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Merck
CN

410756

Sigma-Aldrich

(2-氧代-2-苯乙基)膦酸二乙酯

97%

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别名:
Diethyl benzoylmethylphosphonate, Diethyl phenacylphosphonate, NSC 648426
线性分子式:
C6H5COCH2P(O)(OC2H5)2
CAS号:
分子量:
256.23
MDL编号:
UNSPSC代码:
12352108
PubChem化学物质编号:
NACRES:
NA.22

检测方案

97%

反应适用性

reaction type: C-C Bond Formation

折射率

n20/D 1.513 (lit.)

bp

192-193 °C/11 mmHg (lit.)

密度

1.179 g/mL at 25 °C (lit.)

SMILES字符串

CCOP(=O)(CC(=O)c1ccccc1)OCC

InChI

1S/C12H17O4P/c1-3-15-17(14,16-4-2)10-12(13)11-8-6-5-7-9-11/h5-9H,3-4,10H2,1-2H3

InChI key

HPEVTTNSIPGLEL-UHFFFAOYSA-N

应用

Reactant involved in:
  • Asymmetric Michael addition of β-oxo phosphonates to nitro olefins
  • Gem-chlorofluorination of keto phosphonates with subsequent functionalization of the products
  • Cyclocondensation reactions to produce arylphosphonates
  • Diazo transfer reactions for synthesis of diazo-phosphonyl compounds
  • Horner-Wadsworth-Emmons reactions
  • Inverse-electron-demand Diels-Alder reactions

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

Eyeshields, Gloves


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Douglass F Taber et al.
Tetrahedron letters, 49(48), 6904-6906 (2009-12-01)
An convenient reagent for the one-carbon homologation of an aldehyde to the corresponding alkyne is reported. This reagent allows this conversion to conveniently be carried out on a large scale under ambient conditions.

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