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Although the classic substrate for the Criegee oxidation are 1,2-diols, the oxidation can be employed with β-amino alcohols, [10] α-hydroxy carbonyls, [11] and α-keto acids, [12] In the case of β-amino alcohols, a free radical mechanism is proposed. The Criegee oxidation can also be employed with 2,3-epoxy alcohols forms α-acetoxy carbonyls.
1.54 g/cm 3: Melting point: α-d-Glucose: 146 °C ... to occur experimentally via oxidation and hydrolysis at 22 °C and a pH of 2.5. ... specifically to the 1,2-diol ...
1,2-Butanediol is a byproduct of the production of 1,4-butanediol from butadiene. [8] It is also a byproduct of the catalytic hydrocracking of starches and sugars such as sorbitol to ethylene glycol and propylene glycol. [9] It can also be obtained from the dihydroxylation of but-1-ene by OsO 4.
Ethylene glycol (IUPAC name: ethane-1,2-diol) is an organic compound (a vicinal diol [7]) with the formula (CH 2 OH) 2. It is mainly used for two purposes: as a raw material in the manufacture of polyester fibers and for antifreeze formulations. It is an odorless, colorless, flammable, viscous liquid.
The oxidation of primary alcohols to carboxylic acids normally proceeds via the corresponding aldehyde, which is transformed via an aldehyde hydrate (gem-diol, R-CH(OH) 2) by reaction with water. Thus, the oxidation of a primary alcohol at the aldehyde level without further oxidation to the carboxylic acid is possible by performing the reaction ...
Propylene glycol (IUPAC name: propane-1,2-diol) is a viscous, colorless liquid. It is almost odorless and has a faintly sweet taste. Its chemical formula is CH 3 CH(OH)CH 2 OH. As it contains two alcohol groups, it is classified as a diol. An aliphatic diol may also be called a glycol.
In a vicinal diol, the two hydroxyl groups occupy vicinal positions, that is, they are attached to adjacent atoms. These compounds are called glycols [5] (though the term can be used more widely). Examples include ethane-1,2-diol or ethylene glycol HO−(CH 2) 2 −OH, a common ingredient of antifreeze products.
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.