When 2,2-dimethylcyclohexanol is treated with acid, 1,2-dimethylcyclohexene and iso- propylidenecyclopentane are the products obtained. Draw a detailed mechanism that explains this result. CH3 H3O+ CH3 CH3 CH3 OH CH3 CH3 2,2-dimethyl- cyclohexanol 1,2-dimethyl- isopropylidene- cyclopentane cyclohexene
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- Nonconjugated , -unsaturated ketones, such as 3-cyclohexenone, are in an acid-catalyzed equilibrium with their conjugated , -unsaturated isomers. Propose a mechanism for this isomerization.Q2: Give the structure of the possible Claisen condensation product from the following reaction .Tell which , If any you would expect to predominate in each case .(a) CH3CO2Et + CH3CH2CO2Et (b) C6H6CO2Et + C6H5CH2CO2Et(c) EtOCO2Et + Cyclohexanones (d) C6H5CHO + CH3CO2EtProvide the complete mechanism using Curved Arrow Formalism for the reaction of (R)-3,3-dimethyl-2-hexanol treated with aqueous phosphoric acid. If more than one product is formed state which is major, minor, very minor, etc. Name the product(s).
- When diethyl ether (CH3CH2OCH2CH3) is treated with concentrated HBr, the initial products are CH3CH2Br and CH3CH2OH. Propose a mechanism to account for this reaction.Treatment of 1,2-dibromoethane with the dithiolate dianion shown in the reaction below leads to two products as shown. Draw the structure for each molecular formula and provide a detailed mechanism for the formation of both products.When propionaldehyde is warmed with sodium hydroxide, one of the products is2-methylpent-2-enal. Propose a mechanism for this reaction.
- When 2-cyclobutylpropan-2-ol is treated with a solution of HBr in Et2O, 2-bromo-1,1-dimethylcyclopentane is the resulting product. Write the reaction and propose a mechanism using curved arrows notation in each step.Propose a mechanism for the following reaction that explains why the configuration of the asymmetric center in the reactant is retained in the product:The iodination of acetovanillone (1-(4-hydroxy-3-methoxyphenyl)ethan-1-one) occurs in the following reaction: C9H10O3 + NaI + NaOCl --> C9H10O3I + NaCl Draw the complete reaction mechanism of acetovanillone including curved arrows.
- When trans-2-chloro-1-cyclohexanol is treated with a base, cyclohexene oxide is the product. However, when cis-2-chloro-1-cyclohexanol is treated with a base, the product is cyclohexanone. Write the mechanism for each of the two reactions.What steps are needed to prepare phenylacetylene, C6H5C = CH, from each compound: (a) C6H5CH2CHBr2; (b) C6H5CHBrCH3; (c) C6H5CH2CH2OH?Provide the mechanism for the following transformation. D = 2H