1-(4-Chlorophenyl)-2-pyrrolidinone

Base Information

• Chemical Name: 1-(4-Chlorophenyl)-2-pyrrolidinone
• CAS No.: 7661-33-8
• Molecular Formula: C10H10ClNO
• Molecular Weight: 195.648
• Hs Code.: 29339980
• European Community (EC) Number: 670-650-3
• DSSTox Substance ID: DTXSID30369213
• Nikkaji Number: J2.782.781K
• Wikidata: Q82156253
• Mol file: 7661-33-8.mol

Synonyms:1-(4-Chlorophenyl)-2-pyrrolidinone;1-(4-chlorophenyl)pyrrolidin-2-one;7661-33-8;1-(4-Chloro-phenyl)-pyrrolidin-2-one;SCHEMBL1703944;2-CYANOETHOXYETHYLACRYLATE;DTXSID30369213;NAIVIVMHCDWBEF-UHFFFAOYSA-N;(4-chlorophenyl) pyrrolidin-2-one;MFCD00138486;1-(4-Chlorophenyl)pyrrolidine-2-one;AKOS005174152;CS-0037155;FT-0683738;7B-101;W12980

Chemical Property of 1-(4-Chlorophenyl)-2-pyrrolidinone

Chemical Property:

• Appearance/Colour: Light beige fine crystalline powder
• Vapor Pressure: 8.22E-07mmHg at 25°C
• Melting Point: 95-98 °C
• Refractive Index: 1.59
• Boiling Point: 406.3 °C at 760 mmHg
• Flash Point: 199.5 °C
• PSA: 20.31000
• Density: 1.283 g/cm³
• LogP: 2.53180
• Storage Temp.: Inert atmosphere,Room Temperature
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 195.0450916
• Heavy Atom Count: 13
• Complexity: 199

Purity/Quality:

98%min ^*data from raw suppliers

1-(4-Chlorophenyl)pyrrolidin-2-one ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(=O)N(C1)C2=CC=C(C=C2)Cl

Technology Process of 1-(4-Chlorophenyl)-2-pyrrolidinone

There total 11 articles about 1-(4-Chlorophenyl)-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: 99.0%

2-pyrrolidinon (616-45-5) + 1-Chloro-4-iodobenzene (637-87-6) → 1-(4-chlorophenyl)pyrrolidin-2-one (7661-33-8)

Guidance literature:

With copper(l) iodide; cesium fluoride; N,N`-dimethylethylenediamine; In ethyl acetate; at 25 ℃; for 18 - 24h; Inert atmosphere;

DOI:10.1016/j.tetlet.2009.10.041

Reference yield: 95.0%

2-pyrrolidinon (616-45-5) + 4-Chlorophenylboronic acid (1679-18-1) → 1-(4-chlorophenyl)pyrrolidin-2-one (7661-33-8)

Guidance literature:

2-pyrrolidinon; 4-Chlorophenylboronic acid; With copper(l) iodide; In dimethyl sulfoxide; at 20 ℃; for 0.166667h;

With tert.-butylhydroperoxide; In water; dimethyl sulfoxide; at 60 ℃; for 1h;

DOI:10.1055/s-0034-1380741

Reference yield: 77.0%

1-phenylpyrrolidin-2-one (4641-57-0) → 1-(2-chlorophenyl)-2-oxotetrahydropyrrole (30425-42-4) + 1-(4-chlorophenyl)pyrrolidin-2-one (7661-33-8)

Guidance literature:

With N-chloro-succinimide; acetic acid; palladium diacetate; at 100 ℃; for 12h;

DOI:10.1016/j.tet.2006.06.075

upstream raw materials:

4-bromo-N-(4-chlorophenyl)butyramide

1-phenylpyrrolidin-2-one

2-pyrrolidinon

1-Chloro-4-iodobenzene

Downstream raw materials:

1-(4-chloro-phenyl)-5-hydroxy-pyrrolidin-2-one

1-(4-chlorophenyl)pyrrolidine-2,5-dione

1-(4-chlorophenyl)-3-ethoxycarbonyl-2-pyrrolidinone

Refernces

• 1、 Wang, Fang,Zhang, Xinying,He, Yan,Fan, Xuesen. "Selective synthesis of pyrrolidin-2-ones and 3-iodopyrroles: Via the ring contraction and deformylative functionalization of piperidine derivatives". . p. 156 - 164. Retrieved 2019/01/08.
• 2、 Zheng, Yanling,Nie, Xufeng,Long, Yang,Ji, Li,Fu, Haiyan,Zheng, Xueli,Chen, Hua,Li, Ruixiang. "Ruthenium-catalyzed synthesis of: N -substituted lactams by acceptorless dehydrogenative coupling of diols with primary amines". supporting information. p. 12384 - 12387. Retrieved 2019/10/19.