Nitric acid rises to 1 at a temperature of 250 °C. Nitric acid can act as a base with respect to an acid such as sulfuric acid: The nitronium ion, , is the active reagent in aromatic nitration reactions. Since nitric acid has both acidic and basic properties, it can undergo an autoprotolysis reaction, similar to the self-ionization of water: Nitric acid reacts with most metals, but the details depend on the concentration of the acid and the nature of the metal. Dilute nitric acid behaves as a typical acid in its reaction with most metals. Magnesium, manganese, and zinc liberate H:
Phenylboronic acid with BBr, followed by hydrolysis form phenylboronic acid. Aryl halides or triflates can be coupled with diboronyl reagents using transition metal catalysts. Aromatic C-H functionalization can also be done using transition metal catalysts. The dehydration of boronic acids gives boroxines, the trimeric anhydrides of phenylboronic acid. The dehydration reaction is driven thermally, sometimes with a dehydration agent. Phenylboronic acid participates in numerous cross coupling reactions where is serves as a source of a phenyl group. One example is the Suzuki reaction where, in the presence of a Pd(0) catalyst and base, phenylboronic acid and vinyl halides are coupled to produce