3-Isoxazolidinone

Base Information

• Chemical Name: 3-Isoxazolidinone
• CAS No.: 1192-07-0
• Molecular Formula: C3H5NO2
• Molecular Weight: 87.0782
• Hs Code.: 2934999090
• European Community (EC) Number: 860-706-7
• DSSTox Substance ID: DTXSID60152332
• Nikkaji Number: J2.069.146H
• Wikidata: Q83018954
• Metabolomics Workbench ID: 48522
• Mol file: 1192-07-0.mol

Synonyms:3-isoxazolidone

Chemical Property of 3-Isoxazolidinone

Chemical Property:

• Refractive Index: 1.436
• PSA: 41.82000
• Density: 1.204 g/cm³
• LogP: -0.28620
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: -0.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 87.032028402
• Heavy Atom Count: 6
• Complexity: 71.2

Purity/Quality:

98%,99%, ^*data from raw suppliers

Isoxazolidin-3-one >95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CONC1=O

Technology Process of 3-Isoxazolidinone

There total 14 articles about 3-Isoxazolidinone 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%

3-benzyloxy-Δ2-isoxazoline (191277-30-2) → isoxazolidin-3-one (1192-07-0)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; under 760 Torr;

DOI:10.1016/S0968-0896(99)00107-8

Reference yield: 70.0%

3-chloro-N-hydroxypropionamide (59617-25-3) → isoxazolidin-3-one (1192-07-0)

Guidance literature:

With sodium hydroxide; In water; at 50 ℃; for 0.0833333h;

DOI:10.1002/anie.200804221

Reference yield: 45.0%

methyl β-aminooxypropionate (107191-55-9) → isoxazolidin-3-one (1192-07-0)

Guidance literature:

With trimethylaluminum; In tetrahydrofuran; hexane; at 20 ℃; for 4h;

DOI:10.1139/v03-122

upstream raw materials:

3-chloro-N-hydroxypropionamide

3-bromo-propionohydroxamic acid

3-aminyloxy-propionic acid ethyl ester

methyl 3-chloropropionate

Downstream raw materials:

ethyl 3-oxoisoxazolidine-2-carboxylate

2-benzoylisoxazolidin-3-one

C₁₁H₁₁NO₄

[Pd(N-phenylbenzaldimine(-1H))(μ-2-oxazolidonato)]2

Refernces

• 1、 Shunk et al.. "-". . p. 76. Retrieved 1957.
• 2、 Lanza, Giuseppe,Chiacchio, Maria A.,Giofre, Salvatore V.,Romeo, Roberto,Merino, Pedro. "The high selectivity of the Cp2ZrHCl reducing agent for imides: A combined experimental and theoretical study on γ-lactam and isoxazolidinone derivatives". . p. 95 - 104. Retrieved 2013/02/23.
• 3、 Sibi, Mukund P.,Coulomb, Julien,Stanley, Levi M.. "Enantioselective enolate protonations: Friedel-crafts reactions with α-substituted acrylates". supporting information; experimental part. p. 9913 - 9915. Retrieved 2009/05/07.