Methylidynephosphane

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Methylidynephosphane is a chemical compound with the formula CH3P. It is a member of the phosphine family, which are compounds that contain one or more phosphorus atoms. Methylidynephosphane is a colorless gas at room temperature and is primarily used in the field of organic chemistry.

Structure and Bonding[edit | edit source]

Methylidynephosphane consists of a phosphorus atom bonded to a methyl group. The phosphorus atom is in the +3 oxidation state, and the methyl group is in the -1 oxidation state. The molecule has a trigonal pyramidal shape, which is typical for compounds with a phosphorus atom bonded to three other atoms.

Synthesis[edit | edit source]

Methylidynephosphane can be synthesized by the reaction of methyllithium with phosphorus trichloride. The reaction proceeds via a nucleophilic substitution mechanism, with the methyllithium acting as the nucleophile and the phosphorus trichloride acting as the electrophile.

Applications[edit | edit source]

Methylidynephosphane is primarily used as a reagent in organic chemistry. It can act as a nucleophile, a base, or a ligand in various chemical reactions. It is also used in the synthesis of other phosphine compounds.

Safety[edit | edit source]

Methylidynephosphane is a highly reactive compound and should be handled with care. It can react violently with oxygen and other oxidizing agents, and it can cause burns if it comes into contact with skin or eyes. It should be stored in a cool, dry place away from sources of ignition.


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Contributors: Prab R. Tumpati, MD