Textbook QuestionWhat are the products of the following reactions? Show all stereoisomers that are formed. c. d. 413views
Textbook QuestionShow what amines and carbonyl compounds combine to give the following derivatives. (a) (b) (c) 528views
Textbook QuestionPredict the products of the following reactions. (c) < of reaction> (d) < of reaction>445views
Textbook QuestionPredict the products of the following reactions. (a) < of reaction> (b) < of reaction>446views
Textbook QuestionPropose a mechanism for the hydrolysis of benzaldehyde methyl imine just shown. < of reaction>787views
Textbook QuestionGive the structures of the carbonyl compound and the amine used to form the following imines. (d) (e) (f) 707views1rank
Textbook QuestionGive the structures of the carbonyl compound and the amine used to form the following imines. (a) (b) (c) 758views
Textbook QuestionDraw structures of the following derivatives. (g) the (E) isomer of the ethyl imine of propiophenone563views
Textbook QuestionPropose mechanisms for the three imine-forming reactions just shown. < of reactions>862views
Textbook QuestionGive the expected products of the following acid-catalyzed reactions. (d) cyclohexanone + piperidine578views
Textbook QuestionGive the expected products of the following acid-catalyzed reactions. (c) cyclohexanone + aniline570views
Textbook QuestionGive the expected products of the following acid-catalyzed reactions. (b) acetophenone + dimethylamine550views
Textbook QuestionGive the expected products of the following acid-catalyzed reactions. (a) acetophenone + methylamine553views
Textbook QuestionPropose a mechanism for the acid-catalyzed reaction of cyclohexanone with pyrrolidine.511views
Textbook QuestionWhich of the following amino acid side chains can form an imine with a substrate?381views
Textbook QuestionShow what amines and carbonyl compounds combine to give the following derivatives.(e) <IMAGE>214views
Textbook QuestionShow a complete mechanism for this equilibrium established in diethyl ether with HCl gas as catalyst.<IMAGE of reaction>209views
Textbook QuestionDepending on the reaction conditions, two different imines of formula C8H9N might be formed by the reaction of benzaldehyde with methylamine. Explain, and give the structures of the two imines.219views
Textbook QuestionFor each compound,1. name the functional group.2. show what compound(s) result from complete hydrolysis.(g) <IMAGE>219views
Textbook QuestionFor each compound,1. name the functional group.2. show what compound(s) result from complete hydrolysis.(h) <IMAGE>231views
Textbook QuestionShow how you would synthesize the following derivativesfrom appropriate carbonyl compounds.(b) <IMAGE>249views
Textbook QuestionIdentify the bonds broken and formed in the following addition reaction.(a) Would you expect this reaction to be favored based on entropy?(b) Based on enthalpy [qualitatively]?(c) Overall?<IMAGE> 361views
Textbook QuestionThe following reaction is known as the benzoin condensation. The reaction does not take place if sodium hydroxide is used instead of sodium cyanide. Propose a mechanism for the reaction and explain why the reaction does not occur if hydroxide ion is the base.605views
Textbook QuestionPredict the products formed when cyclohexanone reacts with the following reagents. (k) sodium cyanide739views
Textbook QuestionSuggest a carbonyl to react with NaCN/HCN to produce the following cyanohydrins.(a) <IMAGE>268views
Textbook QuestionHow would you synthesize the cyanohydrin shown? (See Chapter 17 for a review.)<IMAGE>289views
Textbook QuestionWhich of the following secondary alcohols can be prepared by the reaction of methyl formate with excess Grignard reagent? A. CH3CH2CH(OH)CH3 B. CH3CH(OH)CH3 C. CH3CH(OH)CH2CH3 D. CH3CH2CH(OH)CH2CH3488views
Textbook QuestionShow how the following compounds can be synthesized from cyclohexanol. a. b. c. 381views
Textbook QuestionPredict the products formed when cyclohexanecarbaldehyde reacts with the following reagents. (a) PhMgBr, then H3O+689views
Textbook Question(••) LOOKING AHEAD CHAPTERS 8, 17 In Chapters 8 and 17 we learn two reaction for the synthesis of the alcohol shown. (a) Show a mechanism for each of the reactions. (b) If you were designing a synthetic route, which would be considered more sustainable? Consider all factors. [Assume the starting organic molecules are equally green.] <IMAGE> <IMAGE>316views
Textbook QuestionRank the following compounds from largest Keq to smallest Keq for hydrate formation: 413views
