5. When the following ketone is treated with either acids or bases, different enols are produced. Use curved arrows to write detailed mechanisms to rationalize the transformation and briefly explain. HOTS NaOH
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- Rank the following compounds in order of increasing basicity.Reaction of benzylmagnesium chloride with formaldehyde yieldsalcohols N and P after protonation. Draw a stepwise mechanism thatshows how both products are formedDevise concise syntheses for the following transformations. Clearly show the reagent and product foreach step.
- Devise concise syntheses for the following transformations. Clearly show the reagent and product foreach step. The first three syntheses can be accomplished in two steps whereas the last synthesis requiresthree stepsa-Terpineol, a naturally occurring monoterpene alcohol, isomerizes to 1,8-cineole and 1,4-cineole when treated with acid. Draw a complete, detailed mechanism to account for the formation of each product. H,SO, HO a-Terpineol 1,8-Cineole 1,4-CineoleFluvastatin, a cholesterol-lowering drug, can be prepared by thefollowing three-step reaction sequence. Identify intermediates A and Band the final product, fluvastatin.
- Identify Compounds A and B in the following transformation.What are the products of the following ether cleavage reactions? What is the mechanism that follows?When (R)-6-bromo-2,6-dimethylnonane is dissolved in CH3OH,nucleophilic substitution yields an optically inactive solution. When theisomeric halide (R)-2-bromo-2,5-dimethylnonane is dissolved in CH3OHunder the same conditions, nucleophilic substitution forms an opticallyactive solution. Draw the products formed in each reaction, and explainwhy the difference in optical activity is observed.