78488-11-6

Usage

Chemical class

Diazetidinedione compounds

Potential applications

Pharmaceutical and chemical research

Unique structure

The compound has a diazetidine ring fused with a dione group and a chloroacetyl group attached to the 1-position

Reactivity

The chloroacetyl group is known to be reactive and can cause irritation upon contact with skin or eyes

Safety precautions

It is important to handle and use 1,3-Diazetidine-2,4-dione, 1-(chloroacetyl)-3-methyl- (9CI) with proper safety precautions due to the potential reactivity of the diazetidinedione group and the chloroacetyl group

Molecular weight

172.57 g/mol

Appearance

The compound is likely to be a solid, but the exact appearance is not specified in the material provided

Solubility

The solubility of the compound is not specified in the material provided, but it may be soluble in organic solvents such as dichloromethane or acetonitrile

Stability

The stability of the compound is not specified in the material provided, but it may be sensitive to heat, light, or moisture

Hazards

The compound may be hazardous due to its reactivity and potential to cause irritation upon contact with skin or eyes

Storage

The compound should be stored in a cool, dry place, away from heat, light, and moisture, and in a sealed container to prevent degradation or contamination

Disposal

The disposal of the compound should be carried out in accordance with local regulations and safety guidelines for hazardous materials.

Upstream product

• 4461-30-7 2-chloroacetylisocyanate 
• 624-83-9 methyl isocyanate 

Relevant academic research and scientific papers

Reactions de cycloaddition entre acyl (ou thioacyl) isocyanates (ou isothiocyanates) et isocyanates (ou isothiocyanates)

cycloaddition of an acylisocyanate (1a-1f) to an isocyanate (2a-2c) affords 2,4-dioxo-3,4-dihydro-1,3,5-2H-oxadiazine (4a-4j). Kinetic addition is observed with chloroacetyl (1g) or phenoxyacetyl (1h) isocyanate and methyl isocyanate (2a) to yield a dioxoazetidine (3a and 3b respectively).The reaction of N-dimethylcarbamoyl isothiocyanate (1c) with aromatic isocyanate (2c) or isothiocyanates (2d and 2e) is a cycloaddition too, yielding thioxo (4k) and dithioxo-oxadiazines (4l and 4m).But with the aliphatic isocyanates (2a and 2b) we have observed a preliminary rearrangement of N-dimethylcarbamoyl isothiocyanate 1i to N-dimethylthiocarbamoyl isocyanate 1j and we have obtained 1,3,5-2H-thiadiazines (4n and 4p). Type 1 compounds Acylisocyanates X = Y = O R1 = a : phenyl; b : 3-nitrophenyl; c : 4-nitrophenyl; d : 4-chloro-3,5-dinitrophenyl; e : 4-chloro-2-methylphenoxymethyl; f : 2',4',5'-trichloro-1-phenoxyethyl; g : chloromethyl; h : phenoxymethyl.For R1 = N-dimethyl : N-dimethylcarbamoyl isothiocyanate : i : X = O Y = S; N-dimethylthiocarbamoyl isocyanate : j : X = S Y = O; N-dimethylthiocarbamoyl isothiocyanate : k : X = Y = S.Type 2 compounds Isocyanates Z = O R2 = a : methyl; b : ethyl; c : phenyl; Isothiocyanates Z = S R2 = d : phenyl; e : 4-fluorophenyl.Type 3 compounds Dioxoazetidines X = Y = Z = O R2 = methyl R1 = a : chloroacetyl; b : phenoxyacetyl.Type 4 compounds 1,3,5-2H-oxadiazines X = Y = Z = O R1 = phenyl R2 = a : methyl; b : ethyl; c : phenyl; R2 = methyl R1 = d : 3-nitrophenyl; e : 4-nitrophenyl; f : 4-chloro-3,5-dinitrophenyl; g : 4-chloro-2-methylphenoxymethyl; h : 2',4',5'-trichlorophenoxyethyl; i : chloromethyl; j : phenoxymethyl.For R1 = N-dimethyl : 4-thioxo-1,3,5-oxadiazines : X = Z = O Y = S R2 = k : phenyl 2,4-dithioxo-1,3,5-2H-oxadiazines : X = O Y = Z = S R2 = l : phenyl; m : 4-fluorophenyl. 1,3,5-2H-thiadiazines : X = S Y = Z = O R2 = n : methyl; p : ethyl.