Textbook QuestionWhat are the products of the following reactions? Show all stereoisomers that are formed. c. d. 414views
Textbook QuestionShow what amines and carbonyl compounds combine to give the following derivatives. (a) (b) (c) 531views
Textbook QuestionPredict the products of the following reactions. (c) < of reaction> (d) < of reaction>448views
Textbook QuestionPredict the products of the following reactions. (a) < of reaction> (b) < of reaction>448views
Textbook QuestionPropose a mechanism for the hydrolysis of benzaldehyde methyl imine just shown. < of reaction>790views
Textbook QuestionGive the structures of the carbonyl compound and the amine used to form the following imines. (d) (e) (f) 709views1rank
Textbook QuestionGive the structures of the carbonyl compound and the amine used to form the following imines. (a) (b) (c) 761views
Textbook QuestionDraw structures of the following derivatives. (g) the (E) isomer of the ethyl imine of propiophenone566views
Textbook QuestionPropose mechanisms for the three imine-forming reactions just shown. < of reactions>865views
Textbook QuestionGive the expected products of the following acid-catalyzed reactions. (d) cyclohexanone + piperidine581views
Textbook QuestionGive the expected products of the following acid-catalyzed reactions. (c) cyclohexanone + aniline572views
Textbook QuestionGive the expected products of the following acid-catalyzed reactions. (b) acetophenone + dimethylamine551views
Textbook QuestionGive the expected products of the following acid-catalyzed reactions. (a) acetophenone + methylamine554views
Textbook QuestionPropose a mechanism for the acid-catalyzed reaction of cyclohexanone with pyrrolidine.514views
Textbook QuestionWhich of the following amino acid side chains can form an imine with a substrate?382views
Textbook QuestionShow what amines and carbonyl compounds combine to give the following derivatives.(e) <IMAGE>215views
Textbook QuestionShow a complete mechanism for this equilibrium established in diethyl ether with HCl gas as catalyst.<IMAGE of reaction>210views
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.221views
Textbook QuestionFor each compound,1. name the functional group.2. show what compound(s) result from complete hydrolysis.(g) <IMAGE>220views
Textbook QuestionFor each compound,1. name the functional group.2. show what compound(s) result from complete hydrolysis.(h) <IMAGE>233views
Textbook QuestionShow how you would synthesize the following derivativesfrom appropriate carbonyl compounds.(b) <IMAGE>252views
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> 367views
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.607views
Textbook QuestionPredict the products formed when cyclohexanone reacts with the following reagents. (k) sodium cyanide742views
Textbook QuestionSuggest a carbonyl to react with NaCN/HCN to produce the following cyanohydrins.(a) <IMAGE>269views
Textbook QuestionHow would you synthesize the cyanohydrin shown? (See Chapter 17 for a review.)<IMAGE>291views
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)CH2CH3491views
Textbook QuestionShow how the following compounds can be synthesized from cyclohexanol. a. b. c. 382views
Textbook QuestionPredict the products formed when cyclohexanecarbaldehyde reacts with the following reagents. (a) PhMgBr, then H3O+692views
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>317views
Textbook QuestionRank the following compounds from largest Keq to smallest Keq for hydrate formation: 415views
Textbook Questionc. Can the rate of hydrate formation be increased by hydroxide ion as well as by acid? Explain.455views
Textbook QuestionWhich of the following are a. hemiacetals? b. acetals? c. hydrates? 4. (CH3)2C(OH)2 418views
Textbook QuestionRank the following carbonyl compounds in order of increasing equilibrium constant for hydration: CH3COCH2Cl ClCH2CHO CH2O CH3COCH3 CH3CHO1143views
Textbook QuestionDraw structures of the following derivatives. (f) the methyl hemiacetal of formaldehyde666views
Textbook QuestionFor each compound, 1. name the functional group. 2. show what compound(s) result from complete hydrolysis. (b) 493views
Textbook QuestionWhich of the following are a. hemiacetals? b. acetals? c. hydrates? 2. (OCH2CH3)2CH3CH 378views
Textbook QuestionPropose a mechanism for the acid-catalyzed reaction of benzaldehyde with methanol to give benzaldehyde dimethyl acetal.752views
Textbook QuestionPropose a mechanism for the acid-catalyzed hydrolysis of cyclohexanone dimethyl acetal.672views
Textbook Question(a) Propose a mechanism for the acid-catalyzed reaction of cyclohexanone with ethylene glycol to give cyclohexanone ethylene acetal.843views
Textbook QuestionDraw structures of the following derivatives. (d) the ethylene acetal of hexan-3-one550views
Textbook QuestionShow what alcohols and carbonyl compounds give the following derivatives. (a) (b) (c) 598views
