Concept explainers
(a)
Interpretation: An acid-catalyzed and a base-catalyzed rearrangement of a
Concept introduction: The carbon which is adjacent to the carbonyl group is known as
(b)
Interpretation: An acid-catalyzed and a base-catalyzed rearrangement of a
Concept introduction: The carbon which is adjacent to the carbonyl group is known as
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Chapter 18 Solutions
Organic Chemistry
- Alkylation of the following compound with methyl iodide under two different conditions forms two different ketoesters (A and B). Each ketoester formsa cyclic diketone (C and D) when treated with methoxide ion in methanol. a. Draw the structures of A and B, and indicate the conditions used in the alkylation reaction that cause that ketoester to be formed.b. Draw the mechanism for the conversion of A to C.arrow_forwardDraw the enol form of each keto tautomer in parts (a) and (b), and the keto form of each enol tautomer in parts (c) and (d).arrow_forwardDraw the MAJOR product for each transformation.arrow_forward
- Draw the major product of each elimination reaction.arrow_forwardWhat is the major difference between the base-catalyzed and acid-catalyzed processes for nucleophilic addition of water to aldehydes and ketones? a. The base-catalyzed reaction takes place rapidly because hydroxide ion is a much better nucleophile than neutral water. b. The rate of reaction in base catalyzed process is slower than acid catalyzed process. c. The acid-catalyzed reaction takes place rapidly because the protonated carbonyl compound is a much better electrophile than the neutral compound. d. Only 1 and 3 are correct.arrow_forwardDraw the main product of each reaction.arrow_forward
- f) Draw a stepwise mechanism for the following reaction. H3CO. LOCH3 H2SO4 H20 CH;OHarrow_forwarda. Draw the major product of the following reaction. 1) BH3 2) NaOH, H₂O2 b. The reaction follows A. Markovnikov B. anti-Markovnikov rule.arrow_forward3) Acid catalyzed mechanism a. Draw the mechanism for the following reaction. b. Draw the mechanism of the reverse reaction, also using acid. LOH HO H₂SO4arrow_forward
- b. Show what combination of aldehyde, ketone, and/or ester can prepare each compound below. Every compound is a Claisen or aldol product. a) Ph b) Etoarrow_forwardDraw the major product of this reaction. Ignore inorganic byproducts. 1. LIAIH4 2. H20 Select to Drawarrow_forwardDraw the desired product.arrow_forward
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