Textbook Questionc. Can the rate of hydrate formation be increased by hydroxide ion as well as by acid? Explain.453views
Textbook QuestionWhich of the following are a. hemiacetals? b. acetals? c. hydrates? 4. (CH3)2C(OH)2 416views
Textbook QuestionRank the following carbonyl compounds in order of increasing equilibrium constant for hydration: CH3COCH2Cl ClCH2CHO CH2O CH3COCH3 CH3CHO1139views
Textbook QuestionDraw structures of the following derivatives. (f) the methyl hemiacetal of formaldehyde662views
Textbook QuestionFor each compound, 1. name the functional group. 2. show what compound(s) result from complete hydrolysis. (b) 491views
Textbook QuestionWhich of the following are a. hemiacetals? b. acetals? c. hydrates? 2. (OCH2CH3)2CH3CH 377views
Textbook QuestionPropose a mechanism for the acid-catalyzed reaction of benzaldehyde with methanol to give benzaldehyde dimethyl acetal.751views
Textbook QuestionPropose a mechanism for the acid-catalyzed hydrolysis of cyclohexanone dimethyl acetal.669views
Textbook Question(a) Propose a mechanism for the acid-catalyzed reaction of cyclohexanone with ethylene glycol to give cyclohexanone ethylene acetal.836views
Textbook QuestionDraw structures of the following derivatives. (d) the ethylene acetal of hexan-3-one543views
Textbook QuestionShow what alcohols and carbonyl compounds give the following derivatives. (a) (b) (c) 595views
Textbook Question(b) Propose a mechanism for the acid-catalyzed hydrolysis of cyclohexanone ethylene acetal.451views
Textbook Question(d) Propose a mechanism for the acid-catalyzed hydrolysis of the acetal given in Problem 18-26(f).680views
Textbook QuestionFor each compound, 1. name the functional group. 2. show what compound(s) result from complete hydrolysis. (a) 591views
Textbook Question(b) The nucleosides that make up DNA have heterocyclic rings linked to deoxyribose by an aminoacetal functional group. Point out the aminoacetal linkages in deoxycytidine and deoxyadenosine. 622views
Textbook QuestionPredict the products formed when cyclohexanecarbaldehyde reacts with the following reagents. (e) propane-1,3-diol, H+554views
Textbook QuestionPredict the major products of the following reactions.(e) <IMAGE of reaction>325views
Textbook Question(•••) LOOKING AHEAD A chemist failed to generate the alcohol using the reaction shown here. (a) Suggest a reason why this reaction did not work as written. (b) How could the reaction conditions be modified to allow formation of the product? [Answer in general terms; we explain how to fix this in Chapter 17.]329views
Textbook QuestionShow how each of the following compounds could be prepared from the given starting material. Each requires a protecting group. c. 415views
Textbook QuestionAcetals can serve as protecting groups for 1,2-diols, as well as for aldehydes and ketones. When the acetal is formed from acetone plus the diol, the acetal is called an acetonide. Show the acetonides formed from these diols with acetone under acid catalysis. 1927views
Textbook Question(••••) As discussed in Section 17.9.1, alkenes can be hydrogenated selectively in the presence of ketones. Suppose that was not the case, and suggest how you might use a protecting group strategy to generate A from B.<IMAGE>286views
Textbook QuestionShow how you would synthesize the following derivatives from appropriate carbonyl compounds.(d) <IMAGE>237views
Textbook QuestionAcetals can serve as protecting groups for 1,2-diols, as well as for aldehydes and ketones. When the acetal is formed from acetone plus the diol, the acetal is called an acetonide. Show the acetonides formed from these diols with acetone under acid catalysis.<IMAGE>247views
Textbook QuestionAcetals can serve as protecting groups for 1,2-diols, as well as for aldehydes and ketones. When the acetal is formed from acetone plus the diol, the acetal is called an acetonide. Show the acetonides formed from these diols with acetone under acid catalysis.<IMAGE>249views
Textbook QuestionWhat starting materials are required to synthesize the following compounds, using the Fischer indole synthesis? (Hint: see Problem 41.) c.356views
Textbook QuestionShow what amines and carbonyl compounds combine to give the following derivatives.(d) <IMAGE>225views
Textbook QuestionShow what amines and carbonyl compounds combine to give the following derivatives.(f) <IMAGE>214views
Textbook QuestionDraw structures of the following derivatives.(a) the 2,4-dinitrophenylhydrazone of benzaldehyde218views
