Free-radical halogenation distribution". For propane and higher alkanes, the hydrogen atoms which form part of CH (or CH) groups are preferentially replaced. The reactivity of the different halogens varies considerably. The relative rates are: fluorine (108) > chlorine (1) > bromine (7 × 10) > iodine (2 × 10). Hence, the reaction of alkanes with fluorine is difficult to control, that with chlorine is moderate to fast, that with bromine is slow and requires high levels of UV irradiation while the reaction with iodine is practically nonexistent and thermodynamically unfavorable. A common method in organic synthesis employing is the Wohl–Ziegler reaction, which
Bromine occurs for X = Me, Bu, OMe, Br; "meta"-bromination occurs for the deactivating X = –COEt, –CHO, –NO); this is due to heterolytic fission of the Br–F bond, leading to rapid electrophilic bromination by Br. At room temperature, bromine trifluoride (BrF) is a straw-coloured liquid. It may be formed by directly fluorinating bromine at room temperature and is purified through distillation. It reacts explosively with water and hydrocarbons, but is a less violent fluorinating reagent than chlorine trifluoride. It reacts vigorously with boron, carbon, silicon, arsenic, antimony, iodine, and sulfur to give fluorides, and also reacts with most metals and