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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:
Molecular Weight:
357.22
UNSPSC Code:
12352002
NACRES:
NA.22
PubChem Substance ID:
EC Number:
217-218-9
Beilstein/REAXYS Number:
3599467
MDL number:
Assay:
98%
Form:
powder
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Quality Level

assay

98%

form

powder

reaction suitability

core: phosphonium, reaction type: C-C Bond Formation

mp

230-234 °C (lit.)

functional group

phosphine

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

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

hcodes

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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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