Carbon–fluorine bond the molecule represented by CHX has a BDE of 115 kcal/mol for carbon–fluorine while values of 104.9, 83.7, 72.1, and 57.6 kcal/mol represent carbon–X bonds to hydrogen, chlorine, bromine, and iodine, respectively. The carbon–fluorine bond length is typically about 1.35 ångström (1.39 Å in fluoromethane). It is shorter than any other carbon–halogen bond, and shorter than single carbon–nitrogen and carbon–oxygen bonds, despite fluorine having a larger atomic mass. The short length of the bond can also be attributed to the ionic character/electrostatic attractions between the partial charges on carbon and fluorine. The carbon–fluorine bond length varies by several hundredths of
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