Thiocarbamide

Thiocarbamide is an organic compound with the formula SC(NH2)2. It is a white solid that is soluble in water and polar organic solvents. Thiocarbamide is a common precursor to a range of compounds in organic chemistry and pharmacology.

Structure and Bonding

Thiocarbamide, also known as thiourea, is a planar molecule. The C=S bond distance is 1.60 Å, the C-N distances are 1.32 Å and the N-C-N angle is 112°. The molecule adopts a similar structure to urea, but with the oxygen atom replaced by a sulfur atom.

Synthesis

Thiocarbamide can be synthesized by heating ammonium thiocyanate: NH4SCN → SC(NH2)2 This reaction is dangerous because it produces toxic gases.

Applications

Thiocarbamide is used in various applications in organic chemistry. It is a common reagent for the conversion of alkyl halides into amines. It is also used in the synthesis of thiols and thioethers.

In pharmacology, thiocarbamide is used in the treatment of hyperthyroidism. It is also used in the synthesis of antiretroviral drugs.

Safety

Thiocarbamide is toxic and can cause irritation to the skin and eyes. It is also harmful if swallowed or inhaled.

See also

• Urea
• Thiocyanate
• Ammonium thiocyanate
• Organic chemistry
• Pharmacology