410756
Diethyl (2-oxo-2-phenylethyl)phosphonate
97%
Synonym(s):
Diethyl benzoylmethylphosphonate, Diethyl phenacylphosphonate, NSC 648426
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About This Item
Linear Formula:
C6H5COCH2P(O)(OC2H5)2
CAS Number:
Molecular Weight:
256.23
MDL number:
UNSPSC Code:
12352108
PubChem Substance ID:
NACRES:
NA.22
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Assay
97%
reaction suitability
reaction type: C-C Bond Formation
refractive index
n20/D 1.513 (lit.)
bp
192-193 °C/11 mmHg (lit.)
density
1.179 g/mL at 25 °C (lit.)
functional group
ketone
phenyl
phosphonate
SMILES string
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
Application
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
Storage Class Code
10 - Combustible liquids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), 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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