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374377

2-(Triphenylphosphoranylidene)propionaldehyde

98%

Synonym(s):

1-Formylethylidenetriphenylphosphorane

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About This Item

Linear Formula:
(C6H5)3P=C(CH3)CHO
CAS Number:
24720-64-7
Molecular Weight:
318.35
NACRES:
NA.22
PubChem Substance ID:
24863304
UNSPSC Code:
12352114
MDL number:
MFCD00075596
Assay:
98%
Form:
powder
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Quality Segment

assay

98%

form

powder

reaction suitability

reaction type: C-C Bond Formation

mp

219-221 °C (lit.)

functional group

aldehyde, phosphine

SMILES string

CC(C=O)=P(c1ccccc1)(c2ccccc2)c3ccccc3

InChI

1S/C21H19OP/c1-18(17-22)23(19-11-5-2-6-12-19,20-13-7-3-8-14-20)21-15-9-4-10-16-21/h2-17H,1H3

InChI key

VHUQEFAWBCDBSC-UHFFFAOYSA-N

Application

Reactant for:
  • Preparation of acitretin analogs with antitumor activity
  • Stereoselective synthesis of essential building blocks of phorboxazole A via hetero Diels-Alder and stereoselective hetero-Michael addition/equilibration
  • Preparation of C1-C14 fragment of sarcoglaucol-16-one via Z-selective ando-type Horner-Wadsworth-Emmons olefination
  • Wittig reactions
  • Synthesis of ring-expanded and epothilone-hybridized macrosphelide analogs as apoptosis-inducing agents
  • Preparation of phosphonic acid-containing analogs of mycophenolic acid as inhibitors of IMPDH

Storage Class

11 - Combustible Solids

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable

PPE (personal protective equipment)

Eyeshields, Gloves, type N95 (US)

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