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About This Item
Linear Formula:
(C6H5)3P=CHCN
CAS Number:
Molecular Weight:
301.32
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352002
EC Number:
240-689-7
MDL number:
Product Name
(Triphenylphosphoranylidene)acetonitrile, 97%
InChI key
APISVOVOJVZIBA-UHFFFAOYSA-N
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
SMILES string
N#CC=P(c1ccccc1)(c2ccccc2)c3ccccc3
assay
97%
reaction suitability
reaction type: C-C Bond Formation
mp
189-195 °C (lit.)
functional group
nitrile
phosphine
Quality Level
Related Categories
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.
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
Regulatory Information
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Hiroaki Ohno et al.
The Journal of organic chemistry, 72(12), 4378-4389 (2007-05-11)
Thermal [2 + 2] cycloaddition of allenes with an additional multiple bond is described. By simply heating the allenenes or allenynes having a three-atom tether in an appropriate solvent such as dioxane or DMF, the distal double bond of the
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