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Methyltriphenylphosphonium bromide

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Catalog Number

ACM1779493

Product Name

Structure

CAS

1779-49-3

Product Overview
Usage
Reviews

Synonyms

Triphenylmethylphosphonium Bromide

IUPAC Name

methyl(triphenyl)phosphanium;bromide

Molecular Weight

357.22

Molecular Formula

C19H18BrP

Canonical SMILES

C[P+](C1=CC=CC=C1)(C2=CC=CC=C2)C3=CC=CC=C3.[Br-];

InChI

LSEFCHWGJNHZNT-UHFFFAOYSA-M

InChI Key

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

Melting Point

230-234 °C(lit.)

Flash Point

>240 °C

Purity

98%

Appearance

Solid

Complexity

235

Covalently-Bonded Unit Count

EC Number

217-218-9

Exact Mass

356.033g/mol

H-Bond Acceptor

Heavy Atom Count

Isomeric SMILES

C[P+](C1=CC=CC=C1)(C2=CC=CC=C2)C3=CC=CC=C3.[Br-]

Monoisotopic Mass

356.033g/mol

NSC Number

102058

Physical State

Off-white solid

Rotatable Bond Count

Topological Polar Surface Area

0A^2

UNII

LW2UZ3E9EG

Application

Methyltriphenylphosphonium bromide serves multiple roles in both scientific and industrial applications. As a lipophilic, organophosphorus compound, this white powder functions as a phase-transfer catalyst (PTC) that facilitates the delivery of molecules to specific cell components, showcasing potential as an antineoplastic agent. In the realm of organic synthesis, it acts as a precursor and solvent, particularly in the methylenation process through the Wittig reaction, aiding in the synthesis of compounds like enyne and 9-isopropenyl-phenanthrene using sodium amide as a reagent. Moreover, its reliability in research and calibration is accentuated in its use as a standard substance for the Mettler-Toledo melting point instrument, where it ensures accuracy across multiple iterations calibrated against primary standards, validated by the Capillary method as outlined by the European Pharmacopeia (2.2.14).

February 4, 2025

Highly Effective PTC Catalyst for Research Applications

Methyltriphenylphosphonium bromide is excellent in organic synthesis for methylenation via the Wittig reaction. Reliable for delivering molecules to cell components, it's a valuable asset in our biochemical research.

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CAS
Size
Purity
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1779-49-3
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98%
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