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Dimethyl (1-Diazo-2-oxopropyl)phosphonate
(CAS RN:90965-06-3 Product Number:D3546)

Structure

Dimethyl (1-Diazo-2-oxopropyl)phosphonate
Synonym 1-Diazoacetonylphosphonic Acid Dimethyl Ester
Synonym (1-Diazo-2-oxopropyl)phosphonic Acid Dimethyl Ester
Synonym Dimethyl 1-Diazoacetonylphosphonate
Synonym Ohira-Bestmann Reagent

General Information

Product Number D3546

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Purity/Analysis Method >97.0%(HPLC)
Storage Temperature 0-10°C
M.F. / M.W. C5H9N2O4P=192.11
CAS RN 90965-06-3
Related CAS RN
MDL Number MFCD07368360
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Specification

Purity(HPLC) min. 97.0 area%
Specific gravity (20/20) 1.2680 to 1.2820
Refractive index n20/D 1.4770 to 1.4820

References

Reaxys-RN 4247670
PubChem SID 87559944
Merck Index(14) 1177

Transport Information

HS Number 2931.90.9051

Application

Synthesis of Phosphonyl Pyrazoles

Typical Procedure: To a stirred solution of aldehyde (1 mmol), cyanoacid derivative (1.2 mmol) and Ohira-Bestmann reagent (1.5 mmol) in distilled MeOH (4 mL), is added molecular sieves followed by powdered KOH (2 mmol). The reaction mixture is stirred at room temperature for one hour. After the completion of the reaction (TLC monitoring), methanol is distilled off under reduced pressure. The crude residue is dissolved in ethyl acetate (50 mL) and washed with saturated ammonium chloride (2×20 mL). Finally the organic layer is washed with saturated brine (20 mL) and dried over anhydrous sodium sulphate. After removal of the solvent, column chromatographic purification is carried out using acetone-dichloromethane as eluent to afford the products.

References

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