1-Phenyl-2-pyrrolidinone

Base Information

• Chemical Name: 1-Phenyl-2-pyrrolidinone
• CAS No.: 4641-57-0
• Molecular Formula: C10H11NO
• Molecular Weight: 161.203
• Hs Code.: 29337900
• European Community (EC) Number: 225-069-6
• NSC Number: 25325
• UNII: V8JL6C4DFL
• DSSTox Substance ID: DTXSID60196837
• Nikkaji Number: J122.134E
• Wikidata: Q72498654
• ChEMBL ID: CHEMBL97990
• Mol file: 4641-57-0.mol

Synonyms:1-Phenylpyrrolidin-2-one;1-Phenyl-2-pyrrolidinone;4641-57-0;2-Pyrrolidinone, 1-phenyl-;1-Phenyl-2-pyrrolidone;N-Phenyl-2-pyrrolidone;N-Phenyl-2-pyrrolidinone;1-Phenyl-pyrrolidin-2-one;N-Phenyl pyrrolidone;V8JL6C4DFL;EINECS 225-069-6;MFCD00003192;NSC-25325;NSC25325;N-Phenylbutyrolactam;n-phenylpyrrolidinone;Maybridge3_004960;UNII-V8JL6C4DFL;N-phenyl-pyrrolidin-2-one;N-(phenyl)-2-pyrrolidinone;CHEMBL97990;SCHEMBL136476;1-phenyl-azacyclopentan-2-one;DTXSID60196837;1-Phenyl-2-pyrrolidinone, 99%;HMS1445B10;AC1348;NSC 25325;STK261354;AKOS001027146;FS-2711;IDI1_016347;SY020012;CS-0156105;FT-0608238;P0319;EN300-16412;A827046;W-106093;Z55670889

Chemical Property of 1-Phenyl-2-pyrrolidinone

Chemical Property:

• Appearance/Colour: White solid
• Vapor Pressure: 3.11E-05mmHg at 25°C
• Melting Point: 67-69 °C
• Refractive Index: 1.577
• Boiling Point: 355.5 °C at 760 mmHg
• PKA: 0.54±0.20(Predicted)
• Flash Point: 174.7 °C
• PSA: 20.31000
• Density: 1.147 g/cm³
• LogP: 1.87840
• Storage Temp.: Refrigerator
• Solubility.: Chloroform (Slightly), Ethyl Acetate, Methanol (Slightly)
• Water Solubility.: Soluble in chloroform and ethyl Acetate. Insoluble in water.
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 161.084063974
• Heavy Atom Count: 12
• Complexity: 173

Purity/Quality:

99% ^*data from raw suppliers

1-Phenyl-2-pyrrolidone ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(=O)N(C1)C2=CC=CC=C2
• Uses: A novel derivative of 1-phenyl-2-pyrrolidinone, blebbistatin, inhibits non-muscle myocin II activity with high specificity.

Technology Process of 1-Phenyl-2-pyrrolidinone

There total 65 articles about 1-Phenyl-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: 100.0%

2-pyrrolidinon (616-45-5) + bromobenzene (108-86-1,52753-63-6) → 1-phenylpyrrolidin-2-one (4641-57-0)

Guidance literature:

With copper; at 240 ℃; for 12h; Product distribution; further reagents, reaction temperature;

Reference yield: 99.0%

2-pyrrolidinon (616-45-5) + iodobenzene (591-50-4) → 1-phenylpyrrolidin-2-one (4641-57-0)

Guidance literature:

With caesium carbonate; In N,N-dimethyl-formamide; at 140 ℃; for 24h; Temperature; Sealed tube;

DOI:10.1021/acs.joc.8b00620

Reference yield: 95.0%

N-phenyl-4-chlorobutyramide (7578-45-2) → 1-phenylpyrrolidin-2-one (4641-57-0)

Guidance literature:

With potassium tert-butylate; In tetrahydrofuran; at 0 ℃; for 2h;

DOI:10.3987/COM-97-8061

upstream raw materials:

4-butanolide

anthranilic acid

aniline

N-phenylmaleimide

Downstream raw materials:

2-oxo-1-phenyl-pyrrolidine-3-carbaldehyde

1-phenyl-3-acetoxymethylenepyrrolidin-2-one

N-phenyl-2-pyrroline

1-(4-bromophenyl)pyrrolidin-2-one

Refernces

• 1、 Bai, Ya,Shi, Lingling,Zheng, Lianyou,Ning, Shulin,Che, Xin,Zhang, Zhuoqi,Xiang, Jinbao. "Electroselective and Controlled Reduction of Cyclic Imides to Hydroxylactams and Lactams". supporting information. p. 2298 - 2302. Retrieved 2021/04/05.
• 2、 Bai, Di-Xiang,Lim, Rachel Sin-Ee,Ng, Hui-Fen,Teo, Yong-Chua. "A ligand-free copper-catalyzed strategy to the N-arylation of indazole using aryl bromides". supporting information. p. 1398 - 1405. Retrieved 2021/03/08.