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280429

(Triphenylphosphoranylidene)acetonitrile

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Synonym(s):

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

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5 g
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$169.00

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:
Assay:
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Quality Segment

assay

97%

reaction suitability

reaction type: C-C Bond Formation

mp

189-195 °C (lit.)

functional group

nitrile, phosphine

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

Application

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

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This Item
369799377708157929
description

97%

description

98%

description

94%

description

98%

assay

97%

assay

98%

assay

94%

assay

98%

Quality Level

100

Quality Level

100

Quality Level

100

Quality Level

200

reaction suitability

reaction type: C-C Bond Formation

reaction suitability

reaction type: C-C Bond Formation

reaction suitability

reaction type: C-C Bond Formation

reaction suitability

reaction type: C-C Bond Formation

mp

189-195 °C (lit.)

mp

152-155 °C (lit.)

mp

158-162 °C (lit.)

mp

168-172 °C (lit.)

functional group

nitrile, phosphine

functional group

ester, phosphine

functional group

-

functional group

phosphine, ester


pictograms

Exclamation mark

signalword

Warning

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



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