Textbook QuestionWhat are the products of the following reactions? Show all stereoisomers that are formed. c. d. 403views
Textbook QuestionShow what amines and carbonyl compounds combine to give the following derivatives. (a) (b) (c) 517views
Textbook QuestionPredict the products of the following reactions. (c) < of reaction> (d) < of reaction>436views
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>766views
Textbook QuestionGive the structures of the carbonyl compound and the amine used to form the following imines. (d) (e) (f) 695views1rank
Textbook QuestionGive the structures of the carbonyl compound and the amine used to form the following imines. (a) (b) (c) 748views
Textbook QuestionDraw structures of the following derivatives. (g) the (E) isomer of the ethyl imine of propiophenone548views
Textbook QuestionPropose mechanisms for the three imine-forming reactions just shown. < of reactions>849views
Textbook QuestionGive the expected products of the following acid-catalyzed reactions. (d) cyclohexanone + piperidine568views
Textbook QuestionGive the expected products of the following acid-catalyzed reactions. (c) cyclohexanone + aniline561views
Textbook QuestionGive the expected products of the following acid-catalyzed reactions. (b) acetophenone + dimethylamine543views
Textbook QuestionGive the expected products of the following acid-catalyzed reactions. (a) acetophenone + methylamine539views
Textbook QuestionPropose a mechanism for the acid-catalyzed reaction of cyclohexanone with pyrrolidine.474views
Textbook QuestionWhich of the following amino acid side chains can form an imine with a substrate?364views
Textbook QuestionShow what amines and carbonyl compounds combine to give the following derivatives.(e) <IMAGE>206views
Textbook QuestionShow a complete mechanism for this equilibrium established in diethyl ether with HCl gas as catalyst.<IMAGE of reaction>202views
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.211views
Textbook QuestionFor each compound,1. name the functional group.2. show what compound(s) result from complete hydrolysis.(g) <IMAGE>212views
Textbook QuestionFor each compound,1. name the functional group.2. show what compound(s) result from complete hydrolysis.(h) <IMAGE>227views
Textbook QuestionShow how you would synthesize the following derivativesfrom appropriate carbonyl compounds.(b) <IMAGE>235views
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> 330views
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.590views
Textbook QuestionPredict the products formed when cyclohexanone reacts with the following reagents. (k) sodium cyanide725views
Textbook QuestionSuggest a carbonyl to react with NaCN/HCN to produce the following cyanohydrins.(a) <IMAGE>263views
Textbook QuestionHow would you synthesize the cyanohydrin shown? (See Chapter 17 for a review.)<IMAGE>282views
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)CH2CH3481views
Textbook QuestionShow how the following compounds can be synthesized from cyclohexanol. a. b. c. 371views
Textbook QuestionPredict the products formed when cyclohexanecarbaldehyde reacts with the following reagents. (a) PhMgBr, then H3O+682views
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>308views
Textbook QuestionRank the following compounds from largest Keq to smallest Keq for hydrate formation: 400views
Textbook Questionc. Can the rate of hydrate formation be increased by hydroxide ion as well as by acid? Explain.447views
Textbook QuestionWhich of the following are a. hemiacetals? b. acetals? c. hydrates? 4. (CH3)2C(OH)2 404views
Textbook QuestionRank the following carbonyl compounds in order of increasing equilibrium constant for hydration: CH3COCH2Cl ClCH2CHO CH2O CH3COCH3 CH3CHO1124views
Textbook QuestionDraw structures of the following derivatives. (f) the methyl hemiacetal of formaldehyde633views
Textbook QuestionFor each compound, 1. name the functional group. 2. show what compound(s) result from complete hydrolysis. (b) 471views
Textbook QuestionWhich of the following are a. hemiacetals? b. acetals? c. hydrates? 2. (OCH2CH3)2CH3CH 370views
Textbook QuestionPropose a mechanism for the acid-catalyzed reaction of benzaldehyde with methanol to give benzaldehyde dimethyl acetal.735views
Textbook QuestionPropose a mechanism for the acid-catalyzed hydrolysis of cyclohexanone dimethyl acetal.661views
Textbook Question(a) Propose a mechanism for the acid-catalyzed reaction of cyclohexanone with ethylene glycol to give cyclohexanone ethylene acetal.823views
Textbook QuestionDraw structures of the following derivatives. (d) the ethylene acetal of hexan-3-one530views
