Tribromoethyl alcohol

The possibility of hydrogenating halogenated aldehydes and ketones by means of phytochemical reduction was tested as early as 1913 the successful results in this field clearly demonstrate the importance of this method. Lintner and Ltters found that chloral hydrate can be converted to trichloroethyl alcohol. This transformation takes place so easily that, according to Willstatter and Duisberg, it can be used under favorable experimental conditions as a convenient method for the preparation of the halogenated alcohol. The tribromoethyl alcohol may be prepared in an analogous manner. 

SYNS AVERTIN BROMETHOL ETHOBROM NARCOLAN NARKOLAN TRIBROMETHANOL TRIBROMOETHYL ALCOHOL... 

TRIBROMOETHANOL see ARW250 TRIBROMOETHYL ALCOHOL see THVOOO TRIBROMOETHYL ALCOHOL see ARW250... 

The use of aluminum ethylate in the presence of alcohol offers a means of reducing many compounds which could not be reduced in the desired manner by the more customary methods. Meerwein and his students have used the method to convert bromal into tribromoethyl alcohol and have also prepared cin-namyl alcohol and various halogenated cinnamyl and crotyl alcohols from the corresponding aldehydes.4,5 In all cases excellent yields are obtained. 

Avertin Prepare 100% stock solution by mixing 10 g of 2,2,2 tribromoethyl alcohol (Sigma-Aldrich, T4,840-2) with lOmL of tert-amyl alcohol ([2-methyl-2-butanol] Sigma-Aldrich 24,048-6). To use, dilute 100% stock to 2.5% in water. Both the 100 and 2.5% stocks are stored wrapped in foil at 4°C. The correct dose of avertin varies with each preparation. Therefore, several mice should be test injected within the range of 0.014-0.018mL/g body wt. 

Tribromoethyl alcohol, avertin, is excreted as tribromoethyl glucuronoside (m.p. 145.5 [ajo —79.09 ) which has been isolated from the urine of rabbits after ingestion of the alcohol (95). Trichloroethyl alcohol appears to be excreted partly unchanged and partly as trichloroethyl glucuronoside (urochloralic acid) (216). 

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