4-Hydroxy-2-pyrrolidone

Base Information

• Chemical Name: 4-Hydroxy-2-pyrrolidone
• CAS No.: 25747-41-5
• Molecular Formula: C₄H₇NO₂
• Molecular Weight: 101.105
• Hs Code.: 2933790090
• European Community (EC) Number: 818-421-0
• DSSTox Substance ID: DTXSID601312173
• Nikkaji Number: J60.982J
• Mol file: 25747-41-5.mol

Synonyms:4-hydroxy-2-pyrrolidone;4-hydroxy-2-pyrrolidone, (+-)-isomer;4-hydroxy-2-pyrrolidone, (R)-isomer;4-hydroxy-2-pyrrolidone, (S)-isomer

Chemical Property of 4-Hydroxy-2-pyrrolidone

Chemical Property:

• Vapor Pressure: 9.26E-07mmHg at 25°C
• Melting Point: 120-122°C
• Refractive Index: 1.513
• Boiling Point: 363.637 °C at 760 mmHg
• PKA: 13.62±0.20(Predicted)
• Flash Point: 173.722 °C
• PSA: 49.33000
• Density: 1.292 g/cm³
• LogP: -0.80400
• Storage Temp.: Refrigerator
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: -1.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 101.047678466
• Heavy Atom Count: 7
• Complexity: 91.7

Purity/Quality:

98% ^*data from raw suppliers

rac4-Hydroxy-2-pyrrolidinone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(CNC1=O)O
• Uses: An intermediate in the preparation of Oxiracetam (O846905). An intermediate in the preparation of Oxiracetam

Technology Process of 4-Hydroxy-2-pyrrolidone

There total 11 articles about 4-Hydroxy-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: 96.0%

4-Trimethylsilyloxy-1H-pyrrolidin-2one (68252-20-0) → 4-hydroxy-2-oxopyrrolidine (22677-21-0,25747-41-5,62624-29-7,68108-18-9,96820-00-7)

Guidance literature:

With hydrogenchloride; In water; acetonitrile; for 0.0833333h;

Reference yield: 92.0%

4-Hydroxy-1-((R)-1-phenyl-ethyl)-pyrrolidin-2-one → 4-hydroxy-2-oxopyrrolidine (22677-21-0,25747-41-5,62624-29-7,68108-18-9,96820-00-7)

Guidance literature:

With methanesulfonic acid; In toluene; for 6h; Heating;

DOI:10.1016/j.tetlet.2006.01.019

Reference yield: 71.0%

ethyl 4-azido-3-hydroxybutanoate (119494-27-8) → 4-hydroxy-2-oxopyrrolidine (22677-21-0,25747-41-5,62624-29-7,68108-18-9,96820-00-7)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In methanol; at 25 ℃;

DOI:10.1021/jo102267h

upstream raw materials:

DL-4-amino-3-hydroxybutyric acid

4-Trimethylsilyloxy-1H-pyrrolidin-2one

ethyl 4-chloro-3-hydroxybutanoate

methyl 4-chloro-3-hydroxybutanoate

Downstream raw materials:

4-benzoylthio-2-pyrrolidone

4-acetoxy-2-pyrrolidinone

4-benzoyloxy-2-pyrrolidinone

2-Pyrrolidon-4-yl p-Toluenesulfonate

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