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90965-06-3

90965-06-3 Structure

90965-06-3 Structure
IdentificationBack Directory
[Name]

(1-DIAZO-2-OXO-PROPYL)-PHOSPHONIC ACID DIMETHYL ESTER
[CAS]

90965-06-3
[Synonyms]

Ohira-Bestmann reagent
Dimethyl 1-Diazoacetonylphosphonate
Dimethyl (1-azoacetonyl)phosphonate
Dimethyl (acetyldiazomethyl)phosphonate
Dimethyl (1-Diazo-2-oxopropyl)phosphonat
dimethyl (2-oxopropanimidoyl)phosphonate
diMethyl(1-diazo-2-oxopropyl)phosphanate
DIMETHYL (1-DIAZO-2-OXOPROPYL)PHOSPHONATE
1-Diazo-1-dimethoxyphosphoryl-propan-2-one
dimethyl 1-(1-diazo-2-oxopropyl)phosphonate
Dimethyl(1-Diazo-2-oxopropyl)phosphonate>
Dimethyl (1-azoacetonyl)phosphonate solution
1-Diazoacetonylphosphonic Acid Dimethyl Ester
Dimethyl (1-diazo-2-oxo-prop-1-yl)phosphonate
Dimethyl (acetyldiazomethyl)phosphonate solution
Dimethyl (1-diazo-2-oxopropyl)phosphonate solution
Dimethyl (1-diazo-2-oxopropyl)-phosphonatephosphonate
Dimethyl (1-diazo-2-oxopropyl)phosphonate≥ 98% (HPLC)
(1-DIAZO-2-OXO-PROPYL)-PHOSPHONIC ACID DIMETHYL ESTER
dimethyl (4-oxo-4,5-dihydro-3H-pyrazol-3-yl)phosphonate
Dimethyl (1-Diazo-2-Oxopropyl)Phosphonate Solution,>98%
Phosphonic acid,P-(1-diazo-2-oxopropyl)-, diMethyl ester
Dimethyl (1-diazo-2-oxopropyl)phosphonate, 97%, for synthesis
Dimethyl (1-Diazo-2-oxopropyl)phosphonate (10% in Acetonitrile)
(1-DIAZO-2-OXO-PROPYL)-PHOSPHONIC ACID DIMETHYL ESTER BESTMANN OHIRA REAGENT
(1-Diazo-2-oxopropyl)phosphonic Acid Dimethyl Ester Dimethyl 1-Diazoacetonylphosphonate 1-Diazoacetonylphosphonic Acid Dimethyl Ester Ohira-Bestmann Reagent
[Molecular Formula]

C5H9N2O4P
[MDL Number]

MFCD07368360
[MOL File]

90965-06-3.mol
[Molecular Weight]

192.11
Chemical PropertiesBack Directory
[density ]

1.28
[refractive index ]

n20/D1.352-1.354
[Fp ]

2℃
[storage temp. ]

2-8°C
[solubility ]

Chloroform, Methanol (Slightly)
[form ]

Oil
[color ]

Pale Yellow to Yellow
[Merck ]

14,1177
[BRN ]

4247670
[Stability:]

Light Sensitive
Hazard InformationBack Directory
[Chemical Properties]

Light yellow liquid
[Uses]

Reagent for transformation of aldehydes to terminal alkynes and ketones to methyl enol ethers.
[Description]

Dimethyl (1-diazido-2-oxopropyl)phosphonate is a liquid-added organophosphorus flame retardant with good solubility with water, common organic solvents, and inorganic salts flame retardants, with excellent flame retardant properties, low price and low additive amount and other advantages.
[Application]

Dimethyl (1-diazo-2-oxopropyl)phosphonate can be used as a reagent for the synthesis of:
Ethynyl compounds (alkynes) from aldehydes.
Isoquinoline and pyridine N-oxides by cyclization with oximes in the presence of Rh catalyst.
Dimethyl(diazomethyl)phosphonate through methanolysis, which is further employed as a reagent in the synthesis of enol ethers or alkynes.
Five-member heterocyclic scaffolds of pyrazoles, triazoles, and oxazoles via cycloaddition reaction and multicomponent reaction.
[Synthesis]

Dissolve NaH (0.67 g, 60% w/w, 16.75 mmol) in benzene (45 mL) and dry THF (15 mL). Cool the mixture on ice. A solution of dimethyl (2-oxopropyl) phosphonate (15.3 mmol) in dry benzene (15 mL) was added. A white solid was formed. The reaction mixture was stirred at room temperature for 1 hour. To the mixture was added a solution of toluidic acid hydrazide (16.23 mmol) in dry benzene (7.5 mL). The mixture was stirred at room temperature overnight. The mixture was filtered with Hyflo. The mixture was concentrated in a vacuum to give dimethyl (1-diazido-2-oxopropyl)phosphonate.
Safety DataBack Directory
[Hazard Codes ]

F,Xn
[Risk Statements ]

11-20/21/22-36
[Safety Statements ]

16-26-36/37
[RIDADR ]

UN 1648 3 / PGII
[WGK Germany ]

3
[HazardClass ]

3
[PackingGroup ]

II
[HS Code ]

29319090
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Benzene-->Sodium hydride-->Tetrahydrofuran-->Dimethyl acetylmethylphosphonate-->Benzoyl hydrazine
[Preparation Products]

1-CHLORO-2-ETHYNYLBENZENE-->N-Boc-propargylamine-->tert-butyl 4-(prop-2-ynyl)piperidine-1-carboxylate-->CYCLOHEXYLACETYLENE-->4-Morpholinecarboxylic acid, 2-ethynyl-, 1,1-dimethylethyl ester, (2S)--->2-ETHYNYLTOLUENE 97-->1-Ethynyl-2-phenylbenzene-->3-NITROPHENYLACETYLENE-->1-BROMO-3-ETHYNYL-BENZENE-->4-Ethynylpyridine-->1-BROMO-2-ETHYNYLBENZENE-->ETHYNYLFERROCENE-->Benzene, 1-ethynyl-2,3-difluoro-4-methoxy--->1,1'-Biphenyl, 2-ethynyl-2'-methyl--->7-Octynoic acid methyl ester-->P-ETHYNYLOCTYLBENZENE-->Benzene, 1-ethynyl-2-(methylthio)- (9CI)
Spectrum DetailBack Directory
[Spectrum Detail]

(1-DIAZO-2-OXO-PROPYL)-PHOSPHONIC ACID DIMETHYL ESTER(90965-06-3)1HNMR
(1-DIAZO-2-OXO-PROPYL)-PHOSPHONIC ACID DIMETHYL ESTER(90965-06-3)FT-IR
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