Dimethyl (1-Diazo-2-oxopropyl)phosphonate Property

Density 

1.28

refractive index 

n20/D1.352-1.354

Flash point:

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

Safety

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

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H225Highly Flammable liquid and vapour

H319Causes serious eye irritation

Precautionary statements

P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P303+P361+P353IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

Dimethyl (1-Diazo-2-oxopropyl)phosphonate Chemical Properties,Usage,Production

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.

Chemical Properties

Light yellow liquid

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.

Uses

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

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.