Textbook QuestionWhat are the products of the following reactions? Show all stereoisomers that are formed. c. d. 405views
Textbook QuestionShow what amines and carbonyl compounds combine to give the following derivatives. (a) (b) (c) 522views
Textbook QuestionPredict the products of the following reactions. (c) < of reaction> (d) < of reaction>440views
Textbook QuestionPredict the products of the following reactions. (a) < of reaction> (b) < of reaction>439views
Textbook QuestionPropose a mechanism for the hydrolysis of benzaldehyde methyl imine just shown. < of reaction>770views
Textbook QuestionGive the structures of the carbonyl compound and the amine used to form the following imines. (d) (e) (f) 699views1rank
Textbook QuestionGive the structures of the carbonyl compound and the amine used to form the following imines. (a) (b) (c) 749views
Textbook QuestionDraw structures of the following derivatives. (g) the (E) isomer of the ethyl imine of propiophenone551views
Textbook QuestionPropose mechanisms for the three imine-forming reactions just shown. < of reactions>852views
Textbook QuestionGive the expected products of the following acid-catalyzed reactions. (d) cyclohexanone + piperidine572views
Textbook QuestionGive the expected products of the following acid-catalyzed reactions. (c) cyclohexanone + aniline563views
Textbook QuestionGive the expected products of the following acid-catalyzed reactions. (b) acetophenone + dimethylamine545views
Textbook QuestionGive the expected products of the following acid-catalyzed reactions. (a) acetophenone + methylamine545views
Textbook QuestionPropose a mechanism for the acid-catalyzed reaction of cyclohexanone with pyrrolidine.492views
Textbook QuestionWhich of the following amino acid side chains can form an imine with a substrate?366views
Textbook QuestionShow what amines and carbonyl compounds combine to give the following derivatives.(e) <IMAGE>209views
Textbook QuestionShow a complete mechanism for this equilibrium established in diethyl ether with HCl gas as catalyst.<IMAGE of reaction>204views
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.212views
Textbook QuestionFor each compound,1. name the functional group.2. show what compound(s) result from complete hydrolysis.(g) <IMAGE>215views
Textbook QuestionFor each compound,1. name the functional group.2. show what compound(s) result from complete hydrolysis.(h) <IMAGE>228views
Textbook QuestionShow how you would synthesize the following derivativesfrom appropriate carbonyl compounds.(b) <IMAGE>238views
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> 334views
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.597views
Textbook QuestionPredict the products formed when cyclohexanone reacts with the following reagents. (k) sodium cyanide729views
Textbook QuestionSuggest a carbonyl to react with NaCN/HCN to produce the following cyanohydrins.(a) <IMAGE>264views
Textbook QuestionHow would you synthesize the cyanohydrin shown? (See Chapter 17 for a review.)<IMAGE>283views
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)CH2CH3485views
Textbook QuestionShow how the following compounds can be synthesized from cyclohexanol. a. b. c. 374views
Textbook QuestionPredict the products formed when cyclohexanecarbaldehyde reacts with the following reagents. (a) PhMgBr, then H3O+685views
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>310views
Textbook QuestionRank the following compounds from largest Keq to smallest Keq for hydrate formation: 403views
Textbook Questionc. Can the rate of hydrate formation be increased by hydroxide ion as well as by acid? Explain.450views
Textbook QuestionWhich of the following are a. hemiacetals? b. acetals? c. hydrates? 4. (CH3)2C(OH)2 407views
Textbook QuestionRank the following carbonyl compounds in order of increasing equilibrium constant for hydration: CH3COCH2Cl ClCH2CHO CH2O CH3COCH3 CH3CHO1134views
Textbook QuestionDraw structures of the following derivatives. (f) the methyl hemiacetal of formaldehyde640views
Textbook QuestionFor each compound, 1. name the functional group. 2. show what compound(s) result from complete hydrolysis. (b) 476views
Textbook QuestionWhich of the following are a. hemiacetals? b. acetals? c. hydrates? 2. (OCH2CH3)2CH3CH 371views
Textbook QuestionPropose a mechanism for the acid-catalyzed reaction of benzaldehyde with methanol to give benzaldehyde dimethyl acetal.738views
Textbook QuestionPropose a mechanism for the acid-catalyzed hydrolysis of cyclohexanone dimethyl acetal.663views
Textbook Question(a) Propose a mechanism for the acid-catalyzed reaction of cyclohexanone with ethylene glycol to give cyclohexanone ethylene acetal.828views
Textbook QuestionDraw structures of the following derivatives. (d) the ethylene acetal of hexan-3-one531views
Textbook QuestionShow what alcohols and carbonyl compounds give the following derivatives. (a) (b) (c) 587views
