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2,2,2-Tribromoethanol is utilized in organic synthesis of beta-amino alcohols. The pharmaceutical preparation of tribromoethanol serves as an anesthetic in medicine.
Carboxyl groups can be protected as tribromoethyl esters, e.g. by reaction of the acid chloride in the presence of N,N-dimethylaniline. The group is readily cleaved with Zn/AcOH: J. Chem. Soc., Pekin 1., 2875 (1993); (cf. 2,2,2-Trichloroethanol, L08163). The group has also been exploited in the activation of carboxylic acids for amidation with amines, by reductive cleavage of the tribromoethyl ester with a P(III) reagent, preferably Hexamethylphosphorous triamide, A12571, and triethylamine. In an analogous esterification method with alcohols, tributylphosphine - DMAP was the preferred system: J. Org. Chem., 64, 1430 (1999).
Maheras, K. J.; Gow, A. Increased anesthesia time using 2,2,2-tribromoethanol-chloral hydrate with low impact on mouse psychoacoustics. 2013, 219 (1), 61-69.
Jong, W. M. C.; Zuurbier, C. J.; Winter, R. J.; Van den Heuvel, D. A. F.; Reitsma, P. H.; Cate, H. T.; Ince, C. Fentanyl-fluanisone-midazolam Combination Results in More Stable Hemodynamics than does Urethane-α-chloralose and 2,2,2-tribromoethanol in Mice. 2002, 41 (3), 28-32.
Gefahrenhinweise (EU): H302-H315-H319-H335
Harmful if swallowed. Causes skin irritation. Causes serious eye irritation. May cause respiratory irritation.
Avoid breathing dust/fume/gas/mist/vapours/spray. Wear protective gloves and eye/face protection. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.