Pinacolone
Encyclopedia
Pinacolone is an important ketone
Ketone
In organic chemistry, a ketone is an organic compound with the structure RCR', where R and R' can be a variety of atoms and groups of atoms. It features a carbonyl group bonded to two other carbon atoms. Many ketones are known and many are of great importance in industry and in biology...

 in organic chemistry
Organic chemistry
Organic chemistry is a subdiscipline within chemistry involving the scientific study of the structure, properties, composition, reactions, and preparation of carbon-based compounds, hydrocarbons, and their derivatives...

. It has an odour reminiscent of peppermint and was discovered in 1866. Its primary use is in the synthesis of triazolylpinacolone in the synthesis of the fungicide triadimefon and in synthesis of the herbicide metribuzin.

Preparation

Pinacolone may be prepared via the pinacol rearrangement
Pinacol rearrangement
The pinacol rearrangement or pinacol-pinacolone rearrangement is a method for converting a 1,2-diol to a carbonyl compound in organic chemistry. This 1,2-rearrangement takes place under acidic conditions...

 of pinacol
Pinacol
Pinacol is a white solid organic compound.-Preparation:It may be produced by the pinacol coupling reaction from acetone:-Reactions:As a vicinal-diol, it can rearrange to pinacolone by the pinacol rearrangement, e.g...

, e.g. by heating with sulfuric acid
Sulfuric acid
Sulfuric acid is a strong mineral acid with the molecular formula . Its historical name is oil of vitriol. Pure sulfuric acid is a highly corrosive, colorless, viscous liquid. The salts of sulfuric acid are called sulfates...

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