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
Fluorine is used as a defense against herbivores by at least 40 plants in Africa, Australia and Brazil. Other examples include terminally fluorinated fatty acids, fluoroacetone, and 2-fluorocitrate. An enzyme that binds fluorine to carbon – adenosyl-fluoride synthase – was discovered in bacteria in 2002. Elemental fluorine is highly toxic to living organisms. Its effects in humans start at concentrations lower than hydrogen cyanide's 50 ppm and are similar to those of chlorine: significant irritation of the eyes and respiratory system as well as liver and kidney damage occur above 25 ppm, which is the immediately dangerous to life and health