N,N-Diethylmethacrylamide

Base Information

• Chemical Name: N,N-Diethylmethacrylamide
• CAS No.: 5441-99-6
• Molecular Formula: C8H15NO
• Molecular Weight: 141.213
• Hs Code.: 2924199090
• European Community (EC) Number: 873-706-7
• NSC Number: 56375,20958
• DSSTox Substance ID: DTXSID40969546
• Nikkaji Number: J800.040I
• Wikidata: Q82952561
• Mol file: 5441-99-6.mol

Synonyms:N,N-DIETHYLMETHACRYLAMIDE;5441-99-6;N,N-diethyl-2-methylprop-2-enamide;NSC56375;SCHEMBL21608;DTXSID40969546;JMCVCHBBHPFWBF-UHFFFAOYSA-N;N,N-Diethyl-2-methylacrylamide #;NSC20958;NSC-20958;NSC-56375;AKOS006345452;2-Propenamide, N,N-diethyl-2-methyl-;FT-0629478;N,N-Diethylmethacrylamide, contains <500 ppm MEHQ as inhibitor, 97%

Chemical Property of N,N-Diethylmethacrylamide

Chemical Property:

• Vapor Pressure: 0.0422mmHg at 25°C
• Refractive Index: 1.443
• Boiling Point: 238.5 °C at 760 mmHg
• Flash Point: 99.3 °C
• PSA: 20.31000
• Density: 0.883 g/cm³
• LogP: 1.43090
• Storage Temp.: 2-8°C
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 141.115364102
• Heavy Atom Count: 10
• Complexity: 136

Purity/Quality:

98%,99%, ^*data from raw suppliers

N,N-Diethylmethacrylamide contains <500 ppm MEHQ as inhibitor, 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCN(CC)C(=O)C(=C)C
• Uses: Since the lower critical solution temperature (LCST) is around body temperature, it is widely used in the development of drug delivery systems based on the sol gel phase conversion at body temperature.

Technology Process of N,N-Diethylmethacrylamide

There total 2 articles about N,N-Diethylmethacrylamide 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: 77.8%

ethyl iodide (75-03-6) + Methacrylamide (79-39-0) → N-ethyl methacrylamide (7370-88-9) + N,N-diethylmethacrylamide (5441-99-6)

Guidance literature:

With potassium hydroxide; In acetonitrile; at 50 ℃; Product distribution; N-alkylation of the title compound with alkyl halides; effect of reactants ratio; effect of temperature;

Reference yield:

diethylamine (109-89-7) + methacrylic acid methyl ester (80-62-6,114512-63-9,143476-91-9,25188-98-1,9011-14-7) → N,N-diethylmethacrylamide (5441-99-6) + methyl 2-methyl-3-(N,N-diethylamino)propionate (31084-16-9,86685-74-7,86685-76-9) + β-diethylamino-isobutyric acid diethylamide

Guidance literature:

at 120 ℃;

Reference yield: 71.0%

N,N-diethylmethacrylamide (5441-99-6) + 4-methyl-benzaldehyde (104-87-0) → (E)-N,N-diethyl-2-methyl-4-oxo-4-(p-tolyl)but-2-enamide

Guidance literature:

With tert.-butylhydroperoxide; In water; at 90 ℃; for 10h; regioselective reaction; Inert atmosphere; Green chemistry;

DOI:10.1021/co500086f

upstream raw materials:

diethylamine

methacrylic acid methyl ester

ethyl iodide

Methacrylamide

Downstream raw materials:

N,N-diethylisobutyramide

N,N-diethyl 2-methyl-4-(diethylamino)butyramide

N,N-diethyl 2-methyl-4-hydroxybutyramide

3-methyltetrahydro-2-furanone

Refernces