Textbook QuestionDraw structures of the following derivatives.(b) the semicarbazone of cyclobutanone269views
Textbook QuestionPredict the products formed when cyclohexanone reacts with the following reagents. (e) phenylhydrazine and weak acid243views
Textbook QuestionDraw a mechanism for the reaction of propanoyl chloride with 2 moles of phenylmagnesium bromide.560views
Textbook QuestionSuggest a series of steps involving a cuprate reagent that would convert the reactant on the left to the product on the right. The ideal number of steps is shown.(b) <IMAGE>330views
Textbook QuestionGive the nitrile and organometallic reagent you would use to make the following ketones. There are two possible answers for both. (a)355views
Textbook QuestionGive the nitrile and organometallic reagent you would use to make the following ketones. There are two possible answers for both. (b)356views
Textbook QuestionDraw a mechanism for the acidic hydrolysis of the magnesium salt shown above to acetophenone.432views
Textbook QuestionWhat carbonyl compound and what phosphonium ylide are needed to synthesize the following compounds? a. b. c. 457views
Textbook QuestionShow how you would accomplish the following synthetic conversions efficiently and in good yield. You may use any necessary additional reagents and solvents. (a) < of reaction>763views
Textbook QuestionShow how you would accomplish the following synthetic conversions efficiently and in good yield. You may use any necessary additional reagents and solvents. (d) < of reaction>512views
Textbook QuestionShow how you would accomplish the following syntheses efficiently and in good yield. You may use any necessary reagents. (b) < of reaction>484views
Textbook QuestionShow how Wittig reactions might be used to synthesize the following compounds. In each case, start with an alkyl halide and a ketone or an aldehyde. (a) (b) 776views
Textbook QuestionShow how Wittig reactions might be used to synthesize the following compounds. In each case, start with an alkyl halide and a ketone or an aldehyde. (c) (d) 986views
Textbook Question(a) Outline the syntheses indicated in Solved Problem 18-2, beginning with aldehydes and alkyl halides. (b) Both of these syntheses of 1-phenylbuta-1,3-diene form the central double bond. Show how you would synthesize this target molecule by forming the terminal double bond.683views
Textbook QuestionUsing cyclohexanone as the starting material, describe how each of the following compounds can be synthesized: f. 446views
Textbook QuestionShow how you would synthesize octanal from each compound. You may use any necessary reagents. (f) octanoic acid424views
Textbook QuestionShow how you would synthesize octanal from each compound. You may use any necessary reagents. (g) ethyl octanoate492views
Textbook QuestionShow how you would accomplish the following syntheses. (b) benzonitrile → propiophenone574views
Textbook QuestionShow how you would synthesize each compound from starting materials containing no more than six carbon atoms. (a) (b) (c) 477views
Textbook QuestionShow how you would accomplish the following synthetic conversions efficiently and in good yield. You may use any necessary additional reagents and solvents. (e) < of reaction>599views
Textbook QuestionShow how you would accomplish the following syntheses efficiently and in good yield. You may use any necessary reagents. (a) acetaldehyde → lactic acid, CH3CH(OH)COOH524views
Textbook QuestionShow how you would synthesize octan-2-one from each compound. You may use any necessary reagents. (a) heptanal575views
Textbook QuestionShow how you would synthesize octan-2-one from each compound. You may use any necessary reagents. (b) oct-1-yne440views
Textbook QuestionShow how you would synthesize octan-2-one from each compound. You may use any necessary reagents. (c) 2,3-dimethylnon-2-ene466views
Textbook QuestionShow how you would synthesize octanal from each compound. You may use any necessary reagents. (a) octan-1-ol420views
Textbook QuestionShow how you would synthesize octanal from each compound. You may use any necessary reagents. (b) non-1-ene434views
Textbook QuestionSolving the following road-map problem depends on determining the structure of A, the key intermediate. Give structures for compounds A through K. <s of reactions>851views
Textbook QuestionWhat is the specific rotation of an equilibrium mixture of fructose? (Hint: Recall that the specific rotation of an equilibrium mixture of glucose is + 52.7.)237views