6976-91-6

Basic information

• Product Name: N,N-DIMETHYLMETHACRYLAMIDE
• Synonyms: N,N-DIMETHYLMETHACRYLAMIDE;Acrylamide, N,N,2-trimethyl-;N,N,2-Trimethylacrylamide;N,N,2-Trimethylpropenamide;Nsc24154;N,N-Dimethylmethacrylamide, 97%, stabilized with MEHQ
• CAS NO: 6976-91-6
• Molecular Formula: C₆H₁₁NO
• Molecular Weight: 113.16
• EINECS: 230-240-3
• Product Categories: monomer
• Mol File: 6976-91-6.mol
• Article Data: 7

Chemical Properties

• Melting Point: 65～67℃/10mm
• Boiling Point: 65-67°C 10mm
• Flash Point: 82.9°C
• Appearance: /
• Density: 0.94
• Vapor Pressure: 0.309mmHg at 25°C
• Refractive Index: 1.4594 (589.3 nm 20℃)
• Storage Temp.: 2-8°C
• CAS DataBase Reference: N,N-DIMETHYLMETHACRYLAMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: N,N-DIMETHYLMETHACRYLAMIDE(6976-91-6)
• EPA Substance Registry System: N,N-DIMETHYLMETHACRYLAMIDE(6976-91-6)

Safety Data

• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• Hazardous Substances Data: 6976-91-6(Hazardous Substances Data)

Usage

General Description

N,N-Dimethylmethacrylamide is a chemical compound that is commonly used in the production of polymers and resins. It is a colorless liquid with a mild odor, and it is soluble in water and most organic solvents. N,N-DIMETHYLMETHACRYLAMIDE is known for its high reactivity and is often used as a monomer in the synthesis of various polymers, including hydrogels, coatings, and adhesives. It is also used in the production of specialty plastics, biomedical materials, and as a reagent in organic synthesis. N,N-Dimethylmethacrylamide is considered to be a hazardous material due to its potential for skin and eye irritation, as well as its ability to cause respiratory irritation if inhaled.

InChI:InChI=1/C6H11NO/c1-5(2)6(8)7(3)4/h1H2,2-4H3

Upstream product

• 38872-39-8 β-dimethylamino-isobutyric acid dimethylamide 
• 79-41-4 poly(methacrylic acid) 
• 124-40-3 dimethyl amine 
• 760-93-0 methacryloyl anhydride 
• 920-46-7 Methacryloyl chloride 
• 21678-37-5 N,N,2-trimethylpropionamide 
• 993-50-0 (dimethylamino)trimethyltin 
• 80-62-6 methacrylic acid methyl ester 
• 97850-67-4 Methanesulfonic acid 1-dimethylcarbamoyl-1-methyl-ethyl ester 
• 463-49-0 1,2-propanediene 
• 201230-82-2 carbon monoxide 

Downstream Products

• 549504-33-8 2,3-dihydroxy-2,N,N-trimethylpropionamide 
• 1042139-33-2 C₂₁H₂₈N₂O₃S 
• 1277186-25-0 N-benzyl-N-[4,7-dimethyl-5-phenyl-2-(toluene-4-sulfonyl)-2,3,5,6-tetrahydro-1H-isoindol-5-yl]acetamide 
• 1042139-32-1 C₂₇H₃₂N₂O₃S 
• 1277186-24-9 C₂₂H₂₈N₂O₅S 
• 1277186-26-1 C₂₈H₃₂N₂O₅S 

Relevant articles and documents

Rhodium(III)-Catalyzed Aerobic Oxidative C-H Olefination of Unsaturated Acrylamides with Unactivated Olefins

A rhodium(III)-catalyzed aerobic oxidative cross-coupling of acrylamides with unactivated alkenes via vinylic C-H activation has been developed. The present cross-coupling reaction was examined with a variety of differently functionalized acrylamides and unactivated olefins. In these reactions, highly valuable amide-functionalized butadienes were prepared in good to excellent yields. This protocol was also compatible with Weinreb amides. A possible reaction mechanism involving the chelation-assisted vinylic C-H activation via a carboxylate-assisted deprotonation pathway is proposed.

Rh(III)-catalyzed halogenation of vinylic C-H bonds: Rapid and general access to Z-halo acrylamides

Herein, the regio- and stereoselective iodination, along with some examples for the bromination, of readily available acrylamides to access a variety of differently substituted Z-haloacrylic acid derivatives is reported. The reaction proceeds under mild conditions via a Rh(III)-catalyzed C-H-activation/ halogenation mechanism and represents a rare example of a direct halogenation of electron-poor acrylic acid derivatives.

SYNTHESE REGIOSPECIFIQUE D'AMIDO-1 VINYL-2 CYCLOPROPANES A PARTIR DE LITHIENS ALLYLIQUES MONOHALOGENES ET D'AMIDES TERTIAIRES α-ETHYLENIQUIES

Chloroallyllitium and gem-chloro(methyl)allyllithium readly react, via conjugated addition and cyclisation, with α-ethylenic aliphatic tertiary amides to produce, in a "one-pot" reaction, alkyl-substituted 1-amido-2-vinylcyclopropanes.