Tribromoethanol

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Structural formula
Structural formula of 2,2,2-tribromoethanol
General
Surname Tribromoethanol
other names
  • 2,2,2-tribromoethanol
  • Tribromoethyl alcohol
  • Bromoethol
  • Ethobromone
  • Avertin (solution in t -amyl alcohol)
Molecular formula Br 3 CCH 2 OH
Brief description

External identifiers / databases
CAS number 75-80-9
EC number 200-903-1
ECHA InfoCard 100,000,822
PubChem 6400
ChemSpider 6160
Wikidata Q25105561
properties
Molar mass 282.76 g mol −1
Physical state

firmly

Melting point

73-79 ° C

boiling point

92-93 ° C / 10 mmHg

safety instructions
GHS labeling of hazardous substances
07 - Warning

Caution

H and P phrases H: 302-315-319-335
P: 261-305 + 351 + 338
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Tribromoethanol is a chemical compound from the group of alcohols . It is used in veterinary medicine as a sedative for intraperitoneal injection anesthesia of rodents .

synthesis

2,2,2-tribromoethanol is by reaction of aluminum ethoxide and elemental prepared bromine.

Production of 2,2,2-tribromoethanol from aluminum ethanolate and bromine

Applications

Tribromoethanol is used as a concentrate in a mass concentration of 55% in tertiary amyl alcohol under the name Avertin for injection anesthesia; this is applied as a 1.2–2.5% solution in physiological saline solution . Alternatively, tribromoethanol with buprenorphine or ketamine with xylazine are used. While the toxicity is low and the therapeutic index is large, the narcotic effect has been described as variable.

Individual evidence

  1. a b c d e f data sheet 2,2,2-tribromoethanol, 97% from Sigma-Aldrich , accessed on April 2, 2017 ( PDF ).
  2. Tribromoethanol (Avertin) . In: Cold Spring Harbor Protocols . Cold Spring Harbor Laboratory .
  3. ^ RE Meyer, RE Fish: A review of tribromoethanol anesthesia for production of genetically engineered mice and rats. In: Lab animal. Volume 34, Number 10, November 2005, pp. 47-52, doi : 10.1038 / laban1105-47 , PMID 16261153 .
  4. ^ A. Kar: "Medicinal Chemistry", Verlag New Age International, 2005, p. 66, ISBN 9788122415650 . ( limited preview in Google Book search).
  5. Butzengeiger, F. & Jüttemann, A. (2017): On the history of the narcotic Avertin introduced in 1927 . Anesthesia Intensivmed; 58: 268-273
  6. Guidelines for the Use of Tribromoethanol / Avertin Anesthesia . National Cancer Institute .
  7. ^ J. Weiss, F. Zimmermann: Tribromoethanol (Avertin) as an anaesthetic in mice. In: Laboratory animals. Volume 33, Number 2, April 1999, pp. 192-193, doi : 10.1258 / 002367799780578417 , PMID 10780824 .
  8. ^ WA Hill, JT Tubbs, CL Carter, JA Czarra, KM Newkirk, TE Sparer, B. Rohrbach, CM Egger: Repeated administration of tribromoethanol in C57BL / 6NHsd mice. In: Journal of the American Association for Laboratory Animal Science: JAALAS. Volume 52, Number 2, March 2013, pp. 176-179, PMID 23562101 , PMC 3624786 (free full text).