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

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

Uses

Used in Polymer and Resin Production:
N,N-Dimethylmethacrylamide is used as a monomer for the production of polymers and resins, contributing to the formation of various materials with diverse applications.
Used in Hydrogel Synthesis:
In the biomedical industry, N,N-Dimethylmethacrylamide is used as a monomer in the synthesis of hydrogels, which are utilized for their biocompatibility and controlled release properties in drug delivery systems and tissue engineering.
Used in Coating and Adhesive Formulation:
N,N-Dimethylmethacrylamide is used as a key component in the formulation of coatings and adhesives, providing enhanced bonding and durability to various surfaces.
Used in Specialty Plastics Manufacturing:
In the plastics industry, N,N-Dimethylmethacrylamide is used in the manufacturing of specialty plastics, which exhibit unique properties such as high strength, flexibility, and chemical resistance.
Used as a Reagent in Organic Synthesis:
N,N-Dimethylmethacrylamide serves as a reagent in organic synthesis, facilitating various chemical reactions and contributing to the production of a wide range of organic compounds.
It is important to handle N,N-Dimethylmethacrylamide with care due to its potential hazards, including skin and eye irritation, and respiratory issues if inhaled. Proper safety measures should be taken during its use in various applications.

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 
• 97850-67-4 Methanesulfonic acid 1-dimethylcarbamoyl-1-methyl-ethyl ester 
• 463-49-0 1,2-propanediene 
• 201230-82-2 carbon monoxide 
• 993-50-0 (dimethylamino)trimethyltin 
• 80-62-6 methacrylic acid methyl ester 
• 21678-37-5 N,N,2-trimethylpropionamide 
• 920-46-7 Methacryloyl chloride 
• 760-93-0 methacryloyl anhydride 

Downstream Products

• 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 
• 133589-31-8 3-Hydroxy-2,2,N,N-tetramethyl-3-phenyl-propionamide 

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.

N, N - disubstituted α, β - unsaturated carboxylic acid amide of (by machine translation)

The present invention is [a], the reaction time is short, suitable for mass-production by gas phase reaction N, N - disubstituted α, β - unsaturated carboxylic acid amide manufacturing method. [Solution] N, N - disubstituted α, β - unsaturated carboxylic acid amide is produced, N, N - disubstituted aldehyde carboxylic amide, in the presence of a catalyst, vapor phase reaction, N, N - disubstituted α, β - unsaturated carboxylic acid amide with. [Drawing] no (by machine translation)

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.

Pallidium catalysed reactions of allenes, carbon monoxide and nucleophiles

Hydridopalladium(II) species generated in situ by oxidative addition of Pd(0) to acetic acid or acidic hydroxyl substrates (phenols, oximes) catalyse the termolecular assembly of allenes, CO and amines (primary, secondary) or oxygen nucleophiles to give methacrylamides or methacrylate esters and derivatives thereof in good to excellent yield.

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.

ON CARBONYL PARTICIPATION IN THE SOLVOLYSES OF α-KETO MESYLATES

α-amido mesylates generally solvolyze giving α-keto cations, bypassing cyclic ions derived from carbonyl (kΔ) participation.A possible exception is the N,N-dimethylamido mesylate derived from (S)-mandelic acid in trifluoroacetic acid which gives a small amount (9percent) of retained product.

Conformational Analysis of Some Acrylamide Homologues

UV absorption and 13C NMR spectra of some acrylamide homologues are discussed in terms of their conformations.They usually assume the planar s-cis conformations, but steric effects in N,N-dimethylamides of methacrylic and senecioic acids are shown to force the molecules into non-planar structures.