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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]
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.
In cyclic systems, the reaction presents more features of interest. In these reactions, the stereochemistry of the diol plays a crucial role in deciding the major product. An alkyl group which is situated trans- to the leaving –OH group may migrate to the carbocation center, but cis- alkyl groups migrate at a very low rate.
The dialkylating group is often a 1,3-, 1,4-, etc. dihalide. [9] In some cases the dialkylating group is a dilithio reagent, such as 1,5-dilithiopentane. [10] For generating spirocycles containing a cyclopropane ring, cyclopropanation with cyclic carbenoids has been demonstrated. [11] Spiro compounds are often prepared by diverse rearrangement ...
Dimedone is a cyclic 1,3-diketone. 1,3-Indandione is the cyclic 1,3-diketone fused to a benzene ring. Acetylacetone is prepared industrially by the thermal rearrangement of isopropenylacetate. [1] Another cyclic 1,3-diketone is 2,2,4,4-tetramethylcyclobutanedione, which is a precursor to a useful diol.
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]
The controversies associated with BPA in large quantities are ultimately related to its endocrine disrupting abilities. [1] 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 ...
Two ketyl groups react in a coupling reaction yielding a vicinal diol with both hydroxyl groups deprotonated. Addition of water or another proton donor gives the diol. With magnesium as an electron donor, the initial reaction product is a 5-membered cyclic compound with the two oxygen atoms coordinated to the oxidized Mg 2+ ion.