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Home/Compounds/Research Reagent/Dimethyl (1-diazo-2-oxopropyl)phosphonate
C5H9N2O4P
192.11 g/mol
Research ReagentDanger

Dimethyl (1-Diazo-2-oxopropyl)phosphonate

CAS90965-06-3EC692-521-0
Category
Research Reagent
Compound Class
Other
Primary Use
Research Compound

Dimethyl (1-diazo-2-oxopropyl)phosphonate is a laboratory reagent commonly employed in the Seyferth–Gilbert homologation, a reaction that converts aryl ketones into substituted alkynes. As a research compound, it is primarily used in organic synthesis for chain extension of carbonyl compounds.

homologation reagent for alkyne synthesis

Content scope: Information here supports chemical identification and industrial supply, research, and manufacturing contexts. It is not a therapeutic claim, medical advice, or drug-use instructions.

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CAS 90965-06-3

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Safety Reference

Flammable
Flammable
Toxic
Toxic
Harmful
Harmful
Danger
H226Flammable liquid and vapour
H301Toxic if swallowed
H302Harmful if swallowed
H312Harmful in contact with skin
H315Causes skin irritation
H319Causes serious eye irritation
H332Harmful if inhaled
H335May cause respiratory irritation
Identifiers
IUPAC Name

1-[dimethoxy(oxido)-lambda5-phosphanylidene]-2-oxopropane-1-diazonium

InChIKey

SQHSJJGGWYIFCD-UHFFFAOYSA-N

SMILES

CC(=O)C(=P([O-])(OC)OC)[N+]#N

Synonyms (24)
  • Bestmann reagent
  • Bestmann-ohira reagent
  • OHIRA-BESTMANN REAGENT
  • Ohira's reagent
  • Ohira-bestmann phosphonate