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Key Documents

180696

Sigma-Aldrich

Dimethyl 2-oxopropylphosphonate

95%

Synonym(s):

Dimethyl acetonylphosphonate

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About This Item

Linear Formula:
CH3COCH2P(O)(OCH3)2
CAS Number:
Molecular Weight:
166.11
Beilstein:
1766218
EC Number:
MDL number:
UNSPSC Code:
12352108
PubChem Substance ID:
NACRES:
NA.22

Assay

95%

form

liquid

reaction suitability

reaction type: C-C Bond Formation

refractive index

n20/D 1.439 (lit.)

bp

76-79 °C/3 mmHg (lit.)

density

1.202 g/mL at 25 °C (lit.)

functional group

ketone
phosphonate

SMILES string

COP(=O)(CC(C)=O)OC

InChI

1S/C5H11O4P/c1-5(6)4-10(7,8-2)9-3/h4H2,1-3H3

InChI key

UOWIYNWMROWVDG-UHFFFAOYSA-N

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Application

Reagent used together with tosyl azide in a one-pot alkynylation of aldehydes.

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

200.1 °F - closed cup

Flash Point(C)

93.4 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Synthesis, 753-753 (2006)
Synthesis, 59-59 (2004)
B Resul et al.
Journal of medicinal chemistry, 36(2), 243-248 (1993-01-22)
A series of phenyl-substituted analogues of prostaglandin F2 alpha (PGF2 alpha) were prepared and evaluated for ocular hypotensive effect and side effects in different animal models. In addition, the activity of the analogues on FP receptors was studied in vitro.

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