N,N-Dimethylacrylamide

Base Information

• Chemical Name: N,N-Dimethylacrylamide
• CAS No.: 2680-03-7
• Deprecated CAS: 68761-83-1,1196872-91-9,1196872-91-9
• Molecular Formula: C5H9NO
• Molecular Weight: 99.1326
• Hs Code.: 29211990
• European Community (EC) Number: 220-237-5
• NSC Number: 35191,32613
• UNII: AS46JK7Q6I
• DSSTox Substance ID: DTXSID0051944
• Nikkaji Number: J33.779J
• Wikidata: Q15632705
• Mol file: 2680-03-7.mol

Synonyms:DMAA-N,N;N,N-dimethylacrylamide

Chemical Property of N,N-Dimethylacrylamide

Chemical Property:

• Appearance/Colour: Colorless and clear liquid
• Vapor Pressure: 0.782mmHg at 25°C
• Melting Point: <20oC
• Refractive Index: n20/D 1.473(lit.)
• Boiling Point: 183.155 °C at 760 mmHg
• PKA: -0.77±0.70(Predicted)
• Flash Point: 71.667 °C
• PSA: 20.31000
• Density: 0.897 g/cm³
• LogP: 0.26060
• Storage Temp.: 2-8°C(protect from light)
• Sensitive.: Light Sensitive
• Water Solubility.: Slightly soluble in water (1.000 g/L at 20°C).
• XLogP3: 0.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 99.068413911
• Heavy Atom Count: 7
• Complexity: 86.1

Purity/Quality:

98% ^*data from raw suppliers

N,N-Dimethylacrylamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn; T
• Hazard Codes: T,Xn
• Statements: 21/22-23-36-41
• Safety Statements: 26-36/37-45-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Plastics & Rubber -> Other Monomers
• Canonical SMILES: CN(C)C(=O)C=C
• Uses: N,N-Dimethylacrylamide is a useful monomer for synthetic fibers and plastics. It is also used in the synthesis of photoresponsive polymers and copolymers by grafting polysiloxane on the side chain of DMA by homopolymerization or grafting cellulose to form cellulose polymers and copolymerization of methyl methacrylate with DMA or copolymerization of DMA with styrene and butadiene. DMA is used in the synthesis of photoresponsive polymers. It is used in the synthesis of copolymers bygrafting polysiloxane on the side chain of DMA by homopolymerization orgrafting cellulose to form cellulose polymers andcopolymerization of methyl methacrylate with DMA orcopolymerization of DMA with styrene and butadiene

Technology Process of N,N-Dimethylacrylamide

There total 36 articles about N,N-Dimethylacrylamide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

3-(N,N-dimethylamino)-N',N'-dimethylpropionamide (17268-47-2) → N,N-Dimethylacrylamide (2680-03-7,68761-83-1)

Guidance literature:

With cupferron; hydroquinone; alumina N₆₁₁N; In water; at 250 ℃; for 5h; under 2250.23 Torr; Product distribution / selectivity;

Reference yield: 98.0%

β-methoxy-N,N-dimethylpropionic acid amide (53185-52-7) → N,N-Dimethylacrylamide (2680-03-7,68761-83-1)

Guidance literature:

With 4-methoxy-phenol; potassium hydroxide; In ethylene glycol; at 200 ℃; Temperature; Reagent/catalyst; Pyrolysis;

Reference yield: 94.0%

3-isopropoxy-N,N-dimethylpropionic acid amide → N,N-Dimethylacrylamide (2680-03-7,68761-83-1)

Guidance literature:

With 4,4'-butylidenebis(6-tert-butyl-m-cresol); sodium hydroxide; In glycerol; at 240 ℃; Pyrolysis;

upstream raw materials:

β-Propiolactone

dimethyl amine

3-(N,N-dimethylamino)-N',N'-dimethylpropionamide

DL-2-acetoxy-propionic acid dimethylamide

Downstream raw materials:

N,N-dimethyl 2-chloro-3-phenylselenopropionamide

N,N-dimethyl 2-phenylseleno-3-chloropropionamide

C₁₁H₁₄Cl₃NOSe

4-cyanomethyl-N,N-dimethyl-5-oxo-4-phenylhexanamide

Refernces

• 1、 Adams, Richard D.,Tedder, Jonathan D.. "Formation of N, N-Dimethylacrylamide by a Multicenter Hydrocarbamoylation of C2H2 with N, N-Dimethylformamide Activated by Ru5(μ5-C)(CO)15". . p. 5707 - 5710. Retrieved 2018.
• 2、 -. "PRODUCTION METHOD OF N,N-DISUBSTITUTED α,β-UNSATURATED CARBOXYLIC ACID AMIDE AND CATALYST FOR PRODUCTION OF N,N-DISUBSTITUTED α,β-UNSATURATED CARBOXYLIC ACID AMIDE". Paragraph 0070-0101. . Retrieved 2020/03/31.
• 3、 Wang, Shi-Meng,Zhao, Chuang,Zhang, Xu,Qin, Hua-Li. "Clickable coupling of carboxylic acids and amines at room temperature mediated by SO2F2: A significant breakthrough for the construction of amides and peptide linkages". . p. 4087 - 4101. Retrieved 2019/04/30.