Chlorophosphites

Chlorophosphites are a class of inorganic compounds with the general formula ROPCl2, where R is an organic group. These compounds are characterized by a phosphorus atom bonded to one alkoxy group and two chlorine atoms. They are reactive intermediates and are often synthesized from phosphorus trichloride. The synthesis typically involves the reaction of an alcohol with phosphorus trichloride, often in the presence of a base to scavenge the hydrogen chloride produced. For example, the reaction of methanol with phosphorus trichloride yields methoxydichlorophosphorane. Chlorophosphites are susceptible to hydrolysis, reacting with water to form phosphorous acid and the corresponding alcohol. They also react with nucleophiles, such as amines and alcohols, leading to the substitution of the chlorine atoms. This reactivity makes them useful in organic synthesis, particularly in the preparation of phosphites, phosphonates, and other organophosphorus compounds. For instance, they can be used in the Arbuzov reaction. Due to their reactivity, chlorophosphites are generally handled with care in anhydrous conditions and are often used immediately after preparation.