N-Phenylmethacrylamide

Base Information

• Chemical Name: N-Phenylmethacrylamide
• CAS No.: 1611-83-2
• Molecular Formula: C10H11 N O
• Molecular Weight: 161.203
• Hs Code.: 2924299090
• European Community (EC) Number: 216-555-9
• NSC Number: 32640
• UNII: EH28ZYL2G5
• DSSTox Substance ID: DTXSID20167063
• Nikkaji Number: J195.235H
• Wikidata: Q83036377
• ChEMBL ID: CHEMBL2426257
• Mol file: 1611-83-2.mol

Synonyms:2-methyl-N-phenyl-2-propenamide

Chemical Property of N-Phenylmethacrylamide

Chemical Property:

• Vapor Pressure: 0.00034mmHg at 25°C
• Melting Point: 84-85°C
• Boiling Point: 319.4°Cat760mmHg
• PKA: 13.76±0.70(Predicted)
• Flash Point: 186.3°C
• PSA: 29.10000
• Density: 1.071g/cm³
• LogP: 2.27420
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Solubility.: soluble in Methanol
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 161.084063974
• Heavy Atom Count: 12
• Complexity: 180

Purity/Quality:

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

N-Phenylmethacrylamide ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=C)C(=O)NC1=CC=CC=C1

Technology Process of N-Phenylmethacrylamide

There total 24 articles about N-Phenylmethacrylamide 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: 87.0%

2-bromo-2-methyl-N-phenylpropanamide (2322-45-4) + 1,2:3,4-di-O-isopropylidene-α-D-galactopyranose (4064-06-6) → 2-methyl-N-phenylacrylamide (1611-83-2) + 2-hydroxy-2-methylpropionanilide (2760-38-5) + 2-(1,2:3,4-di-O-isopropylidene-D-galactopyranos-6-yloxy)-2-methyl-N-phenylpropanamide (142061-47-0)

Guidance literature:

With molecular sieve; silver(l) oxide; In acetonitrile; for 168h; Ambient temperature;

Reference yield: 83.0%

zinc(II) cyanide (557-21-1) + 2-bromo-2-methyl-N-phenylpropanamide (2322-45-4) → 2-methyl-N-phenylacrylamide (1611-83-2) + 2-cyano-2-methyl-N-phenylpropanamide

Guidance literature:

With potassium phosphate; copper(I) bromide dimethylsulfide complex; N,N,N,N,-tetramethylethylenediamine; In tetrahydrofuran; at 110 ℃; for 24h; Solvent; Reagent/catalyst; Temperature; Mechanism; Inert atmosphere; Sealed tube;

DOI:10.1021/jacs.9b11349

Reference yield: 73.0%

N-methyl-N-phenylmethacrylamide (15796-89-1) → 2-methyl-N-phenylacrylamide (1611-83-2)

Guidance literature:

With methanol; copper acetylacetonate; water; N-fluorobis(benzenesulfon)imide; In acetonitrile; at 80 ℃; for 24h; Reagent/catalyst; Solvent; Catalytic behavior; Schlenk technique; Inert atmosphere;

DOI:10.1021/acs.orglett.0c00863

upstream raw materials:

sodium anilide

methacrylic acid methyl ester

aniline

poly(methacrylic acid)

Downstream raw materials:

N-phenyl dimethacrylamide

3-Chloro-2-ethylsulfanyl-2-methyl-N-phenyl-propionamide

2-methyl-3,N-diphenyl-propionamide

1-phenyl-3-methylpyrrolidine-2,5-dione

Refernces

• 1、 Audin, P,Sarciron, ME,Paris, J,Petavy, AF. "In vivo and in vitro effects of methacrylanilides and acetylcarboxanilide on alkaline phosphatase activity of Echinococcus multilocularis metacestodes". . p. 285 - 289. Retrieved 1992.
• 2、 Mizuta, Satoshi,Kitamura, Kanami,Kitagawa, Ayako,Yamaguchi, Tomoko,Ishikawa, Takeshi. "Silver-Promoted Fluorination Reactions of α-Bromoamides". . p. 5930 - 5935. Retrieved 2021/02/01.
• 3、 Deng, Ling,Hu, Jinbo,Ni, Chuanfa,Zhou, Xin. "Electrochemical reduction of fluoroalkyl sulfones for radical fluoroalkylation of alkenes". supporting information. p. 8750 - 8753. Retrieved 2021/09/08.