5044-52-0

Basic information

• Product Name: VINYLTRIPHENYLPHOSPHONIUM BROMIDE
• Synonyms: VINYLTRIPHENYLPHOSPHONIUM BROMIDE;TRIPHENYLVINYLPHOSPHONIUM BROMIDE;SCHWEIZER'S REAGENT;Schweizers;Schweizer'sReagent~Triphenylvinylphosphoniumbromide;Vinyltriphenylphosphoniumbromide,97%;Vinylteriphenylphosphonium bromide;Phosphonium, ethenyltriphenyl-, bromide
• CAS NO: 5044-52-0
• Molecular Formula: Br*C₂₀H₁₈P
• Molecular Weight: 369.23
• EINECS: 225-740-3
• Product Categories: Phosphonium Compounds;Synthetic Organic Chemistry;Wittig & Horner-Emmons Reaction;Wittig Reaction
• Mol File: 5044-52-0.mol
• Article Data: 2

Chemical Properties

• Melting Point: 176-178 °C(lit.)
• Appearance: /solid
• Storage Temp.: 2-8°C
• Sensitive: Light Sensitive & Hygroscopic
• BRN: 4168860
• CAS DataBase Reference: VINYLTRIPHENYLPHOSPHONIUM BROMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: VINYLTRIPHENYLPHOSPHONIUM BROMIDE(5044-52-0)
• EPA Substance Registry System: VINYLTRIPHENYLPHOSPHONIUM BROMIDE(5044-52-0)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 22-24/25
• WGK Germany: 3
• Hazardous Substances Data: 5044-52-0(Hazardous Substances Data)

Usage

Uses

Triphenylvinylphosphonium Bromide has been used to enhance the thermal stability of epoxy resin. It is commonly used as a Wittig reagent.

Chemical Properties

WHITE TO BEIGE FINE CRYSTALLINE POWDER

InChI:InChI=1/C20H18P.BrH/c1-2-21(18-12-6-3-7-13-18,19-14-8-4-9-15-19)20-16-10-5-11-17-20;/h2-17H,1H2;1H/q+1;/p-1

Upstream product

• 7301-93-1 (2-bromoethyl)triphenylphosphonium bromide 
• 71-23-8 propan-1-ol 
• 75-31-0 isopropylamine 
• 7237-34-5 2-(hydroxyethyl)triphenylphosphonium bromide 
• 603-35-0 triphenylphosphine 

Downstream Products

• 63797-63-7 (4-Methyl-cyclohex-3-enyl)-triphenyl-phosphonium; bromide 
• 26165-78-6 1-(4-chlorophenyl)-2-methyl-5-phenyl-1H-pyrrole 
• 73958-09-5 Phosphorane of (Z)-3-nonen-1-yl-triphenylphosponium bromide 
• 105457-29-2 (6Z,9Z,11E)-15,15-bis(ethylthio)-13(S)-<(tert-butyldiphenylsilyl)oxy>pentadecatriene 
• 131120-95-1 N-<3-(1-trityl-1H-imidazol-4-yl)prop-2-enyl>-trichloroacetamide trans 
• 132553-81-2 N-<3-(1-trityl-1H-imidazol-4-yl)prop-2-enyl>-trichloroacetamide cis 
• 85009-71-8 bromure de benzylamino-2 ethyl-1 triphenylphosphonium 
• 88044-22-8 [2-(4-Fluoro-benzylamino)-ethyl]-triphenyl-phosphonium; bromide 
• 104286-16-0 (1,2,3,5,6,7,8,8a-Octahydro-naphthalen-2-yl)-phenyl-methanone 
• 3481-02-5 cyclopropyl phenyl ketone 
• 104286-18-2 Phenyl-(1-phenyl-1,2,3,5,6,7,8,8a-octahydro-naphthalen-2-yl)-methanone 
• 88044-23-9 [2-(4-Chloro-benzylamino)-ethyl]-triphenyl-phosphonium; bromide 

Relevant articles and documents

A convenient access to: N -phosphonio-substituted NHC metal complexes [M = Ag(i), Rh(i), Pd(II)]

A series of NHC pre-ligands featuring a pendant phosphonium moiety attached to N′ position through a propyl linker was readily obtained upon quaternization of N-mesityl- and N-methyl-imidazole, or N-mesityl-imidazoline using (3-bromo-propyl)-triphenylphosphonium bromide. Reactions of the resulting dicationic salts with [PdCl(allyl)]2 in the presence of K2CO3 afforded the anticipated NHC-ligated Pd(ii) metal complexes in high yields. Further treatment of the latter complexes with tBuOK induced a deprotonation of the carbon atom adjacent to the phosphonium moiety and the formation of the corresponding C,C-chelating NHC-phosphonium ylide Pd(ii) complexes. Investigation of an alternative synthetic route involving a silver transmetallation reaction incidentally allowed isolation and full characterization of an unusual dimeric tetranuclear NHC Ag(i) complex of general formula [(NHC～P+)2(Ag4Br6)2-].