Textbook QuestionPredict the products you would expect from the reaction of LiALH4 follwoed by hydrolysis with the following compounds. You may assume that these reactions take place in methanol as the solvent. (c) Ph-COOH538views
Textbook QuestionPredict the products you would expect from the reaction of LiALH4 follwoed by hydrolysis with the following compounds. You may assume that these reactions take place in methanol as the solvent. (a) CH3-(CH2)8-CHO691views
Textbook QuestionPredict the products you would expect from the reaction of NaBH4 with the following compounds. You may assume that these reactions take place in methanol as the solvent. (c) Ph-COOH677views
Textbook QuestionPredict the products you would expect from the reaction of NaBH4 with the following compounds. You may assume that these reactions take place in methanol as the solvent. (a) CH3-(CH2)8-CHO871views1rank
Textbook QuestionSuggest carbonyl compounds and reducing agents that might be used to form the following alcohols (b) 1-cyclohexylpropan-1-ol571views
Textbook QuestionSuggest carbonyl compounds and reducing agents that might be used to form the following alcohols (a) octan-1-ol574views
Textbook QuestionShow how you would accomplish the following transformations. You may use any additional reagents you need. (c) 709views
Textbook QuestionCompounds containing deuterium (D = 2 H) are useful for kinetic studies and metabolic studies with new pharmaceuticals. One way to introduce deuterium is by using the reagent LiAlD4, equivalent in reactivity to LiAlH4. Show how to make these deuterium-labeled compounds, using LiAlD4 and D2O as your sources of deuterium, and any non-deuterated starting materials you wish. (a) CH3CHDOH500views
Textbook QuestionShow how you would synthesize the following alcohol by reducing appropriate carbonyl compound. (c) 2-methylhexan-3-ol521views
Textbook QuestionShow how you would synthesize the following alcohol by reducing appropriate carbonyl compound. (a) heptan-1-ol583views
Textbook QuestionPredict the products of the following reactions. (c) 1-methylcyclohexanol + H2SO4, heat (d) product of (c) + H2, Pt570views
Textbook QuestionSuggest the most appropriate method for each of the following laboratory syntheses. In each case, suggest both a chromium reagent and a chromium-free reagent. (a) butan-1-ol → butanal, CH3CH2CH2CHO (b) but-2-en-1-ol → but-2-enoic acid, CH3CH=CH-COOH (c) butan-2-ol → butan-2-one, CH3COCH2CH3556views
Textbook Questiona. Show the reagents required to form the primary alcohol in each of the following reactions. 387views
Textbook Questiona. Show the reagents required to form the primary alcohol in each of the following reactions. 402views
Textbook Questiona. Show the reagents required to form the primary alcohol in each of the following reactions. 423views
Textbook Questiona. Show the reagents required to form the primary alcohol in each of the following reactions. 494views
Textbook Questiona. What would have been the product of the preceding reaction with LiAlH4 if the keto group had not been protected?700views
Textbook QuestionHow would you make the following compounds from N-benzylbenzamide? a. dibenzylamine536views
Textbook QuestionWhat products are obtained from the reaction of the following compounds with LiAlH4 followed by treatment with dilute acid?a. ethyl butanoateb. benzoic acid316views
Textbook QuestionDraw the structure of two esters that will be reduced to propanol and butanol by LiAlH4 (followed by addition of aqueous acid).264views
Textbook QuestionShow how you would accomplish the following syntheses. You may use whatever additional reagents you need. (a) < of reaction>548views
Textbook QuestionSodium triacetoxyborohydride, NaBH(OAc)3, is a mild reducing agent that reduces aldehydes much more quickly than ketones. It can be used to reduce aldehydes in the presence of ketones, such as in the following reaction: < of reaction> (b) Propose a mechanism for the reduction of an aldehyde by sodium triacetoxyborohydride.1885views
Textbook QuestionShow how you would accomplish the following synthetic conversions. You may use any additional reagents and solvents you need. (b) < of reaction>666views
Textbook QuestionAn ether extraction of nutmeg gives large quantities of trimyristin, a waxy crystalline solid of melting point 57 °C. The IR spectrum of trimyristin shows a very strong absorption at 1733 cm-1. Basic hydrolysis of trimyristin gives 1 equivalent of glycerol and 3 equivalents of myristic acid (tetradecanoic acid). (a) Draw the structure of trimyristin. (b) Predict the products formed when trimyristin is treated with lithium aluminum hydride, followed by aqueous hydrolysis of the aluminum salts.1208views
Textbook QuestionShow how you would accomplish the following synthetic transformations. You may use any necessary reagents. (a) N-ethylbenzamide --> benzylethylamine (b) ethyl benzoate --> N-ethylbenzamide484views
Textbook QuestionThe esters shown differ only by the alkoxy group. (i) Predict the product(s) obtained when these react with DIBAl-H. (ii) Based on your answer, in a sequence like this, would there ever be a need to convert from one ester to another?(a) <IMAGE>288views
Textbook QuestionShow a mechanism for the lithium aluminum hydride reduction of benzoic anhydride.<IMAGE>565views
Textbook QuestionWhat alcohols are obtained from the reduction of the following compounds with sodium borohydride?a. 2-methylpropanalb. cyclohexanone308views
Textbook QuestionWhat alcohols are obtained from the reduction of the following compounds with sodium borohydride?c. 4-tert-butylcyclohexanoned. acetophenone280views
Textbook QuestionWhat products are obtained from the reaction of the following compounds with LiAlH4 followed by treatment with dilute acid?c. methyl benzoated. pentanoic acid258views
Textbook QuestionWhat amides would you react with LiAlH4 to form the following amines?a. benzylmethylamineb. ethylaminec. diethylamined. triethylamine337views
