2-Methyloxetane

Base Information

• Chemical Name: 2-Methyloxetane
• CAS No.: 2167-39-7
• Molecular Formula: C4H8O
• Molecular Weight: 72.1069
• Hs Code.: 2932999099
• UNII: 05JH3GJ6W9
• DSSTox Substance ID: DTXSID20870944
• Nikkaji Number: J64.654G
• Wikidata: Q27236120
• Mol file: 2167-39-7.mol

Synonyms:2-Methyloxetane;2167-39-7;Oxetane, 2-methyl-;1,3-epoxybutane;1-Methyltrimethylene oxide;Butane, 1,3-epoxy-;2-Methyloxetan;1,3-BUTYLENE OXIDE;05JH3GJ6W9;HSDB 1656;BRN 0102394;UNII-05JH3GJ6W9;2-METHYLOXETAN [HSDB];DTXSID20870944;2-METHYLOXETANE, (+/-)-;AKOS015907028;LS-45911;FT-0700617;5-17-01-00054 (Beilstein Handbook Reference);Q27236120

Chemical Property of 2-Methyloxetane

Chemical Property:

• Vapor Pressure: 217mmHg at 25°C
• Melting Point: 60 °C
• Refractive Index: 1.406
• Boiling Point: 59 °C at 760 mmHg
• PSA: 9.23000
• Density: 0.879 g/cm³
• LogP: 0.79520
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 72.057514874
• Heavy Atom Count: 5
• Complexity: 34.6

Purity/Quality:

99% ^*data from raw suppliers

2-Methyloxetane ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Other Organic Compounds
• Canonical SMILES: CC1CCO1
• Uses: 2-Methyloxetane is a derivative of oxetane which has been increasingly exploited for its contrasting behaviours; such as its influence on physicochemistry properties as a stable motif in medicinal chemistry and its propensity to undergo ring-opening reactions as a synthetic intermediate.

Technology Process of 2-Methyloxetane

There total 9 articles about 2-Methyloxetane 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: 81.0%

<3-Brom-1-methyl-propoxy-(1)>-tributyl-zinn (40894-09-5) → (+/-)-2-methyloxetane (2167-39-7) + tributyltin bromide (1461-23-0)

Guidance literature:

decompn. at 190°C (0.5 h);

DOI:10.1016/S0022-328X(00)81744-1 DOI:10.1016/S0040-4039(01)88092-8

Reference yield: 74.0%

4-chloro-2-butanol (2203-34-1) → (+/-)-2-methyloxetane (2167-39-7) + 1.3-butanediol (18826-95-4,107-88-0) + ethene (74-85-1) + acetaldehyde (75-07-0,9002-91-9)

Guidance literature:

With sodium hydroxide; at 60.2 ℃; Concentration; Temperature; Kinetics;

DOI:10.3998/ark.5550190.0012.516

Reference yield:

trimethylene oxide (503-30-0) + Ketene (463-51-4) → (+/-)-2-methyloxetane (2167-39-7) + formaldehyd (50-00-0,30525-89-4,61233-19-0) + propene (187737-37-7,13987-01-4,15220-87-8,9003-07-0,676-63-1,25085-53-4)

Guidance literature:

for 2h; under 55 Torr; Irradiation;

DOI:10.1039/f19837901237

upstream raw materials:

trimethylene oxide

diazomethane

methanol

Ketene

Downstream raw materials:

iso-butanol

3-(Trimethylstannyl)-2-butanol

N-(4-hydroxy-1-phenylpentyl)benzenecarbothioamide

(3-hydroxy-1-methyl-propyl)phenylphosphine

Refernces

• 1、 Friedrich, Klaus,Jansen, Ulrich,Kirmse, Wolfgang. "OXYGEN YLIDES-I. REACTIONS OF CARBENES WITH OXETANE". . p. 193 - 196. Retrieved 2007/10/02.
• 2、 Frey, Henry M.,Pidgeon, Ivy M.. "Chemical Activation Study of the Reactions of Methylene with Oxetan and 3,3-Dimethyloxetan". . p. 1237 - 1248. Retrieved 2007/10/02.