Textbook Question(b) Propose a mechanism for the acid-catalyzed hydrolysis of cyclohexanone ethylene acetal.446views
Textbook Question(d) Propose a mechanism for the acid-catalyzed hydrolysis of the acetal given in Problem 18-26(f).670views
Textbook QuestionFor each compound, 1. name the functional group. 2. show what compound(s) result from complete hydrolysis. (a) 575views
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. 618views
Textbook QuestionPredict the products formed when cyclohexanecarbaldehyde reacts with the following reagents. (e) propane-1,3-diol, H+539views
Textbook QuestionPredict the major products of the following reactions.(e) <IMAGE of reaction>318views
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.]325views
Textbook QuestionShow how each of the following compounds could be prepared from the given starting material. Each requires a protecting group. c. 411views
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. 1913views
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>280views
Textbook QuestionShow how you would synthesize the following derivatives from appropriate carbonyl compounds.(d) <IMAGE>232views
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>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>243views
Textbook QuestionWhat starting materials are required to synthesize the following compounds, using the Fischer indole synthesis? (Hint: see Problem 41.) c.350views
Textbook QuestionShow what amines and carbonyl compounds combine to give the following derivatives.(d) <IMAGE>223views
Textbook QuestionShow what amines and carbonyl compounds combine to give the following derivatives.(f) <IMAGE>210views
Textbook QuestionDraw structures of the following derivatives.(a) the 2,4-dinitrophenylhydrazone of benzaldehyde212views
Textbook QuestionDraw structures of the following derivatives.(b) the semicarbazone of cyclobutanone259views
Textbook QuestionPredict the products formed when cyclohexanone reacts with the following reagents. (e) phenylhydrazine and weak acid235views
Textbook QuestionDraw a mechanism for the reaction of propanoyl chloride with 2 moles of phenylmagnesium bromide.553views
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>319views
Textbook QuestionGive the nitrile and organometallic reagent you would use to make the following ketones. There are two possible answers for both. (a)350views
Textbook QuestionGive the nitrile and organometallic reagent you would use to make the following ketones. There are two possible answers for both. (b)352views
Textbook QuestionDraw a mechanism for the acidic hydrolysis of the magnesium salt shown above to acetophenone.428views
Textbook QuestionWhat carbonyl compound and what phosphonium ylide are needed to synthesize the following compounds? a. b. c. 449views
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>752views
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>505views
Textbook QuestionShow how you would accomplish the following syntheses efficiently and in good yield. You may use any necessary reagents. (b) < of reaction>476views
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) 769views
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) 973views
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.669views
Textbook QuestionUsing cyclohexanone as the starting material, describe how each of the following compounds can be synthesized: f. 439views
Textbook QuestionShow how you would synthesize octanal from each compound. You may use any necessary reagents. (f) octanoic acid409views
Textbook QuestionShow how you would synthesize octanal from each compound. You may use any necessary reagents. (g) ethyl octanoate484views
Textbook QuestionShow how you would accomplish the following syntheses. (b) benzonitrile → propiophenone571views
Textbook QuestionShow how you would synthesize each compound from starting materials containing no more than six carbon atoms. (a) (b) (c) 468views
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>591views
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)COOH520views
Textbook QuestionShow how you would synthesize octan-2-one from each compound. You may use any necessary reagents. (a) heptanal566views
Textbook QuestionShow how you would synthesize octan-2-one from each compound. You may use any necessary reagents. (b) oct-1-yne432views
Textbook QuestionShow how you would synthesize octan-2-one from each compound. You may use any necessary reagents. (c) 2,3-dimethylnon-2-ene457views
Textbook QuestionShow how you would synthesize octanal from each compound. You may use any necessary reagents. (a) octan-1-ol408views
Textbook QuestionShow how you would synthesize octanal from each compound. You may use any necessary reagents. (b) non-1-ene421views
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>839views
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.)230views
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