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Merck

130079

Methyltriphenylphosphonium bromide

98%

Synonym(s):

TPMP, Triphenylmethylphosphonium bromide, triphenylmethylphosphonium bromide

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About This Item

Linear Formula:
CH3P(C6H5)3Br
CAS Number:
1779-49-3
Molecular Weight:
357.22
UNSPSC Code:
12352002
NACRES:
NA.22
PubChem Substance ID:
24847941
EC Number:
217-218-9
Beilstein/REAXYS Number:
3599467
MDL number:
MFCD00011804
Assay:
98%
Form:
powder

Key Documents

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InChI key

LSEFCHWGJNHZNT-UHFFFAOYSA-M

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

SMILES string

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

assay

98%

form

powder

reaction suitability

reaction type: C-C Bond Formation

mp

230-234 °C (lit.)

functional group

phosphine

Quality Level

200

Related Categories

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
GHS06,GHS09

signalword

Danger

hcodes

H301,H411

Hazard Classifications

Acute Tox. 3 Oral - Aquatic Chronic 2

wgk

WGK 3

flash_point_f

>464.0 °F

flash_point_c

> 240 °C

ppe

dust mask type N95 (US), Eyeshields, Gloves

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

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Certificates of Analysis (COA)

Lot/Batch Number
0000522779
0000522779
0000522783
0000522783
BCCP0498

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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)
Brian D Fink et al.
The Journal of pharmacology and experimental therapeutics, 342(3), 709-719 (2012-06-05)
Mitochondrial-targeted analogs of coenzyme Q (CoQ) are under development to reduce oxidative damage induced by a variety of disease states. However, there is a need to understand the bioenergetic effects of these agents and whether or not these effects are
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).
Abhijit Mukhopadhyay et al.
Advanced drug delivery reviews, 59(8), 729-738 (2007-07-31)
Mitochondria is where the bulk of the cell's ATP is produced. Mutations occur to genes coding for members of the complexes involved in energy production. Some are a result of damages to nuclear coded genes and others to mitochondrial coded
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