Skip to Content
Merck
All Photos(2)

Key Documents

A36603

Sigma-Aldrich

Allyltriphenylphosphonium bromide

99%

Synonym(s):

2-Propenyltriphenylphosphonium bromide, NSC 110609, NSC 59815

Sign Into View Organizational & Contract Pricing


About This Item

Linear Formula:
H2C=CHCH2P(C6H5)3Br
CAS Number:
Molecular Weight:
383.26
EC Number:
MDL number:
UNSPSC Code:
12352002
PubChem Substance ID:
NACRES:
NA.22

Assay

99%

form

powder

reaction suitability

reaction type: C-C Bond Formation

mp

222-225 °C (lit.)

SMILES string

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

InChI

1S/C21H20P.BrH/c1-2-18-22(19-12-6-3-7-13-19,20-14-8-4-9-15-20)21-16-10-5-11-17-21;/h2-17H,1,18H2;1H/q+1;/p-1

InChI key

FWYKRJUVEOBFGH-UHFFFAOYSA-M

Application

Reactant for:
  • Preparation of a diol and carbamate chemistry library for common functional groups
  • Regioselective synthesis of alkenes via semihydrogenation and semihydrogenation-oxidation of dienes
  • Alkene addition of frustrated Lewis pairs
  • Olefination of N-sulfonyl imines for stereoselective synthesis of vinyl arenes
  • Wittig olefination of aldehydes for preparation of conjugated dienes
  • Tandem Michael addition / ylide olefination reactions for the synthesis of highly functionalized cyclohexadienes

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service