Skip to Content
Merck
CN
All Photos(2)

Documents

Safety Information

274259

Sigma-Aldrich

Methyl P,P-bis(2,2,2-trifluoroethyl)phosphonoacetate

95%

Synonym(s):

Bis(2,2,2-trifluoroethyl) (methoxycarbonylmethyl)phosphonate

Sign Into View Organizational & Contract Pricing
All Photos(2)

About This Item

Linear Formula:
CH3O2CCH2P(O)(OCH2CF3)2
CAS Number:
88738-78-7
Molecular Weight:
318.11
Beilstein:
3594044
MDL number:
MFCD00009901
UNSPSC Code:
12352108
PubChem Substance ID:
24856576
NACRES:
NA.22

Assay

95%

form

liquid

reaction suitability

reaction type: C-C Bond Formation

refractive index

n20/D 1.370 (lit.)

density

1.504 g/mL at 25 °C (lit.)

SMILES string

COC(=O)CP(=O)(OCC(F)(F)F)OCC(F)(F)F

InChI

1S/C7H9F6O5P/c1-16-5(14)2-19(15,17-3-6(8,9)10)18-4-7(11,12)13/h2-4H2,1H3

InChI key

PVSJXEDBEXYLML-UHFFFAOYSA-N

Looking for similar products? Visit Product Comparison Guide

Related Categories

Application

Methyl P,P-bis(2,2,2-trifluoroethyl)phosphonoacetate can be used:
  • In one of the key synthetic steps for the preparation of trans-hydrindanes and (R)-(+)-umbelactone.
  • To prepare a cis-olefinic ester derivative by Still–Gennari olefination of an aldehyde derivative using 18-crown ether and potassium bis(trimethylsilyl)amide (KHMDS).
  • In the synthesis of (−)-(6S,2′S)-epi cryptocaryalactone.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

WGK

WGK 3

Flash Point(F)

closed cup

Flash Point(C)

closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

新产品

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’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Sulfur-mediated intramolecular double Michael-type reaction: synthesis of trans-hydroindanes and mechanism
Ihara M, et al.
Journal of the Chemical Society. Perkin Transactions 1, 19, 2527-2535 (1992)
First stereoselective total synthesis of pectinolide H
Ramesh D, et al.
Tetrahedron Letters, 53(10), 1258-1260 (2012)
Stereoselective total synthesis of (+)-(6R, 2′S)-cryptocaryalactone and (−)-(6S, 2′S)-epi cryptocaryalactone
Sabitha G, et al.
Tetrahedron, 64(44), 10207-10213 (2008)
Journal of the Chemical Society. Perkin Transactions 1, 2527-2527 (1992)
An expedient synthesis of (R)-(+)-umbelactone
Gibson CL and Handa S
Tetrahedron Asymmetry, 7(5), 1281-1284 (1996)

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service