N-Methylacrylamide

Base Information

• Chemical Name: N-Methylacrylamide
• CAS No.: 1187-59-3
• Molecular Formula: C4H7 N O
• Molecular Weight: 85.1057
• Hs Code.: 2924199090
• European Community (EC) Number: 214-700-0
• UNII: 6728C288M3
• DSSTox Substance ID: DTXSID9041449
• Nikkaji Number: J66.961J
• Wikidata: Q27264058
• ChEMBL ID: CHEMBL3352942
• Mol file: 1187-59-3.mol

Synonyms:N-methylacrylamide

Chemical Property of N-Methylacrylamide

Chemical Property:

• Vapor Pressure: 0.222mmHg at 25°C
• Melting Point: 102-106 °C
• Refractive Index: 1.4340 (estimate)
• Boiling Point: 207.7 °C at 760 mmHg
• PKA: 15.12±0.46(Predicted)
• Flash Point: 103.6 °C
• PSA: 29.10000
• Density: 0.89 g/cm³
• LogP: 0.30930
• Storage Temp.: 2-8°C
• XLogP3: 0.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 85.052763847
• Heavy Atom Count: 6
• Complexity: 67.9

Purity/Quality:

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

N-Methylacrylamide 95+% ^*data from reagent suppliers

Safty Information:

• Statements: 20/21/22-36/37/38
• Safety Statements: 23-26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CNC(=O)C=C

Technology Process of N-Methylacrylamide

There total 16 articles about N-Methylacrylamide 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: 96.0%

β-Methoxypropionsaeure-monomethylamid (38188-92-0) → N-methylacrylamide (1187-59-3,25722-14-9)

Guidance literature:

With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; 10H-phenothiazine; potassium hydroxide; In ethylene glycol; at 180 ℃; Pyrolysis;

Reference yield: 86.0%

N-methyl-2-propynamide (2682-32-8) → N-methylacrylamide (1187-59-3,25722-14-9)

Guidance literature:

With tributylphosphine; 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane; In tetrahydrofuran; at 20 ℃; for 1h; stereoselective reaction; Inert atmosphere; Schlenk technique;

DOI:10.1002/adsc.202101020

Reference yield: 12.0%

methylamine hydrochloride (593-51-1) + acryloyl chloride (814-68-6,25189-84-8) → N-methylacrylamide (1187-59-3,25722-14-9)

Guidance literature:

methylamine hydrochloride; With triethylamine; In dichloromethane; at 0 ℃; for 0.166667h; Inert atmosphere;

acryloyl chloride; In dichloromethane; at 0 ℃; for 0.5h; Inert atmosphere;

upstream raw materials:

3-hydroxyl-N-methylpropanamide

β-Propiolactone

methylamine

2-acetoxy-propionic acid methylamide

Downstream raw materials:

N-methyl-3-(propan-2-ylamino)propanamide

3-(butan-2-ylamino)-N-methyl-propanamide

3-(2-methoxyethylamino)-N-methyl-propanamide

Refernces

• 1、 Grams, R. Justin,Lawal, Monsurat M.,Szwetkowski, Connor,Foster, Daniel,Rosenblum, Carol Ann,Slebodnick, Carla,Welborn, Valerie Vaissier,Santos, Webster L.. "Organocatalytic Trans Semireduction of Primary and Secondary Propiolamides: Substrate Scope and Mechanistic Studies". supporting information. p. 172 - 178. Retrieved 2021/10/14.
• 2、 Maron, Eva,Swisher, Jordan H.,Haven, Joris J.,Meyer, Tara Y.,Junkers, Tanja,B?rner, Hans G.. "Learning from Peptides to Access Functional Precision Polymer Sequences". supporting information. p. 10747 - 10751. Retrieved 2019/07/09.