Textbook QuestionShow what alcohols and carbonyl compounds give the following derivatives. (a) (b) (c) 584views
Textbook Question(b) Propose a mechanism for the acid-catalyzed hydrolysis of cyclohexanone ethylene acetal.444views
Textbook Question(d) Propose a mechanism for the acid-catalyzed hydrolysis of the acetal given in Problem 18-26(f).668views
Textbook QuestionFor each compound, 1. name the functional group. 2. show what compound(s) result from complete hydrolysis. (a) 569views
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. 614views
Textbook QuestionPredict the products formed when cyclohexanecarbaldehyde reacts with the following reagents. (e) propane-1,3-diol, H+533views
Textbook QuestionPredict the major products of the following reactions.(e) <IMAGE of reaction>314views
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.]323views
Textbook QuestionShow how each of the following compounds could be prepared from the given starting material. Each requires a protecting group. c. 406views
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. 1898views
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>279views
Textbook QuestionShow how you would synthesize the following derivatives from appropriate carbonyl compounds.(d) <IMAGE>229views
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>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>241views
Textbook QuestionWhat starting materials are required to synthesize the following compounds, using the Fischer indole synthesis? (Hint: see Problem 41.) c.347views
Textbook QuestionShow what amines and carbonyl compounds combine to give the following derivatives.(d) <IMAGE>220views
Textbook QuestionShow what amines and carbonyl compounds combine to give the following derivatives.(f) <IMAGE>208views
Textbook QuestionDraw structures of the following derivatives.(a) the 2,4-dinitrophenylhydrazone of benzaldehyde210views
Textbook QuestionDraw structures of the following derivatives.(b) the semicarbazone of cyclobutanone257views
Textbook QuestionPredict the products formed when cyclohexanone reacts with the following reagents. (e) phenylhydrazine and weak acid233views
Textbook QuestionDraw a mechanism for the reaction of propanoyl chloride with 2 moles of phenylmagnesium bromide.551views
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>317views
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)349views
Textbook QuestionDraw a mechanism for the acidic hydrolysis of the magnesium salt shown above to acetophenone.426views
Textbook QuestionWhat carbonyl compound and what phosphonium ylide are needed to synthesize the following compounds? a. b. c. 447views
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>747views
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>503views
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) 766views
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) 967views
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.660views
Textbook QuestionUsing cyclohexanone as the starting material, describe how each of the following compounds can be synthesized: f. 436views
Textbook QuestionShow how you would synthesize octanal from each compound. You may use any necessary reagents. (f) octanoic acid406views
Textbook QuestionShow how you would synthesize octanal from each compound. You may use any necessary reagents. (g) ethyl octanoate480views
Textbook QuestionShow how you would accomplish the following syntheses. (b) benzonitrile → propiophenone565views
Textbook QuestionShow how you would synthesize each compound from starting materials containing no more than six carbon atoms. (a) (b) (c) 464views
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>589views
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)COOH519views
Textbook QuestionShow how you would synthesize octan-2-one from each compound. You may use any necessary reagents. (a) heptanal562views
Textbook QuestionShow how you would synthesize octan-2-one from each compound. You may use any necessary reagents. (b) oct-1-yne428views
Textbook QuestionShow how you would synthesize octan-2-one from each compound. You may use any necessary reagents. (c) 2,3-dimethylnon-2-ene455views
Textbook QuestionShow how you would synthesize octanal from each compound. You may use any necessary reagents. (a) octan-1-ol406views
Textbook QuestionShow how you would synthesize octanal from each compound. You may use any necessary reagents. (b) non-1-ene419views
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>834views
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.)224views
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