150193

Triphenylvinylphosphonium bromide

Quality Level

200

Quality Level

200

Quality Level

100

Quality Level

100

reaction suitability

reaction type: C-C Bond Formation

reaction suitability

reaction type: C-C Bond Formation

reaction suitability

reaction type: C-C Bond Formation

reaction suitability

reaction type: C-C Bond Formation

mp

230-234 °C (lit.)

mp

204-207 °C (lit.)

mp

157-159 °C (lit.)

mp

176-178 °C (lit.)

form

powder

form

powder

form

solid

form

-

Application

Used widely for methylenation via the Wittig reaction
Wittig olefination salt employed recently in a synthesis of an enyne which, via ring closing metathesis, provided a benzazepine ring system.

pictograms

Skull and crossbonesEnvironment

signalword

Danger

Hazard Classifications

Acute Tox. 3 Oral - Aquatic Chronic 2

Storage Class

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

wgk_germany

WGK 3

flash_point_f

464.0 °F

flash_point_c

> 240 °C

ppe

dust mask type N95 (US), Eyeshields, Gloves


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Customers Also Viewed

Fengling Cui et al.
Journal of pharmaceutical and biomedical analysis, 43(3), 1033-1038 (2006-12-23)
A method for the determination of bismuth in pharmaceutical products using methyltriphenylphosphonium bromide as a molecular probe based on the resonance light scattering (RLS) technique was developed. In the presence of Tween-20, bismuth reacts with a large excess of I(-)
Synlett, 2771-2771 (2006)
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Numerous new molecular targets for diseases are rapidly being identified and validated in the postgenomic era, urging scientists to explore novel techniques for accelerating molecular probe development. In this study, matrix-assisted laser desorption/ionization time-of-flight mass spectrometry (MALDI-TOF-MS) was investigated as
Tammie Bishop et al.
American journal of physiology. Regulatory, integrative and comparative physiology, 282(2), R372-R382 (2002-01-17)
Cells isolated from the hepatopancreas of estivating snails (Helix aspersa) have strongly depressed mitochondrial respiration compared with controls. Mitochondrial respiration was divided into substrate oxidation (which produces the mitochondrial membrane potential) and ATP turnover and proton leak (which consume it).

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