5-Ethenyl-2-oxopyrrolidine-3-carboxamide

Base Information

• Chemical Name: 5-Ethenyl-2-oxopyrrolidine-3-carboxamide
• CAS No.: 71107-19-2
• Molecular Formula: C₇H₁₀N₂O₂
• Molecular Weight: 154.169
• European Community (EC) Number: 275-195-0
• UNII: 75M1GUX3PY
• DSSTox Substance ID: DTXSID50867988
• Nikkaji Number: J308.713A
• Wikidata: Q27266391
• Mol file: 71107-19-2.mol

Synonyms:71107-19-2;5-ethenyl-2-oxopyrrolidine-3-carboxamide;2-Oxo-5-vinylpyrrolidine-3-carboxamide;UNII-75M1GUX3PY;EINECS 275-195-0;75M1GUX3PY;3-Pyrrolidinecarboxamide,5-ethenyl-2-oxo-;SCHEMBL14326982;DTXSID50867988;3-carboxamido-5-vinyl-2-pyrrolidinone;5-Ethenyl-2-oxo-3-pyrrolidinecarboxamide;VIGABATRIN IMPURITY C [EP IMPURITY];3-Pyrrolidinecarboxamide, 5-ethenyl-2-oxo-;FT-0615282;W-111445;Q27266391

Chemical Property of 5-Ethenyl-2-oxopyrrolidine-3-carboxamide

Chemical Property:

• Vapor Pressure: 1.06E-08mmHg at 25°C
• Boiling Point: 461.6°C at 760 mmHg
• PKA: 7.58±0.40(Predicted)
• Flash Point: 233°C
• PSA: 72.19000
• Density: 1.279g/cm³
• LogP: 0.19150
• Storage Temp.: Refrigerator
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: 0
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 154.074227566
• Heavy Atom Count: 11
• Complexity: 213

Purity/Quality:

99% ^*data from raw suppliers

2-Oxo-5-vinylpyrrolidine-3-carboxamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C=CC1CC(C(=O)N1)C(=O)N
• Uses: 2-Oxo-5-vinylpyrrolidine-3-carboxamide is obtained from (2E)-1,4-Dibromo-2-butene (D425545) which is used as a reagent in the preparation of diaminoalkenes though copper-mediated diamination reaction. 2-Oxo-5-vinylpyrrolidine-3-carboxamide is also used for vigabatrin separation from, by HPLC, macroporous polymeric column in analytical study.

Technology Process of 5-Ethenyl-2-oxopyrrolidine-3-carboxamide

There total 2 articles about 5-Ethenyl-2-oxopyrrolidine-3-carboxamide 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:

diethyl 2-vinylcyclopropane-1,1-dicarboxylate (7686-78-4) + formamide (77287-34-4,77287-35-5,60100-09-6) → 2-oxo-5-vinylpyrrolidine-3-amide (71107-19-2)

Guidance literature:

With ammonia; at 120 - 130 ℃; for 16h;

DOI:10.1007/s11696-019-01030-2

Reference yield:

diethyl 2-vinylcyclopropane-1,1-dicarboxylate (7686-78-4) → 2-oxo-5-vinylpyrrolidine-3-amide (71107-19-2)

Guidance literature:

In formamide;

upstream raw materials:

diethyl 2-vinylcyclopropane-1,1-dicarboxylate

formamide

Refernces

• 1、 -. "Preparation method of aminohexenoic acid". Paragraph 0016; 0043; 0044; 0051; 0053; 0062; 0063. . Retrieved 2020/02/14.