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C5106

Sigma-Aldrich

(Carbethoxymethylene)triphenylphosphorane

95%

Synonym(s):
(Ethoxycarbonylmethylene)triphenylphosphorane, Ethyl (triphenylphosphoranylidene)acetate
Linear Formula:
(C6H5)3P=CHCO2CH2CH3
CAS Number:
Molecular Weight:
348.37
Beilstein:
754639
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

95%

form

crystals

reaction suitability

reaction type: C-C Bond Formation

mp

128-130 °C (lit.)

storage temp.

2-8°C

SMILES string

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

InChI

1S/C22H21O2P/c1-2-24-22(23)18-25(19-12-6-3-7-13-19,20-14-8-4-9-15-20)21-16-10-5-11-17-21/h3-18H,2H2,1H3

InChI key

IIHPVYJPDKJYOU-UHFFFAOYSA-N

Application

(Carbethoxymethylene)triphenylphosphorane is a Horner-Wittig reagent generally used in Horner−Wadsworth−Emmons (HWE) reaction. It is used as a reagent in the total synthesis of compounds such as (−)-oseltamivir, (+)-nakadomarin A and (−)-dictyostatin.

Packaging

5 g in glass bottle
25, 100 g in poly bottle

Storage Class Code

13 - Non 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

Certificate of Analysis

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Certificate of Origin

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