3-Nitrooxetane

Base Information

• Chemical Name: 3-Nitrooxetane
• CAS No.: 86632-92-0
• Molecular Formula: C₃H₅NO₃
• Molecular Weight: 103.078
• Hs Code.: 2932999099
• European Community (EC) Number: 854-719-7
• DSSTox Substance ID: DTXSID60522637
• Wikidata: Q82388083
• Mol file: 86632-92-0.mol

Synonyms:3-nitrooxetane;86632-92-0;3-Nitro-oxetane;SCHEMBL3287236;DTXSID60522637;VLRGTMVEHGHHHW-UHFFFAOYSA-N;MFCD12547199;AKOS015833812;SB13185;CS-0055701;P16048;EN300-1615967

Chemical Property of 3-Nitrooxetane

Chemical Property:

• Vapor Pressure: 0.42mmHg at 25°C
• Refractive Index: 1.461
• Boiling Point: 195.4 °C at 760 mmHg
• PKA: 6.13±0.20(Predicted)
• Flash Point: 119 °C
• PSA: 55.05000
• Density: 1.3 g/cm³
• LogP: 0.18510
• XLogP3: -0.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 103.026943022
• Heavy Atom Count: 7
• Complexity: 82.7

Purity/Quality:

99% ^*data from raw suppliers

3-Nitrooxetane ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(CO1)[N+](=O)[O-]

Technology Process of 3-Nitrooxetane

There total 2 articles about 3-Nitrooxetane 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: 62.0%

3-oxetanamine (21635-88-1) → 2,3-nitratooxetane (86632-92-0)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In 1,2-dichloro-ethane; 1) reflux, 4h, 2) room temp., 16h;

DOI:10.1021/jo00166a003

Reference yield: 58.0%

oxetan-3-ol (7748-36-9) → 2,3-nitratooxetane (86632-92-0)

Guidance literature:

With nitric acid; acetic anhydride; In dichloromethane; for 1h;

DOI:10.1039/d1cc00466b

Reference yield: 75.0%

2,3-nitratooxetane (86632-92-0) → 3,3-dinitrooxetane (81764-66-1)

Guidance literature:

With sodium hydroxide; potassium hexacyanoferrate(III); sodium nitrite; In dichloromethane; water;

upstream raw materials:

3-oxetanamine

oxetan-3-ol

Downstream raw materials:

3,3-dinitrooxetane

3-azido-3-nitrooxetane

Refernces

• 1、 Baum, Kurt,Berkowitz, Phillip T.,Grakauskas, Vytautas,Archibald, Thomas G.. "Synthesis of Electron-Deficient Oxetanes. 3-Azidooxetane, 3-Nitrooxetane, and 3,3-Dinitrooxetane". . p. 2953 - 2956. Retrieved 2007/10/02.