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.604views
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) 634views1rank
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)276views
Textbook Question1. Rank the following compounds in order of increasing acidity. (a) (b) (c) (d) (e) (f) (g) (h)445views
Textbook QuestionGive the important resonance forms for the possible enolate ions of the following:(a) acetone(b) cyclopentanone227views
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>186views
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>245views
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 226views
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>170views
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>195views
Textbook QuestionGive the important resonance forms for the possible enolate ions of the following: (c) pentane-2,4-dione214views
Textbook QuestionGive the important resonance forms for the possible enolate ions of the following: (d) <IMAGE>177views
Textbook QuestionGive the important resonance forms for the possible enolate ions of the following: (e) <IMAGE>164views
Textbook QuestionGive the important resonance forms for the possible enolate ions of the following: (f) <IMAGE>153views
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-dione937views
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.571views
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>191views
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>162views
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.244views
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