67442-07-3

Basic information

• Product Name: 2-CHLORO-N-METHOXY-N-METHYLACETAMIDE
• Synonyms: 2-CHLORO-N-METHOXY-N-METHYLACETAMIDE;2-CHLORO-N-METHOXY-N-METHYLACETAMIDE, 98 %;Methyl 2-Chloro-N-methylacetohydroxamate;2-Chloro-N-methoxy-N-methylacetamide,97%;N-(Chloroacetyl)-N-methoxymethylamine;AcetaMide, 2-chloro-N-Methoxy-N-Methyl-;N-Methyl-N-methoxy-2-chloroacetamide;N-(Chloroacetyl)-N-methoxymethylamine, N-(2-Chloroethanoyl)-N-methoxymethylamine
• CAS NO: 67442-07-3
• Molecular Formula: C₄H₈ClNO₂
• Molecular Weight: 137.56
• Product Categories: Halides;Amides;Carbonyl Compounds;Organic Building Blocks
• Mol File: 67442-07-3.mol
• Article Data: 38

Chemical Properties

• Melting Point: 39-41 °C(lit.)
• Boiling Point: 94-95 °C
• Flash Point: 220 °F
• Appearance: White to light yellow/Crystals
• Density: 1.178±0.06 g/cm3 (20 ºC 760 Torr)
• Vapor Pressure: 5.83mmHg at 25°C
• Refractive Index: 1.442
• Storage Temp.: Refrigerator
• Water Solubility: Insoluble in water.
• BRN: 1924015
• CAS DataBase Reference: 2-CHLORO-N-METHOXY-N-METHYLACETAMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-CHLORO-N-METHOXY-N-METHYLACETAMIDE(67442-07-3)
• EPA Substance Registry System: 2-CHLORO-N-METHOXY-N-METHYLACETAMIDE(67442-07-3)

Safety Data

• Hazard Codes: Xn
• Statements: 20/21/22
• Safety Statements: 23-26-27-28-37/39
• WGK Germany: 3
• Hazardous Substances Data: 67442-07-3(Hazardous Substances Data)

Usage

Description

2-Chloro-N-methoxy-N-methylacetamide is an organic compound that serves as a key intermediate in the synthesis of various biologically active molecules. It is characterized by its unique structure, which includes a chloro, methoxy, and methyl groups attached to an amide functional group.
Used in Pharmaceutical Industry:
2-Chloro-N-methoxy-N-methylacetamide is used as a starting reagent for the one-pot synthesis of 2-heptyl-3-hydroxy-4(1H)-quinolone (PQS), a signaling molecule involved in the quorum sensing of Pseudomonas aeruginosa. This application is crucial for the development of new drugs targeting bacterial communication and virulence.
Used in Chemical Synthesis:
2-Chloro-N-methoxy-N-methylacetamide is used as an intermediate in the preparation of 2-alkyl-4-quinolones, a class of compounds with significant biological activity. These quinolones have potential applications in various fields, including medicine and agriculture, due to their antimicrobial and antifungal properties.
Used in Research and Development:
2-Chloro-N-methoxy-N-methylacetamide is utilized in the synthesis of 2-(benzo[d]thiazol-2-ylsulfonyl)-N-methoxy-N-methylacetamide and α-chloro-ketone, which are valuable compounds for further research and development in the field of organic chemistry. These compounds can be used to explore new synthetic routes and develop novel molecules with potential applications in various industries.

InChI:InChI=1/C4H8ClNO2/c1-6(8-2)4(7)3-5/h3H2,1-2H3

Upstream product

• 79-11-8 chloroacetic acid 
• 1117-97-1 N,0-dimethylhydroxylamine 
• 1634-04-4 tert-butyl methyl ether 
• 6638-79-5 N,O-dimethylhydroxylamine*hydrochloride 
• 79-04-9 chloroacetyl chloride 
• 584-08-7 potassium carbonate 
• 541-88-8 Chloroacetic anhydride 

Downstream Products

• 191731-33-6 2-(4-bromophenoxy)-N-methoxy-N-methylacetamide 
• 209806-57-5 3-Methyl-3-(4-phenyl-but-3-ynyl)-oxirane-2-carboxylic acid methoxy-methyl-amide 
• 18245-82-4 1-chloro-4-(trimethylsilyl)but-3-yn-2-one 
• 1104606-44-1 2-chloroacetyl-5-fluoropyridine 
• 1186220-88-1 3-(2-chloroacetylphenyl)-4-trimethylsilylsydnone 
• 176648-09-2 1-chloro-4-phenyl-3-butyn-2-one 
• 1160482-43-8 C₁₃H₁₃ClO₃ 
• 1160482-41-6 C₂₂H₂₅ClO₂Si 
• 256352-19-9 2-(4-benzyl-1-piperazinyl)-N-methylacetamide 
• 228710-83-6 2-chloro-1-[6-(2,5-dimethyl-pyrrol-1-yl)-pyridin-3-yl]-ethanone 
• 937-38-2 1-chloro-3-phenylpropan-2-one 
• 129486-81-3 8-Chloromethylcarbonylquinoline 
• 808139-27-7 2-[[5-[[(2,3-dichlorophenyl)sulfonyl][[2-(trimethylsilyl)ethoxy]methyl]amino]-6-methoxypyrazin-2-yl]thio]-N-methoxy-N-methyl-acetamide 
• 945656-65-5 C₁₅H₂₁NO₆ 

Relevant articles and documents

Substituted Tetraethynylethylene–Tetravinylethylene Hybrids

A general synthetic approach to molecular structures that are hybrids of tetraethynylethylene (TEE) and tetravinylethylene (TVE) is reported. The synthesis permits the controlled preparation of many previously inaccessible structures, including examples w

Concise and Efficient Synthesis of [6]-Paradol

An efficient synthesis of [6]-paradol (1) has been performed in four steps with a 72.0% overall yield. The present method highlights commercially available materials, convenient isolation with multiple crystallization without involving column chromatography, and a high-purity product (more than 99.2%), and it is amenable to large-scale synthesis.

Quaternary Charge-Transfer Complex Enables Photoenzymatic Intermolecular Hydroalkylation of Olefins

Intermolecular C-C bond-forming reactions are underdeveloped transformations in the field of biocatalysis. Here we report a photoenzymatic intermolecular hydroalkylation of olefins catalyzed by flavin-dependent 'ene'-reductases. Radical initiation occurs via photoexcitation of a rare high-order enzyme-templated charge-transfer complex that forms between an alkene, α-chloroamide, and flavin hydroquinone. This unique mechanism ensures that radical formation only occurs when both substrates are present within the protein active site. This active site can control the radical terminating hydrogen atom transfer, enabling the synthesis of enantioenriched γ-stereogenic amides. This work highlights the potential for photoenzymatic catalysis to enable new biocatalytic transformations via previously unknown electron transfer mechanisms.