39082-00-3

Basic information

• Product Name: 4-chloroacetoacetanilide
• Synonyms: Butanamide, 4-chloro-3-oxo-N-phenyl-; 3-12-00-00995 (Beilstein Handbook Reference); 4-Chloro-3-oxo-N-phenylbutanamide; 4-Chloroacetoacetanilide; Acetoacetanilide, 4-chloro-; BRN 2369400; gamma-Chloroaceto acetic acid anilide; gamma-Chloroacetoacetanilide; N-[4-(chloroacetyl)phenyl]acetamide
• CAS NO: 39082-00-3
• Molecular Formula: C₁₀H₁₀ClNO₂
• Molecular Weight: 211.6449
• EINECS: 254-276-4
• Mol File: 39082-00-3.mol

Chemical Properties

• Boiling Point: 432.5°C at 760 mmHg
• Flash Point: 215.4°C
• Density: 1.279g/cm³
• Vapor Pressure: 1.1E-07mmHg at 25°C
• Refractive Index: 1.584
• CAS DataBase Reference: 4-chloroacetoacetanilide(CAS DataBase Reference)
• NIST Chemistry Reference: 4-chloroacetoacetanilide(39082-00-3)
• EPA Substance Registry System: 4-chloroacetoacetanilide(39082-00-3)

Safety Data

• Hazardous Substances Data: 39082-00-3(Hazardous Substances Data)

Upstream product

• 41295-64-1 4-chloroacetoacetyl chloride 
• 62-53-3 aniline 
• 102-01-2 N-phenylacetoacetamide 

Downstream Products

• 73893-50-2 4-Chloro-2-[1-(4-chloro-phenylamino)-meth-(Z)-ylidene]-3-oxo-N-phenyl-butyramide 
• 73893-49-9 2-Anilinomethylen-4-chloracetoacetanilid 
• 86449-75-4 2-(2-aminothiazol-4-yl)-2-sulfoacetanilide 
• 84955-62-4 2-oxo-3-(phenylcarbamoyl)propylidenetriphenylphosphorane 
• 84955-66-8 4-(2',3'-O-isopropylidene-5'-O-trityl-α-D-ribofuranosyl)-3-oxobutananilide 
• 84955-67-9 4-(2',3'-O-isopropylidene-5'-O-trityl-β-D-ribofuranosyl)-3-oxobutananilide 
• 55876-72-7 4-chloromethyl-4-hydroxy-5-imino-1-phenyl-pyrrolidin-2-one 
• 52792-76-4 2-chloro-3-methoxy-crotonanilide 

Relevant articles and documents

Preparation of alpha-chloroacetoacetanilide compounds

A process for the preparation of α-chloroacetoacetanilide compounds (α-Cl AAA) which comprises the steps of: (a) reacting an acetoacetanilide compound (AAA) with chlorine in the presence of a solvent mixture consisting essentially of an organic solvent and water, wherein the percent water to organic solvent in the solvent mixture is between about 10% and 150% (v/v); (b) isolating the α-Cl AAA produced in step (a); and (c) optionally hydrogenating any α,α-dichloroacetoacetanilide compound (α,α-diCl AAA) produced in step (a), with hydrogen in the presence of a catalyst selected from the group consisting of palladium, platinum and Raney nickel, and in the presence of a solvent mixture consisting essentially of water and an organic solvent, wherein the percent of the water to the organic solvent in the solvent mixture is between 10% to 150% (v/v), for a period of time sufficient to produce α-Cl AAA; and isolating the α-Cl AAA so produced. The present invention also relates to a process for the dechlorination of α,α-diCl AAA wherein the α,α-diCl AAA is hydrogenated with hydrogen in the presence a catalyst selected from the group consisting of palladium, platinum and Raney nickel, and in the presence of a solvent mixture consisting essentially of water and an organic solvent, wherein the percent of the water to the organic solvent in the solvent mixture is between 10% to 150% (v/v), for a period of time sufficient to produce either α-Cl AAA or AAA.

4-Chloro-4-chloromethyloxetan-2-one and a process for its production

The new compound 4-chloro-4-chloromethyloxetan-2-one can be prepared by reacting diketene with sulphuryl chloride under conditions in which free radicals are formed. The 4-chloro-4-chloromethyloxetan-2-one exhibits antimicrobial activity. It is also useful as an intermediate, for example for the production of pigments and dyestuffs.