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Merck
CN

75948

Dimethyl 2-oxopropylphosphonate

technical, ≥90% (GC)

Synonym(s):

Dimethyl acetonylphosphonate

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About This Item

Linear Formula:
CH3COCH2P(O)(OCH3)2
CAS Number:
Molecular Weight:
166.11
EC Number:
224-110-5
UNSPSC Code:
12352000
PubChem Substance ID:
Beilstein/REAXYS Number:
1766218
MDL number:
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grade

technical

assay

≥90% (GC)

refractive index

n20/D 1.439 (lit.)

bp

76-79 °C/3 mmHg (lit.)

density

1.202 g/mL at 25 °C (lit.)

storage temp.

2-8°C

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

Other Notes

Wittig-Horner reagent used for the acetonylenation of aldehydes; best conditions for a high E/Z ratio (DBU, LiCl in CH3CN); Synthesis of β-keto phosphonates by γ-alkylation of dianion

Regulatory Information

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M.A. Blanchette et al.
Tetrahedron Letters, 25, 2183-2183 (1984)
S.T. Hodgson et al.
Tetrahedron, 41, 5871-5871 (1985)
J.S. Elder et al.
Tetrahedron, 41, 3117-3117 (1985)
I. Paterson et al.
Tetrahedron Letters, 29, 5301-5301 (1988)

Global Trade Item Number

SKUGTIN
A9861-5MG04061833412619
A9861-25MG04061833412602

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