A convenient and economic way to produce anhydrous hydrogen bromide
Bromide promoted decompn. of tert-Bu bromide in the presence of triphenylphosphine gives, besides isobutene, hydrogen(triphenyl)phosphonium bromide. When heated to approx. 150 DegC in the presence of xylene, the latter salt liberates hydrogen bromide which may then be trapped in an aprotic solvent such as di-Et ether. [on SciFinder (R)]
1994
5
479
CAN 121:107583
21-2
General Organic Chemistry
Inst. Chim. Org.,Univ. Lausanne,Lausanne,Switz.
Journal
written in English.
1643-19-2 (Tetrabutylammonium bromide); 24959-67-9 (Bromide anion) Role: CAT (Catalyst use), USES (Uses) (dehydrobromination catalyst, for tert-Bu bromide by triphenylphosphine); 603-35-0 (Triphenylphosphine) Role: RCT (Reactant), RACT (Reactant or reagent) (dehydrobromination of tert-Bu bromide with tetrabutylammonium bromide and, in prepn. of anhyd. hydrogen bromide); 507-19-7 Role: RCT (Reactant), RACT (Reactant or reagent) (dehydrobromination of, in prepn. of anhyd. hydrogen bromide); 6399-81-1P Role: RCT (Reactant), PREP (Preparation), RACT (Reactant or reagent) (formation and thermal decompn. of, in xylene, anhyd. hydrogen bromide by); 115-11-7P (Isobutene) Role: SPN (Synthetic preparation), FORM (Formation, nonpreparative), PREP (Preparation) (formation of, in dehydrobromination of tert-Bu bromide in prepn. of anhyd. hydrogen bromide); 10035-10-6P (Hydrogen bromide) Role: SPN (Synthetic preparation), PREP (Preparation) (prepn. of anhyd.)
REVIEWED
EPFL