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280429 Sigma-Aldrich

(Triphenylphosphoranylidene)acetonitrile

97%

Synonym: (Cyano)(triphenylphosphoranylidene)methane, (Cyanomethylene)triphenylphosphorane, Cyanomethyltriphenylphosphonium ylide, NSC 135204

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Properties

Related Categories C-C Bond Formation, Chemical Synthesis, Olefination, Synthetic Reagents, Wittig Reagents More...
assay   97%
reaction suitability   reaction type: C-C Bond Formation
mp   189-195 °C (lit.)
storage temp.   room temp
SMILES string   N#CC=P(c1ccccc1)(c2ccccc2)c3ccccc3
InChI   1S/C20H16NP/c21-16-17-22(18-10-4-1-5-11-18,19-12-6-2-7-13-19)20-14-8-3-9-15-20/h1-15,17H
InChI key   APISVOVOJVZIBA-UHFFFAOYSA-N

Description

Application

Reactant for
• Preparation of antitrypanosomal activity
• Direct Michael addition of alkenes
• Synthesis of 1,6-enynes
• Beta-umpolung addition of nucleophiles to activated disubstituted alkyl allenes
• Stereoselective analysis of β-homoproline derivatives
• Stereoselective olefination of N-sulfonyl imines
• Palladacycle mediated synthesis of cyano-functionalized chiral diphosphines
• Horner-Wadsworth-Emmons reactions

Wittig reagent for the preparation of α,β, unsaturated nitriles from carbonyl compounds.

Packaging

5 g in glass bottle

Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
Precautionary statements 
Target organs 
Respiratory system
Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Protocols & Articles
Peer-Reviewed Papers
15

References

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