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 analogous to table salt. While it is rather rare in the Earth's crust, the high solubility of the bromide ion (Br) has caused its accumulation in the oceans. Commercially the element is easily extracted from brine pools, mostly in the United States, Israel and China. The mass of bromine in the oceans is about one three-hundredth that of chlorine. At high temperatures, organobromine compounds readily dissociate to yield free bromine atoms, a process that stops free radical chemical chain reactions. This effect makes organobromine compounds useful as fire retardants, and more than half the bromine produced worldwide each year is