4-Oxo-2-azetidinecarboxylic acid

Base Information

• Chemical Name: 4-Oxo-2-azetidinecarboxylic acid
• CAS No.: 98019-65-9
• Molecular Formula: C4H5NO3
• Molecular Weight: 115.089
• Hs Code.: 2933990090
• European Community (EC) Number: 869-806-5
• DSSTox Substance ID: DTXSID80392950
• Mol file: 98019-65-9.mol

Synonyms:2-azetidinone;4-carboxy-2-azetidinone;azetidinone

Chemical Property of 4-Oxo-2-azetidinecarboxylic acid

Chemical Property:

• Vapor Pressure: 6.44E-11mmHg at 25°C
• Boiling Point: 489.4oC at 760 mmHg
• PKA: 3.19±0.20(Predicted)
• Flash Point: 249.8oC
• PSA: 69.89000
• Density: 1.519g/cm3
• LogP: -0.76460
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: -1.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 115.026943022
• Heavy Atom Count: 8
• Complexity: 142

Purity/Quality:

99% ^*data from raw suppliers

4-Oxo-2-azetidinecarboxylicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(NC1=O)C(=O)O

Technology Process of 4-Oxo-2-azetidinecarboxylic acid

There total 1 articles about 4-Oxo-2-azetidinecarboxylic acid 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:

benzyl (2R)-4-oxoazetidine-2-carboxylate (95729-87-6) → (2R)-2-azetidinone-4-carboxylic acid (98019-65-9,62860-12-2)

Guidance literature:

In methanol; palladium-carbon;

Reference yield: 82.0%

peracetic acid (79-21-0) + (2R)-2-azetidinone-4-carboxylic acid (98019-65-9,62860-12-2) → 4-acetoxy azetidinone (28562-53-0)

Guidance literature:

With Ru-carbon; sodium acetate; acetic acid; In ethyl acetate; for 2.5h; Ambient temperature;

DOI:10.1021/ja00177a067

Reference yield: 76.0%

(2R)-2-azetidinone-4-carboxylic acid (98019-65-9,62860-12-2) + acetic acid (64-19-7,77671-22-8) → 4-acetoxy azetidinone (28562-53-0)

Guidance literature:

In acetonitrile; electrolysis: platinum electrodes, undivided cell, NaOAc electrolyte;

DOI:10.1016/S0040-4039(00)80310-X

upstream raw materials:

benzyl (2R)-4-oxoazetidine-2-carboxylate

Downstream raw materials:

4-acetoxy azetidinone

Refernces