Textbook QuestionWhat are the products of the following reactions? Show all stereoisomers that are formed. c. d. 419views
Textbook QuestionShow what amines and carbonyl compounds combine to give the following derivatives. (a) (b) (c) 540views
Textbook QuestionPredict the products of the following reactions. (c) < of reaction> (d) < of reaction>461views
Textbook QuestionPredict the products of the following reactions. (a) < of reaction> (b) < of reaction>457views
Textbook QuestionPropose a mechanism for the hydrolysis of benzaldehyde methyl imine just shown. < of reaction>811views
Textbook QuestionGive the structures of the carbonyl compound and the amine used to form the following imines. (d) (e) (f) 724views1rank
Textbook QuestionGive the structures of the carbonyl compound and the amine used to form the following imines. (a) (b) (c) 777views
Textbook QuestionDraw structures of the following derivatives. (g) the (E) isomer of the ethyl imine of propiophenone577views
Textbook QuestionPropose mechanisms for the three imine-forming reactions just shown. < of reactions>877views
Textbook QuestionGive the expected products of the following acid-catalyzed reactions. (d) cyclohexanone + piperidine587views
Textbook QuestionGive the expected products of the following acid-catalyzed reactions. (c) cyclohexanone + aniline580views
Textbook QuestionGive the expected products of the following acid-catalyzed reactions. (b) acetophenone + dimethylamine559views
Textbook QuestionGive the expected products of the following acid-catalyzed reactions. (a) acetophenone + methylamine562views
Textbook QuestionPropose a mechanism for the acid-catalyzed reaction of cyclohexanone with pyrrolidine.525views
Textbook QuestionWhich of the following amino acid side chains can form an imine with a substrate?406views
Textbook QuestionShow what amines and carbonyl compounds combine to give the following derivatives.(e) <IMAGE>221views
Textbook QuestionShow a complete mechanism for this equilibrium established in diethyl ether with HCl gas as catalyst.<IMAGE of reaction>221views
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.229views
Textbook QuestionFor each compound,1. name the functional group.2. show what compound(s) result from complete hydrolysis.(g) <IMAGE>225views
Textbook QuestionFor each compound,1. name the functional group.2. show what compound(s) result from complete hydrolysis.(h) <IMAGE>238views
Textbook QuestionShow how you would synthesize the following derivativesfrom appropriate carbonyl compounds.(b) <IMAGE>263views
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> 417views
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.616views
Textbook QuestionPredict the products formed when cyclohexanone reacts with the following reagents. (k) sodium cyanide759views
Textbook QuestionSuggest a carbonyl to react with NaCN/HCN to produce the following cyanohydrins.(a) <IMAGE>273views
Textbook QuestionHow would you synthesize the cyanohydrin shown? (See Chapter 17 for a review.)<IMAGE>301views
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)CH2CH3499views
Textbook QuestionShow how the following compounds can be synthesized from cyclohexanol. a. b. c. 393views
Textbook QuestionPredict the products formed when cyclohexanecarbaldehyde reacts with the following reagents. (a) PhMgBr, then H3O+704views
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>324views
Textbook QuestionRank the following compounds from largest Keq to smallest Keq for hydrate formation: 451views
Textbook Questionc. Can the rate of hydrate formation be increased by hydroxide ion as well as by acid? Explain.462views
Textbook QuestionWhich of the following are a. hemiacetals? b. acetals? c. hydrates? 4. (CH3)2C(OH)2 435views
Textbook QuestionRank the following carbonyl compounds in order of increasing equilibrium constant for hydration: CH3COCH2Cl ClCH2CHO CH2O CH3COCH3 CH3CHO1271views
Textbook QuestionDraw structures of the following derivatives. (f) the methyl hemiacetal of formaldehyde696views
Textbook QuestionFor each compound, 1. name the functional group. 2. show what compound(s) result from complete hydrolysis. (b) 517views
Textbook QuestionWhich of the following are a. hemiacetals? b. acetals? c. hydrates? 2. (OCH2CH3)2CH3CH 384views
Textbook QuestionPropose a mechanism for the acid-catalyzed reaction of benzaldehyde with methanol to give benzaldehyde dimethyl acetal.768views
Textbook QuestionPropose a mechanism for the acid-catalyzed hydrolysis of cyclohexanone dimethyl acetal.678views
Textbook Question(a) Propose a mechanism for the acid-catalyzed reaction of cyclohexanone with ethylene glycol to give cyclohexanone ethylene acetal.855views
Textbook QuestionDraw structures of the following derivatives. (d) the ethylene acetal of hexan-3-one568views
Textbook QuestionShow what alcohols and carbonyl compounds give the following derivatives. (a) (b) (c) 613views
