VINYLTRIPHENYLPHOSPHONIUM BROMIDE Chemical Properties

Melting point:

176-178 °C (lit.)

storage temp. 

2-8°C

form 

solid

Appearance

White to off-white Solid

Sensitive 

Light Sensitive & Hygroscopic

BRN 

4168860

InChI

InChI=1S/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

InChIKey

VRAYVWUMBAJVGH-UHFFFAOYSA-M

SMILES

[P+](C1C=CC=CC=1)(C1C=CC=CC=1)(C1C=CC=CC=1)C=C.[Br-]

CAS DataBase Reference

5044-52-0(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

22-24/25

WGK Germany 

3

MSDS

• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

VINYLTRIPHENYLPHOSPHONIUM BROMIDE Usage And Synthesis

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

Uses

Reactant involved in:

• Asymmetric conjugate addition and intramolecular cyclization
• Condensation with benzoxazinediones
• Intramolecular dehydrobromination
• Schweizer reaction
• Cycloaddition with nitro ketone Baylis-Hillman adducts

Preparation

The preparation of TriphenylvinylphosphoniuM BroMide has been accomplished by treatment of ethylenebis(triphenylphosphonium) dibromide with borate ion (32%), (2-chloroethyl)triphenylphosphonium bromide with Triethylamine (72%), (2-bromoethyl)triphenylphosphonium bromide with Silver(I) Oxide (85%), and (2- phenoxyethyl)triphenylphosphonium bromide with boiling ethyl acetate (92%).

reaction suitability

reaction type: C-C Bond Formation

storage

hygroscopic; irritant; produces sneezing in many individuals. Use in a fume hood.

VINYLTRIPHENYLPHOSPHONIUM BROMIDE(5044-52-0)Related Product Information

• TRIPHENYLVINYLSILANE
• Triphenyltridecylphosphonium Bromide
• Bromodimethylsulfonium bromide
• Aniline
• 1,2-VINYLENEBIS(TRIPHENYLPHOSPHONIUM BROMIDE)
• VINYLTRIPHENYLPHOSPHONIUM BROMIDE
• ((2-(ETHOXYCARBONYL)-1-PHENYL)ETHENYL)TRIPHENYLPHOSPHONIUM BROMIDE
• (1,3-BUTADIENYL)TRIPHENYLPHOSPHONIUM BROMIDE