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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/REAXYS Number:
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

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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

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