3-Methylpyrrolidin-2-one

Base Information

• Chemical Name: 3-Methylpyrrolidin-2-one
• CAS No.: 2555-05-7
• Molecular Formula: C5H9NO
• Molecular Weight: 99.1326
• Hs Code.: 2933790090
• European Community (EC) Number: 219-865-2
• DSSTox Substance ID: DTXSID30948446
• Nikkaji Number: J192.053G
• ChEMBL ID: CHEMBL59378
• Mol file: 2555-05-7.mol

Synonyms:3-Methylpyrrolidin-2-one;3-Methyl-2-pyrrolidinone;2555-05-7;3-Methyl-2-pyrrolidone;3-Methyl-pyrrolidin-2-one;2-Pyrrolidinone, 3-methyl-;MFCD00005271;methylbutyrolactim;(+/-)-HUPERZINEA;CHEMBL59378;rac-3-methyl-pyrrolidin-2-one;DTXSID30948446;(racemic) 3-methylpyrrolidin-2-one;EINECS 219-865-2;AKOS006227662;CS-W004958;SB44690;4-Methyl-3,4-dihydro-2H-pyrrol-5-ol;AS-58154;FT-0600589;EN300-90493;C74322;W-204266;Z1198147219

Chemical Property of 3-Methylpyrrolidin-2-one

Chemical Property:

• Vapor Pressure: 0.0377mmHg at 25°C
• Melting Point: 55°C
• Refractive Index: 1.439
• Boiling Point: 240.5 °C at 760 mmHg
• PKA: 16.66±0.40(Predicted)
• Flash Point: 127.5 °C
• PSA: 29.10000
• Density: 0.979 g/cm³
• LogP: 0.47120
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 0.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 99.068413911
• Heavy Atom Count: 7
• Complexity: 90.1

Purity/Quality:

99%, ^*data from raw suppliers

3-Methylpyrrolidin-2-one 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R36/37/38:Irritating to eyes, respiratory system and skin.
• Hazard Codes: R36/37/38:Irritating to eyes, respiratory system and skin.
• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1CCNC1=O

Technology Process of 3-Methylpyrrolidin-2-one

There total 25 articles about 3-Methylpyrrolidin-2-one 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%

tert-butyl 3-methyl-2-oxo-1-pyrrolidine-carboxylate (171017-18-8) → 3-methyl-2-pyrrolidinone (2555-05-7)

Guidance literature:

With hydrogenchloride; In water; ethyl acetate; at 20 ℃; for 4h; Inert atmosphere;

Reference yield: 83.0%

Co{(N4C19H6(CH3)8)(CH2CH2COOC3H7)4(CH2COOC3H7)3}(CH2CHC(O)NHCH2CH2)(1+) → 3-methyl-2-pyrrolidinone (2555-05-7) + piperidin-2-one (675-20-7)

Guidance literature:

In methanol; Irradiation (UV/VIS); anaerobic irradiation 1h with visible light at 20°C; analyzing products by GLC;

DOI:10.1246/cl.1988.621

Reference yield: 81.0%

4-Amino-2-methylbutyric acid (42453-21-4) → 3-methyl-2-pyrrolidinone (2555-05-7)

Guidance literature:

With titanium(IV) isopropylate; In 1,2-dichloro-ethane; for 21h; Heating;

DOI:10.1016/0040-4039(88)85082-2

upstream raw materials:

rac-2-methyl-4-phthalimidobutanoic acid

methanol

crotylamine

carbon monoxide

Downstream raw materials:

4-Amino-2-methylbutyric acid

3-methyl-1-(p-toluenesulfonyl)-2-pyrrolidinone

(+)-3-methyl-2-pyrrolidone

(-)-3-methyl-2-pyrrolidone

Refernces

• 1、 -. "N-(AZAARYL)CYCLOLACTAM-1-CARBOXAMIDE DERIVATIVE, PREPARATION METHOD THEREFOR, AND USE THEREOF". Paragraph 0143; 0289; 0290. . Retrieved 2020/03/23.
• 2、 Haus, Moritz Otto,Louven, Yannik,Palkovits, Regina. "Extending the chemical product tree: A novel value chain for the production of: N -vinyl-2-pyrrolidones from biogenic acids". . p. 6268 - 6276. Retrieved 2019/12/03.