The following is a retrosynthetic scheme for the preparation of trans-2- allylcyclohexanol. Show reagents to bring about the synthesis of this compound from cyclohexane. OH Br "CH,CH=CH, (racemic)
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- An alkene is treated with OsO4 followed by H2O2. When the resulting diol is treated with HIO4, the only product obtained is an unsubstituted cyclic ketone with molecular formula C6H10O. What is the structure of the alkene?Rank the following alcohols in order of increasing ease of acid-catalyzed dehydration. Provide the structure of the dehydration product (alkene) from each alcohol. OH OH 3 1 a OHDescribe how 1-ethylcyclohexanol can be prepared from cyclohexane. You can use any inorganic reagents, any solvents, and any organic reagents as long as they contain no more than two carbons.
- Complete the following transformations by providing reagents or products:Name and draw the structure of the major product in the following reactions of cyclohexanone: A) Reduction with NaBH4 in ethanol, followed by H+ B) Reaction with excess ethanol in the presence of H+The following are intermediate products in the stepwise synthesis of compound 1 from benzene. Give the correct sequence of reactions with the appropriate reagents that will lead to the correct intermediate products and final product. Br Br Br 1 2 4 3 5
- Provide reagents/conditions to accomplish the following syntheses. Several steps are required in some cases. H2N NH2 Но TH. NH2 HOEthylene oxide is the starting material for the synthesis of 1,4-dioxane. Propose a mechanism for each step in this synthesis.Cyclohexene can be converted to 1-cyclopentenecarbaldehyde by the following series of reactions. Propose a structural formula for each intermediate compound.
- When cis-4-chlorocyclohexanol is treated with sodium hydroxide in ethanol, it gives mainly the substitution product trans-1,4-cyclohexanediol (1). Under the same reaction conditions, trans-4-chlorocyclohexanol gives 3-cyclohexenol (2) and the bicyclic ether (3). (a) Propose a mechanism for formation of product (1), and account for its configuration. (b) Propose a mechanism for formation of product (2). (c) Account for the fact that the bicyclic ether (3) is formed from the trans isomer but not from the cis isomer.Aldehydes and ketones undergo acid-catalyzed reaction with alcohols to yield hemiacetals, compounds that have one alcohol-like oxygen and one ether-like oxygen bonded to the same carbon. Further reaction of a hemiacetal with alcohol then yields an acetal, a compound that has two ether-like oxygens bonded to the same carbon. (a) Show the structures of the hemiacetal and acetal you would obtain by reaction of cyclohexanone with ethanol. (b) Propose a mechanism for the conversion of a hemiacetal into an acetal.A dialkyl-substituted benzene, C14H22, is treated with basic potassium permanganate, followed by acid workup. The same dialkyl-substituted benzene was recovered afterward from the reaction mixture. Draw the structure of the compound.