chlorophosphorane

Chlorophosphorane is an organophosphorus compound with the chemical formula PCl3. It is a colorless, toxic gas at room temperature, but it can be stored as a liquid under pressure. Chlorophosphorane is highly reactive and is used as a reagent in organic synthesis, particularly in the preparation of phosphine derivatives. It is also used in the production of flame retardants and as a catalyst in various chemical reactions.

Chlorophosphorane is prepared by the reaction of phosphorus trichloride with a reducing agent, such as lithium aluminum hydride or sodium borohydride. The reaction produces chlorophosphorane and hydrogen chloride as byproducts. Chlorophosphorane can also be generated in situ by the reaction of phosphorus trichloride with a base, such as triethylamine.

Chlorophosphorane is a Lewis acid and can react with various nucleophiles, such as amines, alcohols, and thiols, to form phosphonium salts. It can also react with carbon nucleophiles, such as alkenes and alkynes, to form phosphine derivatives. Chlorophosphorane is also used in the synthesis of phosphine oxides and phosphine sulfides.

Chlorophosphorane is highly toxic and can cause severe irritation to the eyes, skin, and respiratory tract. It is also a potent lachrymator and can cause tearing and burning of the eyes. Chlorophosphorane is a strong Lewis acid and can react with water to form phosphoric acid and hydrogen chloride. It is also a strong reducing agent and can react with oxygen to form phosphorus oxides. Chlorophosphorane is a hazardous substance and should be handled with care in a well-ventilated area.