Chemical Properties
slight yellow to white crystalline powder. Soluble in water and methanol, insoluble in ether. Hygroscopic and moisture sensitive. Incompatible with strong oxidizing agents.
Application
2-Bromoethylamine hydrobromide (BEA-HBr) can be used as a reactant in the preparation of:
Amino-functionalized ionic liquid, 1-aminoethyl-3-methylimidazolium hexafluorophosphate ([2-aemim][PF6]). [2-aemim][PF6] is employed as a catalyst in the synthesis of 4H-pyrans derivatives by treating with aromatic aldehydes, malononitrile, ethyl acetoacetate via Knoevenagel condensation reaction.
2-(N-aryl-N-aroyl)amino-4,5-dihydrothiazole derivatives via cyclocondensation reaction.
It can be also employed as an alkylating agent for the surface modification of nylon to obtain primary/secondary/tertiary amine groups.
Uses
2-Bromoethylamine hydrobromide is used to construct C2-symmetric imidazolidinylidene ligands with a dioxolane backbone. It acts as a building block which is used for proteomics research. It is also used as organic and pharmaceutical intermediates for the preparation of first-aid medicines.
Preparation
2-Bromoethylamine hydrobromide was synthesized by bromination of ethanolamine. Drop into hydrobromic acid in the reaction pot, cool, add ethanolamine dropwise under stirring, and finish adding dropwise within half an hour, then steam the hydrobromic acid of 85% of the input quantity (the feed quantity of hydrobromic acid is 8.89 times the weight of ethanolamine) , about 20h steamed. After the concentrated solution is cooled to 70-80°C, it is put into pre-chilled acetone, cooled to below 5°C, and the crystallized 2-bromoethylamine hydrobromide is filtered out. Yield 70%.
General Description
Crystals.
Air & Water Reactions
Water soluble.
Reactivity Profile
The acidic organic salt (HBr) of the amine. Acidic salts are generally soluble in water. The resulting solutions contain moderate concentrations of hydrogen ions and have pH's of less than 7.0. They react as acids to neutralize bases. These neutralizations generate heat, but less or far less than is generated by neutralization of inorganic acids, inorganic oxoacids, and carboxylic acid. They usually do not react as either oxidizing agents or reducing agents but such behavior is not impossible. Many of these compounds catalyze organic reactions.
Health Hazard
ACUTE/CHRONIC HAZARDS: When heated to decomposition 2-Bromoethylamine hydrobromide emits very toxic fumes of bromide ion, NOx and hydrogen bromide.
Fire Hazard
Flash point data for 2-Bromoethylamine hydrobromide are not available; however, 2-Bromoethylamine hydrobromide is probably combustible.
