22633-44-9

Basic information

• Product Name: 3-Bromomethyl-3-oxetanemethanol
• Synonyms: 3-Bromomethyl-3-oxetanemethanol;[3-(BROMOMETHYL)OXETAN-3-YL]METHANOL;3-Bromomethyl-3-hydroxymethyloxetane;[3-(Bromomethyl)-3-oxetanyl]methanol;3-BroMoMethyl-3-(hydroxyM...;[3-(Bromomethyl)oxetan-3-yl]methanol, 2-(Bromomethyl)-2-(hydroxymethyl)-1,3-epoxypropane;3-Oxetanemethanol, 3-(bromomethyl)-
• CAS NO: 22633-44-9
• Molecular Formula: C₅H₉BrO₂
• Molecular Weight: 181.04
• Product Categories: Methyl Halides;Methyl Halides;Ring Systems
• Mol File: 22633-44-9.mol

Chemical Properties

• Boiling Point: 242℃
• Flash Point: 100°(212°F)
• Appearance: /
• Density: 1.598
• Vapor Pressure: 0.00582mmHg at 25°C
• Refractive Index: 1.5130 to 1.5170
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• PKA: 14.58±0.10(Predicted)
• CAS DataBase Reference: 3-Bromomethyl-3-oxetanemethanol(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Bromomethyl-3-oxetanemethanol(22633-44-9)
• EPA Substance Registry System: 3-Bromomethyl-3-oxetanemethanol(22633-44-9)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 23-26-37-60
• RIDADR: UN3265
• TSCA: No
• Hazardous Substances Data: 22633-44-9(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
3-Bromomethyl-3-oxetanemethanol is used as a key intermediate for the synthesis of various pharmaceuticals, contributing to the development of new drugs and improving the efficacy of existing ones.
Used in Organic Chemistry:
3-Bromomethyl-3-oxetanemethanol is used as a versatile intermediate in organic chemistry for the synthesis of a wide range of organic compounds, including specialty chemicals, agrochemicals, and other fine chemicals.

InChI:InChI=1/C5H9BrO2/c6-1-5(2-7)3-8-4-5/h7H,1-4H2

Upstream product

• 3296-90-0 bis(bromomethyl)bis(hydroxymethyl)methane 
• 1522-92-5 2,2-bis(bromomethyl)-3-bromo-propan-1-ol 

Downstream Products

• 1268058-14-5 (3-((4-fluorophenoxy)methyl)oxetan-3-yl)methanol 
• 1353893-59-0 [3-(2-chloro-4-trifluoromethylphenoxymethyl)oxetan-3-yl]methanol 
• 42987-38-2 (3-((dimethylamino)methyl)oxetan-3-yl)methanol 
• 1083430-01-6 [3-(4-bromo-phenoxymethyl)oxetan-3-yl]methanol 
• 42987-29-1 (3-phenoxymethyloxetan-3-yl)methanol 

Relevant articles and documents

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The mechanism of the spontaneous decomposition of 3-bromo-2,2- bis(bromomethyl)propanol (TBNPA) and the kinetics of the reaction of the parent compound and two subsequent products were determined in aqueous solution at temperatures from 30 to 70 °C and pH from 7.0 to 9.5. TBNPA is decomposed by a sequence of reactions that form 3,3-bis(bromomethyl)oxetane (BBMO), 3-bromomethyl-3-hydroxymethyloxetane (BMHMO), and 2,6-dioxaspiro[3.3]-heptane (DOH), releasing one bromide ion at each stage. The pseudo-first-order rate constant of the decomposition of TBNPA increases linearly with the pH. The apparent activation energy of this transformation (98 ± 2 KJ/mol) was calculated from the change of the effective second-order rate constant with temperature. The pseudoactivation energies of BBMO and BMHMO were estimated to be 109 and 151 KJ/mol, respectively. Good agreement was found between the rate coefficients derived from changes in the organic molecules concentrations and those determined from the changes in the Br- concentrations. TBNPA is the most abundant semivolatile organic pollutant in the aquitard studied, and together with its byproducts they posess an environmental hazard. TBNPA half-life is estimated to be about 100 years. This implies that high concentrations of TBNPA will persist in the aquifer long after the elimination of all its sources.

Process and intermediate products for the production of 5-oxaspiro [2.4]heptan-6-one

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3-Azidomethyl-3-nitratomethyloxetane

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3-Azidomethyl-3-nitratomethyloxetane, a novel oxetane compound, is used as a monomer for the formation of homopolymers and copolymers with other known energetic oxetane monomers. The polyethers of the present invention can be subsequently cured to form elastomers suitable for use as energetic binders in propellant formulations or the like.