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A36603

Sigma-Aldrich

Allyltriphenylphosphonium bromide

99%

Synonym(s):

2-Propenyltriphenylphosphonium bromide, NSC 110609, NSC 59815

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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

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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