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
Chlorine than bromine or iodine. This can be seen from the standard electrode potentials of the X/X couples (F, +2.866 V; Cl, +1.395 V; Br, +1.087 V; I, +0.615 V; At, approximately +0.3 V). However, this trend is not shown in the bond energies because fluorine is singular due to its small size, low polarisability, and lack of low-lying d-orbitals available for bonding (which chlorine has). As another difference, chlorine has a significant chemistry in positive oxidation states while fluorine does not. Chlorination often leads to higher oxidation states than bromination or iodination but lower oxidation states to fluorination. Chlorine tends