Tetracyanomethane
Tetracyanomethane is a chemical compound with the formula C(CN)4. It is a colorless liquid that is soluble in most organic solvents. Tetracyanomethane is used as a nitrile source in organic synthesis.
Structure and Bonding[edit | edit source]
Tetracyanomethane is a tetrahedral molecule. The carbon atom is at the center of the molecule, with the four cyanide groups arranged around it. Each cyanide group consists of a carbon atom triple-bonded to a nitrogen atom (C≡N). The molecule has a high degree of symmetry, which is reflected in its physical and chemical properties.
Synthesis[edit | edit source]
Tetracyanomethane can be synthesized from carbon tetrachloride and sodium cyanide. The reaction is carried out in an organic solvent such as dimethylformamide (DMF). The product is purified by distillation.
Applications[edit | edit source]
Tetracyanomethane is used as a nitrile source in organic synthesis. It can be used to prepare cyanohydrins, which are important intermediates in the synthesis of vitamin B12 and other complex organic molecules.
Safety[edit | edit source]
Tetracyanomethane is a highly toxic substance. It is harmful if swallowed, inhaled, or comes into contact with the skin. It can cause serious eye damage. Appropriate safety measures should be taken when handling this compound.
See also[edit | edit source]
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