What are Oximes?

Oximes are the chemical compounds that belong to the class of imines, having the general formula of  R1R2C=N O H.

Where R1 is the organic side-chain whereas R2 is the hydrogen, which forms an aldoxime, or like another group of organic compounds such as ketoxime. The O-substituted group of oximes forms a very closely related group of compounds.

Oximes Structure

  • Oximes are also called nitrogen possessing organic compounds which are obtained from the hydroxylamine, a ketone, and an aldehyde.
  • These compounds are also derived from the reaction of hydrogen-donating reagents with the nitro compounds or by another way is by the process of isomerization of the nitroso compounds.
  • Oximes that are obtained from aldehydes or called aldoximes can also be dehydrated forming nitriles.
  • The other chemical reactions are the conversion of it to amines by treating it with hydrogen or other reducing agents and also by converting it to amides. This is obtained by reacting it with strong acids.

The structure of oxime is a two-sided chain with a central atom consisting of carbon. The two side chains differ entirely from each other. One of the two chains comprises a hydroxyl group.

Some of the examples of oximes include Aldicarb oxime, aldoxime, dimethylglyoxime, ketoxime, methoxime, etc.

Properties of Oximes

  • Oximes have about 3 characteristics bands with wavenumbers measuring of 3600 (O-H), 945 (N-O) and 1665 (C=N) in the infrared spectrum
  • The aliphatic group of oximes is resistant to the process of hydrolysis more than the analogous hydrazones
  • These compounds are in the form of colourless crystals and are said to be less soluble in water.
  • Oximes are said to exhibit weak acidic and base properties and are said to be toxic in nature.
  • The salts of acids affect the temperature of these compounds
  • Oximes tend to decompose when heated further resulting in a massive explosion.

Applications of Oximes

  • In the industrial applications, oximes are used in the production of an organic compound called Caprolactam, which is a precursor for the polymer naming Nylon 6.
  • In Organic chemistry, these are utilized in the catalytic reactions
  • The compounds of oximes are also used as antidotes which are used to serve as nerve agents
  • In Japan, the oxime naming perillaldehyde is used as an artificial sweetener.
  • In oil paints, the oxime called Methyl ethyl ketoxime is used as an additive for preventing the skin from chemicals
  • The oxime called Acetone oxime is used as de-oxidant or a corrosion inhibitor which lowers the toxicity.

The compound is used in the synthesis of other organic compounds such as cobalt, ketones, etc.