280429

(Triphenylphosphoranylidene)acetonitrile

97%

• Synonym(s): (Cyano)(triphenylphosphoranylidene)methane, (Cyanomethylene)triphenylphosphorane, Cyanomethyltriphenylphosphonium ylide, NSC 135204
• Linear Formula: (C₆H₅)₃P=CHCN
• CAS Number: 16640-68-9
• Molecular Weight: 301.32
• EC Number: 240-689-7
• MDL number: MFCD00567633
• UNSPSC Code: 12352002
• PubChem Substance ID: 24856944
• NACRES: NA.22

Properties

• Quality Level: 100
• assay: 97%
• reaction suitability: reaction type: C-C Bond Formation
• mp: 189-195 °C (lit.)
• 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.

Safety Information

• pictograms: GHS07
• signalword: Warning
• hcodes: H315,H319,H335
• pcodes: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• target_organs: Respiratory system
• 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