3-(Bromomethyl)-3-methyloxetane

Base Information

• Chemical Name: 3-(Bromomethyl)-3-methyloxetane
• CAS No.: 78385-26-9
• Deprecated CAS: 2406306-48-5
• Molecular Formula: C5H9BrO
• Molecular Weight: 165.03
• Hs Code.: 2932999099
• European Community (EC) Number: 675-615-6
• DSSTox Substance ID: DTXSID2074409
• Nikkaji Number: J1.781.489C
• Wikidata: Q72447377
• Mol file: 78385-26-9.mol

Synonyms:3-(bromomethyl)-3-methyloxetane;78385-26-9;3-Bromomethyl-3-methyloxetane;Oxetane, 3-(bromomethyl)-3-methyl-;Oxetane, 3-bromomethyl-3-methyl-;3-bromomethyl-3-methyl oxetane;MFCD02684290;SCHEMBL254153;3-bromomethyl-3-methyl-oxetane;DTXSID2074409;3-(bromomethyl)-3-methyl-oxetane;AKOS006276628;CS-W002970;GS-4540;PB21817;SY008845;3-bromomethyl-3-methyloxetane, AldrichCPR;2-(Bromomethyl)-2-methyl-1,3-epoxypropane;AM20020048;B5424;FT-0615229;EN300-307507;A839406;J-512113

Chemical Property of 3-(Bromomethyl)-3-methyloxetane

Chemical Property:

• Appearance/Colour: Colourless liquid with a pungent odour
• Vapor Pressure: 2.89mmHg at 25°C
• Refractive Index: 1.478
• Boiling Point: 162 °C at 760 mmHg
• Flash Point: 62.3 °C
• PSA: 9.23000
• Density: 1.438 g/cm³
• LogP: 1.41780
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 163.98368
• Heavy Atom Count: 7
• Complexity: 68.5

Purity/Quality:

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

3-(Bromomethyl)-3-methyloxetane ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(COC1)CBr
• Uses: 3-(Bromomethyl)-3-methyloxetane is a monomer for the synthesis of Poly 3-bromomethyl-3-Me oxetane (PolyBrMMO), an energetic thermoplastic elastomer for propellant formulations.

Technology Process of 3-(Bromomethyl)-3-methyloxetane

There total 6 articles about 3-(Bromomethyl)-3-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: 99.0%

3-hydroxymethyl-3-methyloxethane (3143-02-0) → 3-bromomethyl-3-methyloxetane (78385-26-9)

Guidance literature:

With carbon tetrabromide; triphenylphosphine; In dichloromethane; for 0.333333h; Ambient temperature;

DOI:10.1021/jo972294l

Reference yield: 92.0%

(3-methyloxetan-3-yl)methyl 4-methylbenzenesulfonate (99314-44-0) → 3-bromomethyl-3-methyloxetane (78385-26-9)

Guidance literature:

With sodium bromide; In acetone; for 30h; Heating;

DOI:10.1021/jo972294l

Reference yield: 92.0%

→ 3-bromomethyl-3-methyloxetane (78385-26-9)

Guidance literature:

upstream raw materials:

3-hydroxymethyl-3-methyloxethane

(3-methyloxetan-3-yl)methyl 4-methylbenzenesulfonate

2-(hydroxymethyl)-2-methylpropane-1,3-diol

carbon tetrabromide

Downstream raw materials:

(2S,3R)-2-Benzyloxycarbonylamino-3-hydroxy-butyric acid 3-methyl-oxetan-3-ylmethyl ester

(2S,3R)-2-(9H-Fluoren-9-ylmethoxycarbonylamino)-3-hydroxy-butyric acid 3-methyl-oxetan-3-ylmethyl ester

N-(9-fluorenylmethyloxycarbonyl)-L-serine 3-methyl-3-(hydroxymethyl)oxetane ester

(2R,3S)-2-Benzyloxycarbonylamino-3-hydroxy-butyric acid 3-methyl-oxetan-3-ylmethyl ester

Refernces

• 1、 Mukhametshin, Timur I.,Petrov, Aleksei I.,Kuznetsova, Nina V.,Petrov, Vladimir A.,Averianova, Natalia V.,Garaev, Ilgiz Kh.,Kostochko, Anatoly V.,Gubaidullin, Aidar T.,Vinogradov, Dmitry B.,Bulatov, Pavel V.. "Synthesis and copolymerization of azidomethyl-substituted oxetanes: the morphology of statistical block copolymers". . p. 811 - 821. Retrieved 2017/09/06.
• 2、 Harada, Nari-Aki,Yasuhara, Jushiro,Motoyama, Yukihiro,Fujimura, Osamu,Tsuji, Tetsuro,Takahashi, Takeshi,Takahashi, Yoshiaki,Nagashima, Hideo. "A ruthenium-catalyzed hydrosilane-induced polymerization of 3-alkyl-3-hydroxymethyloxetane derivatives: Facile access to functionalized polyoxetanes by virtue of organosilyl groups". . p. 26 - 39. Retrieved 2011/03/22.