5695-63-6

Usage

Uses

Used in Chemical Synthesis:
2-(Bromomethyl)-1,3-dioxane is used as a synthetic intermediate for the production of various organic compounds. Its bromine atom allows for further reactions, making it a versatile building block in organic chemistry.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 2-(bromomethyl)-1,3-dioxane is used as a key component in the synthesis of certain drugs. Its unique structure enables the creation of new medicinal compounds with potential therapeutic applications.
Used in Material Science:
2-(Bromomethyl)-1,3-dioxane is also utilized in material science for the development of novel materials with specific properties. Its ability to undergo various chemical reactions allows for the creation of materials with tailored characteristics for different applications.
Used in Research and Development:
Due to its reactivity and structural features, 2-(bromomethyl)-1,3-dioxane is employed in research and development for exploring new chemical reactions and understanding the underlying mechanisms. This knowledge can be applied to develop new processes and products in various industries.

InChI:InChI=1/C5H9BrO2/c6-4-5-7-2-1-3-8-5/h5H,1-4H2

Upstream product

• 626-68-6 2-methyl-[1,3]dioxane 

Downstream Products

• 63405-68-5 (2E,2'E)-3,3'-(1,4-phenylene)diacrylaldehyde 

Relevant academic research and scientific papers

Effect of Crown Ethers on Bromination of 2-Methyl-1,3-dioxacycloalkanes with N-Bromosuccinimide

Crown ethers exert a pronounced catalytic effect on bromination of 2-methyl-1,3-dioxacycloalkanes with N-bromosuccinimide and increase the yield of 2-bromomethyl derivatives.

Catalytic Effect of Crown Ethers in the Bromination of 2-Alkyl-substituted 1,3-Dioxacyclanes

Bromination of 2-alkyl-1,3-dioxacyclanes with molecular bromine in the presence of crown ethers in benzene (chloroform) results, regardless of the acetal ring size, in exclusive formation of 2-(1-bromoalkyl)-1,3-dioxacyclanes in near-quantitative yields. The use of crown ethers allows the bromination to be accomplished at room temperature.

CHARACTER OF THE PRODUCTS OF BROMINATION OF 1,3-DIOXACYCLANES WITH N-BROMOSUCCINIMIDE

The dependence of the character and composition of the products of the reaction of equimolar amounts of N-bromosuccinimide and 1,3-dioxacyclanes on the ring size and the character of the substituent in the 2 position of the 1,3-dioxacyclane ring was examined.Reasons for the primary formation of bromination products of different types for five-, six-, and seven-membered cyclic acetals are proposed.

Kinetics and mechanism of bromination of cyclic acetals with 1,4-dioxane dibromide

It is shown that the reactivities of cyclic formals in the case of bromination with dioxane dibromide increase in the order 1,3-dioxepane > 1,3-dioxalane ? 1,3-dioxane, which is explained not only by steric factors but also by the ease of cleavage of the C4-O3 bond of the dioxacyclane ring. The bromination of cyclic acetals takes place through prior enolization of the cyclic acetal with subsequent electrophilic addition of bromine to the double bond.