N-Cyclohexyl-2-pyrrolidone

Base Information

• Chemical Name: N-Cyclohexyl-2-pyrrolidone
• CAS No.: 6837-24-7
• Molecular Formula: C10H17NO
• Molecular Weight: 167.251
• Hs Code.: 29337900
• European Community (EC) Number: 229-919-7
• UNII: 7IM8P1VVNM
• DSSTox Substance ID: DTXSID7044716
• Nikkaji Number: J150.014G
• Wikipedia: N-Cyclohexyl-2-pyrrolidone
• Wikidata: Q10859668
• ChEMBL ID: CHEMBL3183929
• Mol file: 6837-24-7.mol

Synonyms:1-cyclohexylpyrrolidone;N-cyclohexyl-2-pyrrolidone

Chemical Property of N-Cyclohexyl-2-pyrrolidone

Chemical Property:

• Appearance/Colour: clear liquid
• Vapor Pressure: 0.05 mm Hg ( 25 °C)
• Melting Point: 12 °C
• Refractive Index: n20/D 1.499(lit.)
• Boiling Point: 304.1 °C at 760 mmHg
• PKA: -0.49±0.20(Predicted)
• Flash Point: 123.8 °C
• PSA: 20.31000
• Density: 1.069 g/cm³
• LogP: 1.87940
• Storage Temp.: Sealed in dry,Room Temperature
• Water Solubility.: Soluble
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 167.131014166
• Heavy Atom Count: 12
• Complexity: 173

Purity/Quality:

99% ^*data from raw suppliers

1-Cyclohexyl-2-pyrrolidone >99.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T+,Xn
• Hazard Codes: Xn,T+,C
• Statements: 22-36/37/38-26-21/22-34
• Safety Statements: 23-24/25-45-38-36/37/39-28A-26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Nitrogen Compounds -> Other Nitrogen Compounds
• Canonical SMILES: C1CCC(CC1)N2CCCC2=O

Technology Process of N-Cyclohexyl-2-pyrrolidone

There total 16 articles about N-Cyclohexyl-2-pyrrolidone 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%

1-phenylpyrrolidin-2-one (4641-57-0) → N-cyclohexyl-2-pyrrolidinone (6837-24-7)

Guidance literature:

With chloro(1,5-cyclooctadiene)rhodium(I) dimer; borane-ammonia complex; In 2,2,2-trifluoroethanol; at 20 ℃; for 24h; Schlenk technique; Inert atmosphere; Sealed tube;

DOI:10.1002/chem.202002777

Reference yield: 89.0%

2-pyrrolidinon (616-45-5) + 1-bromocyclohexane (108-85-0) → N-cyclohexyl-2-pyrrolidinone (6837-24-7)

Guidance literature:

2-pyrrolidinon; 1-bromocyclohexane; With copper(l) iodide; lithium tert-butoxide; In acetonitrile; at 20 ℃; for 0.0833333h; Inert atmosphere;

In acetonitrile; at 20 ℃; for 24h; Inert atmosphere; Irradiation;

DOI:10.1021/ja4126609

Reference yield: 85.0%

4-butanolide (96-48-0) + cyclohexylamine (108-91-8,157973-60-9) → N-cyclohexyl-2-pyrrolidinone (6837-24-7)

Guidance literature:

With 1-butyl-3-methylimidazolium Tetrafluoroborate; at 220 ℃; for 0.583333h; Microwave irradiation;

DOI:10.1021/jo8015264

upstream raw materials:

4-butanolide

cyclohexylamine

N-Allylcyclohexylamin

carbon monoxide

Downstream raw materials:

1-Cyclohexyl-pyrrolidin-2-one; hydrochloride

3-Chloro-1-cyclohexyl-3-nitro-pyrrolidin-2-one

3-Bromo-1-cyclohexyl-3-nitro-pyrrolidin-2-one

Refernces

• 1、 Tongdee, Satawat,Wei, Duo,Wu, Jiajun,Netkaew, Chakkrit,Darcel, Christophe. "Synthesis of Lactams by Reductive Amination of Carbonyl Derivatives with ω-Amino Fatty Acids under Hydrosilylation Conditions". supporting information. p. 5536 - 5539. Retrieved 2021/08/07.
• 2、 Liang, Yufan,Zhang, Xiaheng,MacMillan, David W. C.. "Decarboxylative sp 3 C-N coupling via dual copper and photoredox catalysis". . p. 83 - 88. Retrieved 2018/07/24.