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A diol can be converted to cyclic ether by using an acid catalyst, this is diol cyclization. Firstly, it involves protonation of the hydroxyl group. Then, followed by intramolecular nucleophilic substitution, the second hydroxyl group attacks the electron deficient carbon.
Like BPA, CBDO is a diol with a structure suitable for making polyesters. CBDO’s C 4 ring is sufficiently rigid to prevent the two OH groups from forming cyclic structures. Unlike BPA, there is no current evidence of carcinogenic or toxic effects from CBDO-based consumer products.
A cyclic ether and high-boiling solvent (b.p. 101.1 °C). Tetrahydrofuran (THF) A cyclic ether, one of the most polar simple ethers that is used as a solvent. Anisole (methoxybenzene) An aryl ether and a major constituent of the essential oil of anise seed. Crown ethers: Cyclic polyethers that are used as phase transfer catalysts. Polyethylene ...
General structure of a 1,2-acetonide. The diol is shown in blue, the acetone part in red. In organic chemistry, an acetonide is the functional group composed of the cyclic ketal of a diol with acetone. The more systematic name for this structure is an isopropylidene ketal. Acetonide is a common protecting group for 1,2- and 1,3-diols. [1]
Through a variety of mechanisms, the removal of a hydride equivalent converts a primary or secondary alcohol to an aldehyde or ketone, respectively. 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 ...
The ether then decomposes into an alkene and an alkoxide. Cyclic ethers allow for an especially quick concerted cleavage, as seen for THF: Deprotonated acyclic ethers perform beta-hydride elimination, forming an olefinic ether. The formed hydride then attacks the olefinic rest in α position to the ether oxygen, releasing the alkoxide.
Two mechanisms are proposed for the Criegee oxidation, depending on the configuration of the diol. [6] [7] If the oxygen atoms of the two hydroxy groups are conformationally close enough to form a five-membered ring with the lead atom, the reaction occurs via a cyclic intermediate.
The generic geminal diol. The 'R's represent any groups other than OH. A geminal diol (or gem-diol for short) is any organic compound having two hydroxyl functional groups (-O H) bound to the same carbon atom. Geminal diols are a subclass of the diols, which in turn are a special class of alcohols. Most of the geminal diols are considered unstable.