2-(2-Bromoethyl)-1,3-dioxane
[CAS# 33884-43-4]

Identification

• Classification: Chemical reagent >> Organic reagent >> Fatty aldehyde (containing acetal, hemiacetal)
• Name: 2-(2-Bromoethyl)-1,3-dioxane
• Synonyms: 2-Bromopropanal 1,3-propanediol acetal
• Molecular Formula: C₆H₁₁BrO₂
• Molecular Weight: 195.05
• CAS Registry Number: 33884-43-4
• EC Number: 251-716-7
• SMILES: C1COC(OC1)CCBr

Properties

• Density: 1.431
• Melting point: 157-161 ºC
• Boiling point: 67-70 ºC (2.8 mmHg)
• Refractive index: 1.481
• Flash point: 98 ºC

Safety Data

• Hazard Symbols: GHS07 Warning
• Hazard Statements: H315-H319-H335
• Precautionary Statements: P261-P264-P264+P265-P271-P280-P302+P352-P304+P340-P305+P351+P338-P319-P321-P332+P317-P337+P317-P362+P364-P403+P233-P405-P501

Hazard Classification

Hazard	Class	Category Code	Hazard Statement
Skin irritation	Skin Irrit.	2	H315
Eye irritation	Eye Irrit.	2	H319
Specific target organ toxicity - single exposure	STOT SE	3	H335
Germ cell mutagenicity	Muta.	2	H341
Eye irritation	Eye Irrit.	2A	H319

Discovory and Applicatios

2-(2-Bromoethyl)-1,3-dioxane is an organic compound with the molecular formula C₆H₇BrO₂. This compound is characterized by its dioxane ring structure with a bromoethyl group attached, making it a useful chemical in various applications. The compound features a six-membered dioxane ring with two oxygen atoms and a bromoethyl group, which provides unique reactivity and functional properties.

The discovery of 2-(2-Bromoethyl)-1,3-dioxane can be traced back to studies in the mid-20th century focusing on the chemistry of dioxane derivatives. The compound is synthesized through the reaction of 1,3-dioxane with bromoethyl bromide in the presence of a base. This reaction introduces the bromoethyl group into the dioxane ring, resulting in the formation of 2-(2-Bromoethyl)-1,3-dioxane.

In the field of organic synthesis, 2-(2-Bromoethyl)-1,3-dioxane serves as a versatile intermediate. The bromoethyl group is known for its reactivity, particularly in nucleophilic substitution reactions. This makes 2-(2-Bromoethyl)-1,3-dioxane a valuable precursor for the synthesis of other organic compounds. Its utility in forming various derivatives expands its applicability in chemical research and industrial processes.

One significant application of 2-(2-Bromoethyl)-1,3-dioxane is in the preparation of crosslinking agents for polymers. The bromoethyl group can react with nucleophilic sites in polymer chains, creating crosslinks that improve the mechanical properties and stability of the resulting materials. This application is particularly relevant in the production of resilient and durable polymeric materials used in coatings, adhesives, and sealants.

In addition to its role in polymer chemistry, 2-(2-Bromoethyl)-1,3-dioxane is employed in the synthesis of pharmaceuticals. The compound's ability to introduce a bromoethyl group into various molecular frameworks makes it useful in creating compounds with potential therapeutic properties. Researchers utilize this compound as a building block for designing and synthesizing biologically active molecules with targeted activities.

Another area of application for 2-(2-Bromoethyl)-1,3-dioxane is in the field of chemical research and development. Its unique structure and reactivity make it a useful tool for studying reaction mechanisms and exploring new synthetic routes. The compound's properties contribute to the development of new methodologies and materials in organic chemistry.

Overall, 2-(2-Bromoethyl)-1,3-dioxane is a compound with diverse applications in polymer chemistry, pharmaceuticals, and chemical research. Its role as an intermediate in organic synthesis highlights its importance in the creation of various chemical products and materials.