Oxetane

Base Information

• Chemical Name: Oxetane
• CAS No.: 503-30-0
• Molecular Formula: C3H6O
• Molecular Weight: 58.08
• Hs Code.: 29329990
• NSC Number: 30086
• UN Number: 1280
• UNII: I279Q16FU6
• DSSTox Substance ID: DTXSID8025969
• Nikkaji Number: J6.210C
• Wikipedia: Oxetane
• Wikidata: Q418107
• Metabolomics Workbench ID: 54297
• ChEMBL ID: CHEMBL1538076
• Mol file: 503-30-0.mol

Synonyms:oxetane;trimethylene oxide

Chemical Property of Oxetane

Chemical Property:

• Appearance/Colour: Clear, colorless liquid
• Vapor Pressure: 5.09 psi ( 20 °C)
• Melting Point: -97 °C
• Refractive Index: n20/D 1.392(lit.)
• Boiling Point: 49 °C at 760 mmHg
• Flash Point: −19 °F
• PSA: 9.23000
• Density: 0.936 g/cm³
• LogP: 0.40670
• Storage Temp.: 2-8°C
• Solubility.: 1000g/l
• Water Solubility.: Soluble in water.
• XLogP3: -0.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 58.041864811
• Heavy Atom Count: 4
• Complexity: 17.2
• Transport DOT Label: Flammable Liquid

Purity/Quality:

98% ^*data from raw suppliers

Trimethylene oxide, 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F,Xn
• Hazard Codes: F,Xn
• Statements: 11-20/21/22
• Safety Statements: 9-16-26-29

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Other Organic Compounds
• Canonical SMILES: C1COC1
• Uses: Trimethylene oxide useful for the synthesis of 3-substituted propanols by reaction with Grignards or organolithiums in the presence of CuBr.

Technology Process of Oxetane

There total 31 articles about Oxetane 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: 64.0%

(CH3CH2CH2CH2)3SnOCH2CH2CH2Br (40894-08-4) → trimethylene oxide (503-30-0) + tributyltin bromide (1461-23-0)

Guidance literature:

decompn. at 210°C (1 h);

DOI:10.1016/S0022-328X(00)81744-1

Reference yield: 40.0%

3-Chloropropyl acetate (628-09-1) → trimethylene oxide (503-30-0)

Guidance literature:

With potassium hydroxide; In water; Heating;

Reference yield: 35.0%

1,3-dibromo-propane (109-64-8) + diethyl malonate (105-53-3) → trimethylene oxide (503-30-0) + diethyl cyclobutane-1,1-dicarboxylate (3779-29-1) + trimethyleneglycol (504-63-2)

Guidance literature:

With tetraethylammonium perchlorate; In N,N-dimethyl-formamide; electrolysis;

DOI:10.1246/cl.1987.2235

upstream raw materials:

(3-chloropropoxy)trimethylsilane

3-Chloropropyl acetate

3-bromopropyl acetate

Phenyl glycidyl ether

Downstream raw materials:

3-sulfanylpropanol

O,N-9-BBN-aminoethanolat

3,3'-thiodipropanol

1,3-bis-nitrooxy propane

Refernces

• 1、 Mel'nikov, Mikhail Ya.,Belevskii, Vladilen N.,Kalugina, Anastasiya D.,Mel'nikova, Ol'ga L.,Pergushov, Vladimir I.,Tyurin, Daniil A.. "Photochemical reactions of trimethylene oxide radical cations in Freon matrices at 77 K". . p. 305 - 306. Retrieved 2008.
• 2、 Cord, Maximilien,Husson, Benoit,Lizardo Huerta, Juan Carlos,Herbinet, Olivier,Glaude, Pierre-Alexandre,Fournet, Rene,Sirjean, Baptiste,Battin-Leclerc, Frederique,Ruiz-Lopez, Manuel,Wang, Zhandong,Xie, Mingfeng,Cheng, Zhanjun,Qi, Fei. "Study of the low temperature oxidation of propane". . p. 12214 - 12228. Retrieved 2013/02/25.
• 3、 -. "Process for production of an oxetane". . . Retrieved 2008/06/13.