Search results
Results From The WOW.Com Content Network
Due to the strongly alkaline reaction conditions, aldehydes that have alpha hydrogen atom(s) instead undergo deprotonation there, leading to enolates and possible aldol reactions. Under ideal conditions the reaction produces 50% of both the alcohol and the carboxylic acid (it takes two aldehydes to produce one acid and one alcohol). [5]
Alcohol oxidation is a collection of oxidation reactions in organic chemistry that convert alcohols to aldehydes, ketones, carboxylic acids, and esters. The reaction mainly applies to primary and secondary alcohols. Secondary alcohols form ketones, while primary alcohols form aldehydes or carboxylic acids. [1] A variety of oxidants can be used.
The reaction is named after Russian organic chemist Vyacheslav Tishchenko, who discovered that aluminium alkoxides are effective catalysts for the reaction. [1] [2] [3] In the related Cannizzaro reaction, the base is sodium hydroxide and then the oxidation product is a carboxylic acid and the reduction product is an alcohol.
Pentaerythritol was first reported in 1891 by German chemist Bernhard Tollens and his student P. Wigand. [5] It may be prepared via a base-catalyzed multiple-addition reaction between acetaldehyde and 3 equivalents of formaldehyde to give pentaerythrose (CAS: 3818-32-4), followed by a Cannizzaro reaction with a fourth equivalent of formaldehyde to give the final product plus formate ion.
Trimethylolethane is produced via a two step process, starting with the condensation reaction of propionaldehyde with formaldehyde: CH 3 CH 2 CHO + 2 CH 2 O → CH 3 C(CH 2 OH) 2 CHO. The second step entails a Cannizzaro reaction: CH 3 C(CH 2 OH) 2 CHO + CH 2 O + NaOH → CH 3 C(CH 2 OH) 3 + NaO 2 CH. A few thousand tons are produced annually ...
In the context of butanol fuel, isobutyraldehyde is of interest as a precursor to isobutanol. E. coli as well as several other organisms has been genetically modified to produce isobutanol. α-Ketoisovalerate, derived from oxidative deamination of valine, is prone to decarboxylation to give isobutyraldehyde, which is susceptible to reduction to the alcohol: [3]
Ortho esters are readily hydrolyzed in mild aqueous acid to form esters: . RC(OR ′) 3 + H 2 O → RCO 2 R ′ + 2 R ′ OH. For example, trimethyl orthoformate CH(OCH 3) 3 may be hydrolyzed (under acidic conditions) to methyl formate and methanol; [5] and may be further hydrolyzed (under alkaline conditions) to salts of formic acid and methanol.
The reaction is catalyzed by nucleophiles such as a cyanide or an N-heterocyclic carbene (usually thiazolium salts). The reaction mechanism was proposed in 1903 by A. J. Lapworth . [ 7 ] In the first step in this reaction, the cyanide anion (as sodium cyanide ) reacts with the aldehyde in a nucleophilic addition .