Textbook QuestionAlkylation of the following compound with methyl iodide under two different conditions forms two different ketoesters (A and B). Each ketoester forms a 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.600views
Textbook Question2. Indicate which compounds would be more than 99% deprotonated by a solution of sodium ethoxide in ethanol. (a) (b) (c) (d) (e) (f) (g) (h) 632views1rank
Textbook QuestionFor each molecule shown below, 2. draw the important resonance contributors of the anion that results from removal of the most acidic hydrogen. (a) (b) (c)275views
Textbook Question1. Rank the following compounds in order of increasing acidity. (a) (b) (c) (d) (e) (f) (g) (h)437views
Textbook QuestionGive the important resonance forms for the possible enolate ions of the following:(a) acetone(b) cyclopentanone226views
Textbook Question(•••) LOOKING BACK In Chapter 20, we studied the aldol reaction. Although not discussed at the time, this reaction is stereospecific, proceeding through the Zimmerman–Traxler transition state shown here.(a) Show an arrow-pushing mechanism for this concerted reaction.(b) Why is this a favorable mechanism?<IMAGE>183views
Textbook Question(••) Identify the enolate(s) that would form on treatment of each of the following carbonyls with base. [When there are two possibilities, draw both.]a. <IMAGE>241views
Textbook QuestionShow the resonance forms for the enolate ions that result when the following compounds are treated with a strong base.(c) ethyl α-cyanoacetate 225views
Textbook QuestionShow the resonance forms for the enolate ions that result when the following compounds are treated with a strong base.(d) nitroacetone211views
Textbook QuestionFor each molecule shown below,1. indicate the most acidic hydrogens.2. draw the important resonance contributors of the anion that results from removal of the most acidic hydrogen.(g) <IMAGE>169views
Textbook QuestionFor each molecule shown below,1. indicate the most acidic hydrogens.2. draw the important resonance contributors of the anion that results from removal of the most acidic hydrogen.(h) <IMAGE>193views
Textbook QuestionGive the important resonance forms for the possible enolate ions of the following: (c) pentane-2,4-dione213views
Textbook QuestionGive the important resonance forms for the possible enolate ions of the following: (d) <IMAGE>175views
Textbook QuestionGive the important resonance forms for the possible enolate ions of the following: (e) <IMAGE>161views
Textbook QuestionGive the important resonance forms for the possible enolate ions of the following: (f) <IMAGE>151views
Textbook QuestionShow the resonance forms for the enolate ions that result when the following compounds are treated with a strong base. (a) ethyl acetoacetate (b) pentane-2,4-dione930views
Textbook Question(b) When cis-2,4-dimethylcyclohexanone is dissolved in aqueous ethanol containing a trace of NaOH, a mixture of cis and trans isomers results. Propose a mechanism for this isomerization.568views
Textbook QuestionFor each molecule shown below,1. indicate the most acidic hydrogens.2. draw the important resonance contributors of the anionthat results from removal of the most acidic hydrogen.(d) <IMAGE>190views
Textbook QuestionFor each molecule shown below,1. indicate the most acidic hydrogens.2. draw the important resonance contributors of the anionthat results from removal of the most acidic hydrogen.(e) <IMAGE>161views
Textbook QuestionPhenylacetone can form two different enols.(a) Show the structures of these enols.(b) Predict which enol will be present in the largerconcentration at equilibrium.243views
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