Textbook Question(b) Propose a mechanism for the acid-catalyzed hydrolysis of cyclohexanone ethylene acetal.459views
Textbook Question(d) Propose a mechanism for the acid-catalyzed hydrolysis of the acetal given in Problem 18-26(f).690views
Textbook QuestionFor each compound, 1. name the functional group. 2. show what compound(s) result from complete hydrolysis. (a) 624views
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. 635views
Textbook QuestionPredict the products formed when cyclohexanecarbaldehyde reacts with the following reagents. (e) propane-1,3-diol, H+574views
Textbook QuestionPredict the major products of the following reactions.(e) <IMAGE of reaction>345views
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.]337views
Textbook QuestionShow how each of the following compounds could be prepared from the given starting material. Each requires a protecting group. c. 432views
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. 1949views
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>297views
Textbook QuestionShow how you would synthesize the following derivatives from appropriate carbonyl compounds.(d) <IMAGE>249views
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>271views
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>266views
Textbook QuestionWhat starting materials are required to synthesize the following compounds, using the Fischer indole synthesis? (Hint: see Problem 41.) c.366views
Textbook QuestionShow what amines and carbonyl compounds combine to give the following derivatives.(d) <IMAGE>229views
Textbook QuestionShow what amines and carbonyl compounds combine to give the following derivatives.(f) <IMAGE>223views
Textbook QuestionDraw structures of the following derivatives.(a) the 2,4-dinitrophenylhydrazone of benzaldehyde225views
Textbook QuestionDraw structures of the following derivatives.(b) the semicarbazone of cyclobutanone281views
Textbook QuestionPredict the products formed when cyclohexanone reacts with the following reagents. (e) phenylhydrazine and weak acid255views
Textbook QuestionDraw a mechanism for the reaction of propanoyl chloride with 2 moles of phenylmagnesium bromide.573views
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>354views
Textbook QuestionGive the nitrile and organometallic reagent you would use to make the following ketones. There are two possible answers for both. (a)363views
Textbook QuestionGive the nitrile and organometallic reagent you would use to make the following ketones. There are two possible answers for both. (b)368views
Textbook QuestionDraw a mechanism for the acidic hydrolysis of the magnesium salt shown above to acetophenone.439views
Textbook QuestionWhat carbonyl compound and what phosphonium ylide are needed to synthesize the following compounds? 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. (a) < of reaction>786views
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>523views
Textbook QuestionShow how you would accomplish the following syntheses efficiently and in good yield. You may use any necessary reagents. (b) < of reaction>499views
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) 795views
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) 1013views
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.714views
Textbook QuestionUsing cyclohexanone as the starting material, describe how each of the following compounds can be synthesized: f. 465views
Textbook QuestionShow how you would synthesize octanal from each compound. You may use any necessary reagents. (f) octanoic acid446views
Textbook QuestionShow how you would synthesize octanal from each compound. You may use any necessary reagents. (g) ethyl octanoate519views
Textbook QuestionShow how you would accomplish the following syntheses. (b) benzonitrile → propiophenone593views
Textbook QuestionShow how you would synthesize each compound from starting materials containing no more than six carbon atoms. (a) (b) (c) 509views
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>613views
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)COOH533views
Textbook QuestionShow how you would synthesize octan-2-one from each compound. You may use any necessary reagents. (a) heptanal592views
Textbook QuestionShow how you would synthesize octan-2-one from each compound. You may use any necessary reagents. (b) oct-1-yne452views
Textbook QuestionShow how you would synthesize octan-2-one from each compound. You may use any necessary reagents. (c) 2,3-dimethylnon-2-ene483views
Textbook QuestionShow how you would synthesize octanal from each compound. You may use any necessary reagents. (a) octan-1-ol441views
Textbook QuestionShow how you would synthesize octanal from each compound. You may use any necessary reagents. (b) non-1-ene463views
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>876views
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.)253views
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