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79524

Sigma-Aldrich

Potassium P,P-dimethylphosphonoacetate

≥95.0% (NT)

Synonym(s):

P,P-Dimethylphosphonoacetic acid potassium salt, Phosphonoacetic acid P,P-dimethyl ester potassium salt

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About This Item

Linear Formula:
(CH3O)2P(O)CH2COOK
CAS Number:
Molecular Weight:
206.18
Beilstein/REAXYS Number:
6016967
MDL number:
UNSPSC Code:
12352108
PubChem Substance ID:

assay

≥95.0% (NT)

reaction suitability

reaction type: C-C Bond Formation

mp

113-115 °C

storage temp.

2-8°C

SMILES string

[K+].COP(=O)(CC([O-])=O)OC

InChI

1S/C4H9O5P.K/c1-8-10(7,9-2)3-4(5)6;/h3H2,1-2H3,(H,5,6);/q;+1/p-1

InChI key

WPDZWGGYOFPQEO-UHFFFAOYSA-M

Application

Reactant for:
  • Preparation of Michael acceptor-containing oligopeptide-based inhibitors
  • Condensation reactions with chloroacetophenone

Other Notes

Starting material for preparing various mixed triesters of phosphonoacetate.; Wittig-Horner reactions of dianion[1][2][3][4][5]

pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Skin Irrit. 2

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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P. Raddatz et al.
Angewandte Chemie (International Edition in English), 93, 281-281 (1981)
Y. Nago et al.
Chemical & Pharmaceutical Bulletin, 32, 4686-4686 (1984)
W.R. Roush et al.
The Journal of Organic Chemistry, 48, 758-758 (1983)
D.M. Floyd et al.
Tetrahedron Letters, 22, 2847-2847 (1981)
P. Coutrot et al.
Synthesis, 133-133 (1978)

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