5810-11-7

Basic information

• Product Name: N,N-DIMETHYL-2-CHLOROACETOACETAMIDE
• Synonyms: 2-CHLORO-N,N-DIMETHYLACETOACETAMIDE;N,N-DIMETHYL-2-CHLOROACETOACETAMIDE,WACK ER QUALITY;2-Chloro-N,N-dimethylacetoacetamide, DMCAA;Dimethyl-2-chloroacetoacetamide;N,N-Dimethyl-2-chloro-3-oxobutanamide;N,N-Dimethyl-2-chloro-3-oxobutyramide;Butanamide, 2-chloro-N,N-dimethyl-3-oxo-;Einecs 227-372-9
• CAS NO: 5810-11-7
• Molecular Formula: C₆H₁₀ClNO₂
• Molecular Weight: 163.6
• EINECS: 227-372-9
• Mol File: 5810-11-7.mol

Chemical Properties

• Melting Point: 36 °C(lit.)
• Boiling Point: 95 °C0.7 mm Hg(lit.)
• Flash Point: >230 °F
• Appearance: /
• Density: 1.203 g/mL at 25 °C(lit.)
• Refractive Index: n20/D 1.484(lit.)
• BRN: 1761325
• CAS DataBase Reference: N,N-DIMETHYL-2-CHLOROACETOACETAMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: N,N-DIMETHYL-2-CHLOROACETOACETAMIDE(5810-11-7)
• EPA Substance Registry System: N,N-DIMETHYL-2-CHLOROACETOACETAMIDE(5810-11-7)

Safety Data

• Hazard Codes: Xn
• Statements: 22-38-40-41-43-52/53
• Safety Statements: 26-36/37/39-61
• RIDADR: UN 2810 6.1/PG 3
• WGK Germany: 2
• RTECS: EJ3500846
• Hazardous Substances Data: 5810-11-7(Hazardous Substances Data)

Usage

Uses

1. Used in Pharmaceutical Industry:
N,N-DIMETHYL-2-CHLOROACETOACETAMIDE is used as an intermediate for the synthesis of anti-inflammatory 2-(3-pyridyl)thiazoles and other useful organic compounds. Its role in the synthesis process is crucial for developing new medications with potential therapeutic applications.
2. Used in Chemical Synthesis:
N,N-DIMETHYL-2-CHLOROACETOACETAMIDE is employed as a reagent in the synthesis of various organic compounds, contributing to the development of new chemical entities with diverse applications across different industries.
3. Used in Spice Industry:
As an active component of Aframomum danielli spice powder, N,N-DIMETHYL-2-CHLOROACETOACETAMIDE may contribute to the unique flavor and potential health benefits associated with the spice. This application highlights its versatility in both the chemical and culinary realms.

Hazard

A poison by skin contact. Moderately toxic by ingestion. A severe skin and eye irritant.

InChI:InChI=1/C20H15N3O5/c1-13-9-11-15(12-10-13)22-19(25)16(18(24)21-20(22)26)7-4-6-14-5-2-3-8-17(14)23(27)28/h2-12H,1H3,(H,21,24,26)/b6-4+,16-7-

Upstream product

• 2044-64-6 N,N-Dimethylacetoacetamid 
• 15289-80-2 Phosphonsaeure-<2-chlor-1-methyl-2-dimethylcarbamoyl-vinylester>-diisopropylester 
• 674-82-8 4-methyleneoxetan-2-one 
• 109-89-7 diethylamine 

Downstream Products

• 1393817-32-7 (Z)-2-dimethylamino-N-(4-fluorophenyl)-2-oxoethanehydrazonoyl chloride 
• 1393817-29-2 (Z)-2-dimethylamino-2-oxo-N-phenylethanehydrazonoyl chloride 
• 1393817-31-6 (Z)-N-(4-chlorophenyl)-2-dimethylamino-2-oxoethanehydrazonoyl chloride 
• 1393817-30-5 (Z)-2-dimethylamino-N-(4-methylphenyl)-2-oxoethanehydrazonoyl chloride 
• 1206611-75-7 C₁₈H₂₀N₂O₃S 
• 1146977-56-1 2-[(4-bromophenyl)imino]-3-ethyl-N,N,4-trimethyl-2,3-dihydro-1,3-thiazole-5-carboxamide 
• 95611-46-4 4-Methyl-2-phenylamino-thiazole-5-carbothioic acid dimethylamide 
• 95611-48-6 4-Methyl-2-phenylamino-thiazole-5-carboxylic acid dimethylamide 
• 85815-52-7 N,N-dimethyl 2-chloro-2-(2-(2-chlorobenzoyl)-5-chlorophenylazo)acetoacetamide 
• 78978-87-7 5-Methyl-2-[(E)-3-methyl-benzoylimino]-[1,3]oxathiole-4-carboxylic acid dimethylamide 
• 78978-84-4 2-[(E)-Benzoylimino]-5-methyl-[1,3]oxathiole-4-carboxylic acid dimethylamide 
• 5723-63-7 phosphoric acid diethyl ester-(2-dimethylcarbamoyl-1-methyl-vinyl ester) 

Relevant articles and documents

Efficient α-chlorination of carbonyl containing compounds under basic conditions using methyl chlorosulfate

An efficient method for the α-chlorination of ketones under basic conditions is described using methyl chlorosulfate. Its applicability for the chlorination of other functional groups has also been studied and it is equally useful for the synthesis of α-chloroesters and amides. Methyl chlorosulfate is described for the first time as a positive chlorine source. Some aldol reactions which occur during the chlorination of some substrates are also reported.

Process for the produciton of 2-chloroacetoacetic acid amides

Process for the production of 2-chloroacetoacetic acid amides. Diketene is converted at a temperature of +30° to -40° C. with the help of hydrogen chloride into acetoacetic acid chloride. Chlorine is introduced into the mixture at a temperature of +30° to -40° C., whereby 2-chloroacetoacetic acid chloride is formed. The latter is converted into the corresponding amide at a temperature of +50° to -40° C. by reaction with a N-compound having the formula: STR1 wherein (i) R=R'=H, or (ii) R=R'=alkyl, substituted alkyl, aryl, substituted aryl, alkyl aryl, substituted alkyl aryl, alkoxy aryl, substituted alkoxy aryl, alkoxy alkyl or substituted alkoxy alky, or (iii) R=H, and R'=alkyl, substituted alkyl, aryl, substituted aryl, alkyl aryl, substituted alkyl aryl, alkoxy aryl, substituted alkoxy aryl, alkoxy alkyl or substituted alkoxy alkyl.

Preservation of aqueous systems with 2-chloro-3-oxobutyramide derivatives

There is disclosed methods and compositions for inhibiting or preventing the growth of microorganisms in aqueous systems wherein the growth is inhibited or prevented by the presence of an effective amount of a 2-chloro-3-oxobutyramide derivative.