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157929

Sigma-Aldrich

Methyl (triphenylphosphoranylidene)acetate

98%

Synonym(s):

(Carbomethoxymethylene)triphenylphosphorane, (Methoxycarbonylmethylene)triphenylphosphorane

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About This Item

Linear Formula:
(C6H5)3P=CHCO2CH3
CAS Number:
2605-67-6
Molecular Weight:
334.35
Beilstein:
618430
EC Number:
220-018-4
MDL number:
MFCD00008455
UNSPSC Code:
12352108
PubChem Substance ID:
24849709
NACRES:
NA.22

Assay

98%

form

powder

reaction suitability

reaction type: C-C Bond Formation

mp

168-172 °C (lit.)

SMILES string

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

InChI

1S/C21H19O2P/c1-23-21(22)17-24(18-11-5-2-6-12-18,19-13-7-3-8-14-19)20-15-9-4-10-16-20/h2-17H,1H3

InChI key

NTNUDYROPUKXNA-UHFFFAOYSA-N

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Application

Wittig reagent for the two-carbon homologation of aldehydes to α,β-unsaturated esters. Also used in an efficient synthesis of pyrazoles via reaction with methyl diazoacetate in the presence of triethylamine.

Storage Class Code

11 - Combustible Solids

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)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Tetrahedron Letters, 48, 883-883 (2007)
Tetrahedron, 63, 1074-1074 (2007)

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