3,3-Bis(bromomethyl)oxetane

Base Information

• Chemical Name: 3,3-Bis(bromomethyl)oxetane
• CAS No.: 2402-83-7
• Molecular Formula: C5H8Br2O
• Molecular Weight: 243.926
• Hs Code.: 2932999099
• European Community (EC) Number: 803-436-7
• NSC Number: 281665
• UNII: 8QL52ZX4WM
• DSSTox Substance ID: DTXSID6062383
• Nikkaji Number: J421.612A
• Wikidata: Q72444455
• Mol file: 2402-83-7.mol

Synonyms:3,3-bis(bromomethyl)oxetane;2402-83-7;Oxetane, 3,3-bis(bromomethyl)-;3,3-Di(bromomethyl) oxetane;3,3-bis-bromomethyl-oxetane;C5H8Br2O;MFCD00269694;NSC 281665;8QL52ZX4WM;NSC-281665;Oxetane,3,3-bis(bromomethyl)-;NSC281665;C(Br)C1(CBr)COC1;UNII-8QL52ZX4WM;Oxetane,3-bis(bromomethyl)-;SCHEMBL693632;3,3-bis-(bromomethyl)oxetane;F2147-0740;DTXSID6062383;AMY1811;Oxetane, 3,3-bis-(bromomethyl);3,3-Bis-(brommethyl)-oxacyclobutan;BBL100097;STL301735;AKOS015835994;DS-4685;SB11781;2,2-Bis(bromomethyl)-1,3-epoxypropane;3,3-Bis(bromomethyl)oxetane, AldrichCPR;SY027565;B5641;CS-0003922;FT-0699732;EN300-79074;P10118

Chemical Property of 3,3-Bis(bromomethyl)oxetane

Chemical Property:

• Vapor Pressure: 0.0363mmHg at 25°C
• Melting Point: 25℃
• Refractive Index: 1.535
• Boiling Point: 249.4 °C at 760 mmHg
• Flash Point: 98 °C
• PSA: 9.23000
• Density: 1.891 g/cm³
• LogP: 1.79280
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Solubility.: Chloroform (Sparingly), Methanol (Slightly)
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 243.89214
• Heavy Atom Count: 8
• Complexity: 74.5

Purity/Quality:

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

3,3-Bis(bromomethyl)oxetane ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 34-22
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(CO1)(CBr)CBr

Technology Process of 3,3-Bis(bromomethyl)oxetane

There total 7 articles about 3,3-Bis(bromomethyl)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: 94.0%

(C4H9)3SnOCH2C(CH2Br)3 → 3,3-bis(bromomethyl)oxetane (2402-83-7) + tributyltin bromide (1461-23-0)

Guidance literature:

decompn. at 160°C (0.5 h);

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

Reference yield: 85.0%

2,2-bis(bromomethyl)-3-bromo-propan-1-ol (1522-92-5) → 3,3-bis(bromomethyl)oxetane (2402-83-7)

Guidance literature:

With sodium ethanolate; In ethanol; at 20 - 76 ℃; for 3.16667h;

DOI:10.1055/s-0036-1588733

Reference yield:

Pentaerythritol (115-77-5) → 3,3-bis(bromomethyl)oxetane (2402-83-7)

Guidance literature:

Multi-step reaction with 2 steps

1: HBr

2: ethanolic KOH-solution

With potassium hydroxide; hydrogen bromide;

upstream raw materials:

2,2-bis(bromomethyl)-3-bromo-propan-1-ol

3-bromo-2,2-bis(bromomethyl)propyl acetate

Pentaerythritol

Downstream raw materials:

6-sulfanilyl-2-oxa-6-aza-spiro[3.3]heptane

2-benzyl-6-oxa-2-azaspiro[3.3]-heptane

2-oxa-6-thiaspiro[3.3]heptane

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、 Tan, Weiqiang,Zhao, Xiaodan,Yu, Zhengkun. "Synthesis and structural characterization of ruthenium(II) complexes bearing phosphine-pyrazolyl based tripod ligands". . p. 5395 - 5402. Retrieved 2008/03/12.