1-Ethyl-2-pyrrolidinone

Base Information

• Chemical Name: 1-Ethyl-2-pyrrolidinone
• CAS No.: 2687-91-4
• Molecular Formula: C6H11NO
• Molecular Weight: 113.159
• Hs Code.: 29337900
• European Community (EC) Number: 220-250-6
• UNII: H0229SX1CW
• DSSTox Substance ID: DTXSID3044413
• Nikkaji Number: J156B
• Wikidata: Q27279388
• ChEMBL ID: CHEMBL12221
• Mol file: 2687-91-4.mol

Synonyms:N-ethyl-2-pyrrolidone

Chemical Property of 1-Ethyl-2-pyrrolidinone

Chemical Property:

• Appearance/Colour: clear liquid
• Vapor Pressure: 0.276mmHg at 25°C
• Melting Point: 87.5-88.5 °C
• Refractive Index: n20/D 1.465(lit.)
• Boiling Point: 203.6 °C at 760 mmHg
• PKA: -0.41±0.20(Predicted)
• Flash Point: 76.1 °C
• PSA: 20.31000
• Density: 0.993 g/cm³
• LogP: 0.56660
• Storage Temp.: -70°C
• Water Solubility.: 1000g/L at 23℃
• XLogP3: -0.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 113.084063974
• Heavy Atom Count: 8
• Complexity: 101

Purity/Quality:

99% ^*data from raw suppliers

Drd1 ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn,T
• Statements: 22-36-62-41-61
• Safety Statements: 26-36-45-36/37/39-53

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Solvents -> Other Solvents
• Canonical SMILES: CCN1CCCC1=O
• Uses: 1-Ethyl-2-pyrrolidone was used to modify coir fiber (from Cocos nucifera) by photocuring.

Technology Process of 1-Ethyl-2-pyrrolidinone

There total 36 articles about 1-Ethyl-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%

1-ethenyl-2-pyrrolidinone (88-12-0) → 1-ethyl-2-pyrrolidinone (2687-91-4)

Guidance literature:

With C₇H₁₄N₃⁽¹⁺⁾*Cl^(1-); sodium triethylborohydride; cobalt(II) chloride; In tetrahydrofuran; at 25 ℃; for 16h; under 7500.75 Torr;

DOI:10.1021/acs.organomet.0c00498

Reference yield: 93.9%

4-butanolide (96-48-0) + ethylamine (75-04-7,85404-22-4) → 1-ethyl-2-pyrrolidinone (2687-91-4)

Guidance literature:

In water; ethylene glycol; at 290 ℃; under 38787.1 Torr; Temperature; Concentration; Kinetics; Flow reactor;

DOI:10.1021/acs.oprd.7b00392

Reference yield: 83.0%

1-ethenyl-2-pyrrolidinone (88-12-0) + 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane (25015-63-8) → 1-ethyl-2-pyrrolidinone (2687-91-4) + 1-(2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)ethyl)pyrrolidin-2-one (1190639-19-0)

Guidance literature:

With Rh(acac)(dppb); In tetrahydrofuran; for 18h; regioselective reaction; Inert atmosphere;

DOI:10.1016/j.jorganchem.2009.05.016

upstream raw materials:

4-butanolide

ethylamine

N-ethylsuccinimide

4-(N,N-diethylamino)butanoic acid

Downstream raw materials:

5-(4-chlorophenyl)-1-ethyl-2,3-dihydropyrrole

5-(4-bromophenyl)-1-ethyl-2,3-dihydropyrrole

1-ethyl-5-phenyl-2,3-dihydropyrrole

1-ethyl-5-(4-methoxyphenyl)-2,3-dihydropyrrole

Refernces

• 1、 Rando,R.R.. "-". . p. 1629 - 1631. Retrieved 1972.
• 2、 Frank. "". . p. 565,568. Retrieved 1954.
• 3、 Klarner, Mara,Bieger, Sandra,Drechsler, Markus,Kempe, Rhett. "Chemoselective Hydrogenation of Olefins Using a Nanostructured Nickel Catalyst". supporting information. p. 2157 - 2161. Retrieved 2021/05/21.
• 4、 Wei, Zeyuan,Wang, Yujie,Li, Yibiao,Ferraccioli, Raffaella,Liu, Qiang. "Bidentate NHC-Cobalt Catalysts for the Hydrogenation of Hindered Alkenes". . p. 3082 - 3087. Retrieved 2020/10/02.