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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.
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.
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.
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]
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.
Sorbitol (/ ˈ s ɔː (r) b ɪ t ɒ l /), less commonly known as glucitol (/ ˈ ɡ l uː s ɪ t ɒ l /), is a sugar alcohol with a sweet taste which the human body metabolizes slowly. It can be obtained by reduction of glucose, which changes the converted aldehyde group (−CHO) to a primary alcohol group (−CH 2 OH).
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 ...