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- 22). What is the major product of the following reactions? (A) (B) Br 1) NaCN 2) CH3MgBr 3) H30*/H₂O (C) LOH (D) CNProvide the reagents necessary to complete the following reactions.The following questions concern ethyl (2-oxocyclohexane)carboxylate.(a) Write a chemical equation showing how you could prepare ethyl (2-oxocyclohexane)-carboxylate by a Dieckmann cyclization.(b) Write a chemical equation showing how you could prepare ethyl (2-oxocyclohexane)-carboxylate by acylation of a ketone.(c) Write structural formulas for the two most stable enol forms of ethyl (2-oxocyclohexane)carboxylate.(d) Write the three most stable resonance contributors to the most stable enolate derived from ethyl (2-oxocyclohexane)carboxylate.(e) Show how you could use ethyl (2-oxocyclohexane)carboxylate to prepare 2-methylcyclohexanone.(f) Give the structure of the product formed on treatment of ethyl (2-oxocyclohexane)-carboxylate with acrolein (H2C=CHCH=O) in ethanol in the presence of sodium ethoxide
- Draw the major organic product obtained by reaction of benzoyl chloride with dimethylamine, (CH3)2NH.Provide all the reagents and show all structures of the product formed in each step, not just a list of reagents. b) Benzene c) Toluene OHC Ĵ Ĉ COOHPredict the reagent(s) needed to produce these products.
- 2B Suggest a short synthetic route for the preparation of compound D from compound C OH Br COOH C D Note: Apart from compound C, you can also use organic reagents with up to 1 C atom. The number of arrows in the figure above does not necessarily correspond to the number of steps.provide all reagents and structure but not required more than four steps.When tert-butyl bromide is heated with an equal amount of ethanol in an inert solvent, one of the products is ethyl tert-butyl ether. (a) What happens to the reaction rate if the concentration of ethanol is doubled?
- 9. Plan syntheses of the following compounds. You may use the given starting material and any compound containing three or fewer carbons. (a) (b) (c) (d) by Br or Br H Br H OH = OHThe hydrocarbon fluorene was treated with potassium t-butoxide in an acid-base reaction, giving the fluorenide anion and t-butyl alcohol. (a) Which way does the equilibrium lie, and by how much? b) What is the proportion of the fluorenide anion to fluorene? (c) Why is fluorene so highly acidic, considering the pKa of an average alkane is above 50?draw the products obtained in each of the following reactions.



