3-Methylene-2-pyrrolidinone

Base Information

• Chemical Name: 3-Methylene-2-pyrrolidinone
• CAS No.: 76220-95-6
• Molecular Formula: C5H7NO
• Molecular Weight: 97.1167
• European Community (EC) Number: 829-875-4
• DSSTox Substance ID: DTXSID60447917
• Nikkaji Number: J1.045.301A
• Wikidata: Q82266817
• Mol file: 76220-95-6.mol

Synonyms:3-methylene-2-pyrrolidinone;76220-95-6;3-methylidenepyrrolidin-2-one;2-Pyrrolidinone, 3-methylene-;3-Methylenepyrrolidin-2-one;methylenepyrrolidone;3-Methylenepyrrolidine-2-one;3-methylene-pyrrolidin-2-one;DTXSID60447917;AKOS006359508

Chemical Property of 3-Methylene-2-pyrrolidinone

Chemical Property:

• Melting Point: 106-108 °C(Solv: ethyl acetate (141-78-6))
• Boiling Point: 275.6±23.0 °C(Predicted)
• PKA: 14.56±0.20(Predicted)
• PSA: 32.59000
• Density: 1.05±0.1 g/cm3(Predicted)
• LogP: 0.33840
• XLogP3: 0.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 97.052763847
• Heavy Atom Count: 7
• Complexity: 117

Purity/Quality:

99% ^*data from raw suppliers

3-methylene-2-Pyrrolidinone 97.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C=C1CCNC1=O

Technology Process of 3-Methylene-2-pyrrolidinone

There total 6 articles about 3-Methylene-2-pyrrolidinone 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: 82.0%

3-(hydroxymethyl)-2-pyrrolidinone (76220-94-5) → 3-methylene-2-pyrrolidinone (76220-95-6)

Guidance literature:

With copper(l) iodide; dicyclohexyl-carbodiimide; In toluene; for 3h; Reflux;

Reference yield: 78.0%

tert-butyl 3-methylene-2-oxopyrrolidine-1-carboxylate → 3-methylene-2-pyrrolidinone (76220-95-6)

Guidance literature:

With trifluoroacetic acid; In dichloromethane;

DOI:10.1021/acs.biomac.6b00210

Reference yield: 72.0%

α-methylene-γ-butyrolactone (547-65-9) → 3-methylene-2-pyrrolidinone (76220-95-6)

Guidance literature:

With ammonia;

DOI:10.1142/S1088424610001763

upstream raw materials:

3-(hydroxymethyl)-2-pyrrolidinone

formaldehyd

2-Pyrrolidon-3-yl-triphenylphosphoran

2-oxopyrrolidine-3-carboxylic acid ethyl ester

Downstream raw materials:

3-methylidene-1-phenylpyrrolidin-2-one

3-methylene-1-[(4-fluoro)phenyl]-2-pyrrolidinone

3-methylene-1-[(4-nitro)phenyl]-2-pyrrolidinone

Refernces

• 1、 Liu, Xingui,Wang, Yingying,Zhang, Xuan,Gao, Zhengya,Zhang, Suping,Shi, Peizhong,Zhang, Xin,Song, Lin,Hendrickson, Howard,Zhou, Daohong,Zheng, Guangrong. "Senolytic activity of piperlongumine analogues: Synthesis and biological evaluation". . p. 3925 - 3938. Retrieved 2018/06/19.
• 2、 -. "COMPOSITIONS AND METHODS FOR SELECTIVELY DEPLETING SENESCENT CELLS". Paragraph 0420. . Retrieved 2016/02/26.