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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). [4] 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.
Pinacol is a branched alcohol which finds use in organic syntheses. It is a diol that has hydroxyl groups on vicinal carbon atoms. A white solid that melts just above room temperature, pinacol is notable for undergoing the pinacol rearrangement in the presence of acid and for being the namesake of the pinacol coupling reaction.
The pinacol–pinacolone rearrangement is a method for converting a 1,2-diol to a carbonyl compound in organic chemistry. The 1,2-rearrangement takes place under acidic conditions. The name of the rearrangement reaction comes from the rearrangement of pinacol to pinacolone .
Pinacolyl alcohol (also known as 3,3-dimethylbutan-2-ol and as pine alcohol) is one of the isomeric hexanols and a secondary alcohol. Pinacolyl alcohol appears on the List of Schedule 2 substances of the Chemical Weapons Convention as a precursor for the nerve agent soman .
In the United Kingdom, the environmental regulator permits only chemical additives which are classed as non hazardous to groundwater for fracturing fluids. [3] [4] [5] Operators are required to disclose the content of hydraulic fracturing fluids to the relevant environment agency [6] while the composition must be disclosed if the regulator demands it. [7]
Dimethylbutadiene readily undergoes Diels-Alder reactions and reacts faster than 1,3-butadiene. Its effectiveness in this reaction is attributed to the stabilization of the cis-conformation owing to the influence of the methyl groups on the C2 and C3 positions. Diels-Alder reaction using 2,3-dimethyl-1,3-butadiene and N-ethylmaleimide
[2] [5] The compound is used as a reactant in the synthesis of a number of compounds. Notably it is used to synthesize 2,3-dimethylbut-2-ene, and is then converted to 2,3-dimethylbutane-2,3-diol and methyl tert-butyl ketone, better known as pinacolone. Pinacolone itself is then used in synthesis for number of pesticides.
2-methylpropane-1,2-diol; 2-methylpropane-1,3-diol; and one unstable geminal diol: 2-methylpropane-1,1-diol (not a glycol), hydrate of 2-methylpropanal (isobutyraldehyde) These three methylpropanediols are structural isomers of butanediols. They are not chiral.