Skip to Content
Merck
All Photos(3)

Key Documents

View All Documentation

Safety Information

410756

Sigma-Aldrich

Diethyl (2-oxo-2-phenylethyl)phosphonate

97%

Synonym(s):

Diethyl benzoylmethylphosphonate, Diethyl phenacylphosphonate, NSC 648426

Sign Into View Organizational & Contract Pricing
All Photos(3)

About This Item

Linear Formula:
C6H5COCH2P(O)(OC2H5)2
CAS Number:
3453-00-7
Molecular Weight:
256.23
MDL number:
MFCD00015342
UNSPSC Code:
12352108
PubChem Substance ID:
24865704
NACRES:
NA.22

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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

FSL

Group 4: Flammable liquids
Type 3 petroleums
Hazardous rank III
Water insoluble liquid

JAN Code

410756-BULK:
410756-1G:
410756-VAR:
410756-10G:

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
BGBC3096V
15223HB
12930JF
11218TS
02131TB

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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.

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service