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Pinacolone

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Density
  
801 kg/m³

Appearance
  
Colorless liquid

Pinacolone httpsuploadwikimediaorgwikipediacommons33

Pinacole and pinacolone formation for iit jee main advanced neet aiims


Pinacolone (3,3-dimethyl-2-butanone) is an important ketone in organic chemistry. It is a colorless liquid and has a slight peppermint- or camphor- odor. It is a precursor to triazolylpinacolone in the synthesis of the fungicide triadimefon and in synthesis of the herbicide metribuzin. The molecule is an unsymmetrical ketone. The α-methyl group can participate in condensation reactions. The carbonyl group can undergo the usual reactions (hydrogenation, reductive amination, etc.).

Contents

Pinacolone Glentham Life Sciences GK6703 Pinacolone 33Dimethyl2

What is pinacol pinacolone rearrangement


Preparation

Pinacolone ORGANIC SPECTROSCOPY INTERNATIONAL Pinacolone

Most famously, at least in the classroom, pinacolone arises by the pinacol rearrangement, which occurs by protonation of pinacol (2,3-dimethylbutane-2,3-diol).

Pinacolone substancetooltipashxid255

Industrially pinacolone is made by the hydrolysis of 4,4,5-trimethyl-1,3-dioxane, which is the product of isoprene and formaldehyde via the Prins reaction. It also is generated by ketonization of pivalic acid and acetic acid or acetone over metal oxide catalysts. 3-Methylbutanal is a starting material for 2,3-dimethyl-2-butene, which in turn is converted to pinacolone. Pinacolone can also be produced from 2-methy-2-butanol when reacted with C5 alcohols.

Uses

Pinacolone is produced in large amounts for use in fungicides, herbicides, and pesticides.(specify which ones)

It is also used to prepare pinacidil, as well as naminidil.

Pinacolone 33Dimethyl2butanone 98 SigmaAldrich

References

Pinacolone Wikipedia