Textbook QuestionAn unknown alcohol with a molecular formula of C7H14O was oxidized to an aldehyde with HOCl. When an acidic solution of the alcohol was distilled, two alkenes were obtained. The alkene formed in greater yield was determined to be 1-methylcyclohexene. The other alkene formed the original un- known alcohol when treated with BH3/THF followed by H2O2, HO-, and H2O. Identify the unknown alcohol.338views
Textbook QuestionCompounds containing deuterium (D = 2 H) are useful for kinetic studies and metabolic studies with new pharmaceuticals. One way to introduce deuterium is by using the reagent LiAlD4, equivalent in reactivity to LiAlH4. Show how to make these deuterium-labeled compounds, using LiAlD4 and D2O as your sources of deuterium, and any non-deuterated starting materials you wish.(b) CH3CD2OH272views
Textbook QuestionWhen LiAlH4 reduces 3-methylcyclopentanone, the product mixture contains 60% cis-3-methylcyclopentanol and 40% trans-3-methylcyclopentanol. Use your models, and make three-dimensional drawings to explain this preference for the cis isomer.267views
Textbook Question(a) In which step(s) of the hydride reduction of an ester does the compound undergo reduction? (Hint: Count the bonds to oxygen.)292views
Textbook QuestionPropose a mechanism for the reduction of octanoyl chloride by lithium aluminum hydride.236views
Textbook QuestionShow how you would synthesize each compound, starting with an ester containing no more than eight carbon atoms. Any other necessary reagents may be used.(d) Ph2CHOH(e) PhCH2OH(f) PhCOOH258views
Textbook QuestionShow how you would synthesize the following alcohol by reducing appropriate carbonyl compound.(d) <IMAGE>228views
Textbook QuestionShow how you would synthesize each compound, starting with an ester containing no more than eight carbon atoms. Any other necessary reagents may be used.(i) HO-(CH2)8-OH232views
Textbook QuestionSuggest carbonyl compounds and reducing agents that might be used to form the following alcohols(c) 1-phenylbutan-1-ol(d) <IMAGE>240views
Textbook QuestionShow how this 1° alcohol can be made from the following:<IMAGE>(c) a 7-carbon aldehyde(d) a carboxylic acid239views
Textbook QuestionPredict the products you would expect from the reaction of NaBH4 with the following compounds. You may assume that these reactions take place in methanol as the solvent.(e) <IMAGE>241views
Textbook QuestionPredict the products you would expect from the reaction of LiALH4 follwoed by hydrolysis with the following compounds. You may assume that these reactions take place in methanol as the solvent.(e) <IMAGE>292views
Textbook QuestionDraw the organic products you would expect to isolate from the following reactions (after hydrolysis).(j) <IMAGE>236views
Textbook QuestionPredict the products you would expect from the reaction of LiALH4 follwoed by hydrolysis with the following compounds. You may assume that these reactions take place in methanol as the solvent.(d) <IMAGE>251views
Textbook QuestionPredict the products of the following reactions:(a) <IMAGE of reaction>(b) <IMAGE of reaction>289views
Textbook QuestionFor each synthesis, start with bromocyclohexane and predict the products. Assume that an excess of each reactant is added so that all possible reactions that can happen will happen.(b) <IMAGE>262views
Textbook QuestionSuggest carbonyl compounds and reducing agents that might be used to form the following alcohols(e) <IMAGE>(f) <IMAGE>253views
Textbook QuestionPredict the products you would expect from the reaction of NaBH4 with the following compounds. You may assume that these reactions take place in methanol as the solvent.(d) <IMAGE>252views
Textbook QuestionPredict the products you would expect from the reaction of NaBH4 with the following compounds. You may assume that these reactions take place in methanol as the solvent.(f) <IMAGE>218views
Textbook QuestionDraw the organic products you would expect to isolate from the following reactions (after hydrolysis).(k) <IMAGE>(l) <IMAGE>209views
Textbook QuestionSuggest the most appropriate method for each of the followinglaboratory syntheses. In each case, suggest botha chromium reagent and a chromium-free reagent.(f) 1-methylcyclohexanol → 2-methylcyclohexanone (several steps)262views
Textbook QuestionShow how you would make each compound, beginning withan alcohol of your choice.(g) <IMAGE>(h) <IMAGE>300views
Textbook QuestionCompounds containing deuterium (D = 2 H) are useful for kinetic studies and metabolic studies with new pharmaceuticals. One way to introduce deuterium is by using the reagent LiAlD4, equivalent in reactivity to LiAlH4. Show how to make these deuterium-labeled compounds, using LiAlD4 and D2O as your sources of deuterium, and any non-deuterated starting materials you wish.(c) CH3CD2OD219views
Textbook QuestionBoth NaBH4 and NaBD4 are commercially available, and D2O is common and inexpensive. Show how you would synthesize the following labeled compounds, starting with butan-2-one.(a) <IMAGE>272views
Textbook QuestionSuggest the most appropriate reagent for each synthesis, and explain your choice.(c) <IMAGE>210views
Textbook QuestionSodium triacetoxyborohydride, NaBH(OAc)3, is a mild reducing agent that reduces aldehydes much more quickly than ketones. It can be used to reduce aldehydes in the presence of ketones, such as in the following reaction: (a) Draw a complete Lewis structure for sodium triacetoxyborohydride.1071views
Textbook QuestionDraw the products of the following reactions. Indicate whether each reaction is an oxidation or a reduction.a. <IMAGE>b. <IMAGE>c. <IMAGE>279views
Textbook QuestionShow how you would synthesize the following compounds from the appropriate carboxylic acids or acid derivatives. (a) (b) (c) 516views
Textbook QuestionHow can the following compounds be prepared from the given starting materials? b. 500views
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