Fluorine in annual revenue. Due to the danger from direct hydrocarbon–fluorine reactions above −150 °C (−240 °F), industrial fluorocarbon production is indirect, mostly through halogen exchange reactions such as Swarts fluorination, in which chlorocarbon chlorines are substituted for fluorines by hydrogen fluoride under catalysts. Electrochemical fluorination subjects hydrocarbons to electrolysis in hydrogen fluoride, and the Fowler process treats them with solid fluorine carriers like cobalt trifluoride. Halogenated refrigerants, termed Freons in informal contexts, are identified by R-numbers that denote the amount of fluorine, chlorine, carbon, and hydrogen present. Chlorofluorocarbons (CFCs) like R-11, R-12, and R-114 once dominated organofluorines, peaking in production
Chlorine "σ" molecular orbital. The colour fades at low temperatures, so that solid chlorine at −195 °C is almost colourless. Like solid bromine and iodine, solid chlorine crystallises in the orthorhombic crystal system, in a layered lattice of Cl molecules. The Cl–Cl distance is 198 pm (close to the gaseous Cl–Cl distance of 199 pm) and the Cl···Cl distance between molecules is 332 pm within a layer and 382 pm between layers (compare the van der Waals radius of chlorine, 180 pm). This structure means that chlorine is a very poor conductor of electricity, and indeed its conductivity is so low