Semicarbazone

In organic chemistry, a semicarbazone is a derivative of an aldehyde or ketone formed by a condensation reaction between a ketone or aldehyde and semicarbazide.

For ketones:

H2NNHC(=O)NH2 + RC(=O)R → R2C=NNHC(=O)NH2

For aldehydes:

H2NNHC(=O)NH2 + RCHO → RCH=NNHC(=O)NH2

For example, the semicarbazone of acetone would have the structure (CH3)2C=NNHC(=O)NH2.

A thiosemicarbazone is an analog of a semicarbazone which contains a sulfur atom in place of the oxygen atom.

Some semicarbazones, such as nitrofurazone, and thiosemicarbazones are known to have anti-viral and anti-cancer activity, usually mediated through binding to copper or iron in cells. Many semicarbazones are crystalline solids, useful for the identification of the parent aldehydes/ketones by melting point analysis.[1]

See also

References

  1. ^ Williamson, Kenneth L. (1999). Macroscale and Microscale Organic Experiments, 3rd ed.. Boston: Houghton-Mifflin. pp. 426–7. ISBN 0-395-90220-7. 

External links