Textbook Question(b) Propose a mechanism for the acid-catalyzed hydrolysis of cyclohexanone ethylene acetal.455views
Textbook Question(d) Propose a mechanism for the acid-catalyzed hydrolysis of the acetal given in Problem 18-26(f).681views
Textbook QuestionFor each compound, 1. name the functional group. 2. show what compound(s) result from complete hydrolysis. (a) 595views
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. 624views
Textbook QuestionPredict the products formed when cyclohexanecarbaldehyde reacts with the following reagents. (e) propane-1,3-diol, H+557views
Textbook QuestionPredict the major products of the following reactions.(e) <IMAGE of reaction>328views
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.]332views
Textbook QuestionShow how each of the following compounds could be prepared from the given starting material. Each requires a protecting group. c. 418views
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. 1930views
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>288views
Textbook QuestionShow how you would synthesize the following derivatives from appropriate carbonyl compounds.(d) <IMAGE>239views
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>250views
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>251views
Textbook QuestionWhat starting materials are required to synthesize the following compounds, using the Fischer indole synthesis? (Hint: see Problem 41.) c.358views
Textbook QuestionShow what amines and carbonyl compounds combine to give the following derivatives.(d) <IMAGE>227views
Textbook QuestionShow what amines and carbonyl compounds combine to give the following derivatives.(f) <IMAGE>216views
Textbook QuestionDraw structures of the following derivatives.(a) the 2,4-dinitrophenylhydrazone of benzaldehyde220views
Textbook QuestionDraw structures of the following derivatives.(b) the semicarbazone of cyclobutanone270views
Textbook QuestionPredict the products formed when cyclohexanone reacts with the following reagents. (e) phenylhydrazine and weak acid246views
Textbook QuestionDraw a mechanism for the reaction of propanoyl chloride with 2 moles of phenylmagnesium bromide.561views
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>333views
Textbook QuestionGive the nitrile and organometallic reagent you would use to make the following ketones. There are two possible answers for both. (a)357views
Textbook QuestionGive the nitrile and organometallic reagent you would use to make the following ketones. There are two possible answers for both. (b)358views
Textbook QuestionDraw a mechanism for the acidic hydrolysis of the magnesium salt shown above to acetophenone.434views
Textbook QuestionWhat carbonyl compound and what phosphonium ylide are needed to synthesize the following compounds? a. b. c. 459views
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>767views
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>516views
Textbook QuestionShow how you would accomplish the following syntheses efficiently and in good yield. You may use any necessary reagents. (b) < of reaction>486views
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) 779views
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) 991views
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.688views
Textbook QuestionUsing cyclohexanone as the starting material, describe how each of the following compounds can be synthesized: f. 450views
Textbook QuestionShow how you would synthesize octanal from each compound. You may use any necessary reagents. (f) octanoic acid426views
Textbook QuestionShow how you would synthesize octanal from each compound. You may use any necessary reagents. (g) ethyl octanoate498views
Textbook QuestionShow how you would accomplish the following syntheses. (b) benzonitrile → propiophenone578views
Textbook QuestionShow how you would synthesize each compound from starting materials containing no more than six carbon atoms. (a) (b) (c) 482views
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>602views
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)COOH526views
Textbook QuestionShow how you would synthesize octan-2-one from each compound. You may use any necessary reagents. (a) heptanal578views
Textbook QuestionShow how you would synthesize octan-2-one from each compound. You may use any necessary reagents. (b) oct-1-yne443views
Textbook QuestionShow how you would synthesize octan-2-one from each compound. You may use any necessary reagents. (c) 2,3-dimethylnon-2-ene468views
Textbook QuestionShow how you would synthesize octanal from each compound. You may use any necessary reagents. (a) octan-1-ol423views
Textbook QuestionShow how you would synthesize octanal from each compound. You may use any necessary reagents. (b) non-1-ene441views
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>856views
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.)239views
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