Azetidin-3-one

Base Information

• Chemical Name: Azetidin-3-one
• CAS No.: 54044-11-0
• Molecular Formula: C3H5NO
• Molecular Weight: 71.0779
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID10363971
• Nikkaji Number: J2.462.983J
• Wikidata: Q72444454
• Mol file: 54044-11-0.mol

Synonyms:Azetidin-3-one;3-Azetidinone;54044-11-0;Azetidine-3-one;azetidin-3-one,hydrochloride;DTXSID10363971;AKOS006282137;A7858;AM20100329;CS-0271191;FT-0654398;EN300-74881;D87722;J-511748

Chemical Property of Azetidin-3-one

Chemical Property:

• Boiling Point: 139.7 °C at 760 mmHg
• PKA: 5.80±0.20(Predicted)
• Flash Point: 76.8 °C
• PSA: 29.10000
• Density: 1.119 g/cm³
• LogP: -0.51250
• Storage Temp.: 2-8°C(protect from light)
• XLogP3: -0.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 71.037113783
• Heavy Atom Count: 5
• Complexity: 53.9

Purity/Quality:

99.9% ^*data from raw suppliers

Azetidin-3-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(=O)CN1

Technology Process of Azetidin-3-one

There total 2 articles about Azetidin-3-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: 79.1%

3,3-dimethoxyazetidine → azetidine-3-one (54044-11-0)

Guidance literature:

With citric acid; In water; ethyl acetate; at 20 - 40 ℃;

Reference yield:

tert-butyl 3-oxoazetidine-1-carboxylate (398489-26-4) → azetidine-3-one (54044-11-0)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 2h;

Reference yield:

chloroformic acid ethyl ester (541-41-3) + azetidine-3-one (54044-11-0) → 3-oxo-azetidine-1-carboxylic acid ethyl ester (105258-88-6)

Guidance literature:

With potassium carbonate; In tetrahydrofuran; water; at 0 - 20 ℃; for 1.5h;

upstream raw materials:

tert-butyl 3-oxoazetidine-1-carboxylate

Downstream raw materials:

3-oxo-azetidine-1-carboxylic acid ethyl ester

Refernces

• 1、 Kinney, William A.,McDonnell, Mark E.,Zhong, Hua Marlon,Liu, Chaomin,Yang, Lanyi,Ling, Wei,Qian, Tao,Chen, Yu,Cai, Zhijie,Petkanas, Dean,Brenneman, Douglas E.. "Discovery of KLS-13019, a Cannabidiol-Derived Neuroprotective Agent, with Improved Potency, Safety, and Permeability". supporting information. p. 424 - 428. Retrieved 2016/05/19.
• 2、 Wang, Zhaobin,Sheong, Fu Kit,Sung, Herman H. Y.,Williams, Ian D.,Lin, Zhenyang,Sun, Jianwei. "Catalytic Enantioselective Intermolecular Desymmetrization of Azetidines". supporting information. p. 5895 - 5898. Retrieved 2015/05/27.