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376876

Sigma-Aldrich

N-Methoxy-N-methyl(triphenylphosphoranylidene)acetamide

98%

Synonym(s):

(N-Methoxymethylaminocarbonylmethylene)triphenylphosphorane

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About This Item

Linear Formula:
(C6H5)3P=CHCON(OCH3)CH3
CAS Number:
Molecular Weight:
363.39
Beilstein:
4198472
MDL number:
UNSPSC Code:
12352002
PubChem Substance ID:
NACRES:
NA.22

Assay

98%

reaction suitability

reaction type: C-C Bond Formation

mp

173-175 °C (lit.)

SMILES string

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

InChI

1S/C22H22NO2P/c1-23(25-2)22(24)18-26(19-12-6-3-7-13-19,20-14-8-4-9-15-20)21-16-10-5-11-17-21/h3-18H,1-2H3

InChI key

DGBLSOOPDBHHRX-UHFFFAOYSA-N

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Application

Reactant for:
  • Synthesis of electron-deficient alkenes via stereoselective olefination of N-sulfonyl imines
  • Phosphine-catalyzed asymmetric addition reactions
  • Cysteine-catalyzed enantioselective intramolecular Rauhut-Currier reaction
  • Wittig olefination
  • Synthesis of aigialomycin D, a Protein Kinase inhibitor and a potential anticancer agent

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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