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4071449 
Journal Article 
Reaction products and rates of disappearance of simple bromoalkanes 1,2-dibromopropane and 1,2-dibromoethane in water 
Vogel, TM; Reinhard, M 
1986 
1 
Environmental Science & Technology
ISSN: 0013-936X
EISSN: 1520-5851 
20 
10 
992-997 
English 
22257396 
WOS:A1986E251900005 
has erratum 5626375 Correction. Reaction products and rates of disappearance of simple bromoalkanes, 1,2-dibromopropane, and 1,2-dibromoethane in water
The reactivities of 1,2-dibromoethane (EDB), 1,2- and 1,3-dibromopropane (1,2-DBP and 1,3-DBP), 1-bromoheptane (BH), and l-bromo-3-phenylpropane (BPP) were studied in aqueous buffers in the pH range 7-11 and in the temperature range 45-90 °C. The half-lives at 25 °C were estimated by using the Arrhenius relationship: EDB (2.5 years); 1,2-DPB (320 days); BPP (290 days); 1,3-DBP (48 days); BH («36 days). The dibromoalkanes with vicinal bromides, EDB and 1,2-DBP, eliminated HBr and yielded significant amounts of vinyl bromide and bromopropenes, respectively. The monobromo- and 1,3-dibromoalkanes (BH, BPP, and 1,3-DBP) hydrolyzed to alcohols with no elimination products detected. Reactivities of 16 bromoalkanes are correlated with Taft’s polar substitution constant (r =0.88).