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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 reaction product he obtained instead he called paraceton which he believed to be an acetone dimer. In his second publication in 1860 he reacted paraceton with sulfuric acid (the actual pinacol rearrangement). Again Fittig was unable to assign a molecular structure to the reaction product which he assumed to be another isomer or a polymer.
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 ...
A common diol reaction to produce a cyclic ether. 1,2-diols and 1,3-diols can be protected using a protecting group. [13] Protecting groups are used so that the functional group does not react to future reactions. Benzylidene groups are used to protect 1,3-diols. [13]
The turnover-limiting step of the reaction is the hydrolysis step; therefore, sulfuric acid is added to increase the rate of this step. [ 17 ] [ 18 ] Manganese is also used in dihydroxylation and is often chosen when osmium tetroxide methods yield poor results. [ 18 ]
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
Sulfuric acid or strongly acidic ion exchange resins may be used as catalysts, which allows the reaction to occur under 160 °C and at slightly above atmospheric pressure. 1,2-Butanediol is a byproduct of the production of 1,4-butanediol from butadiene . [ 8 ]
Cyclohexane-1,2-diol is a chemical compound found in castoreum. [1] It can exist in either cis - or trans -isomers . The enzyme cyclohexane-1,2-diol dehydrogenase uses trans -cyclohexane-1,2-diol and NAD + to produce 2-hydroxycyclohexan-1-one , NADH and H + .