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-COOH536views
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-CHO686views
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-COOH674views
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-CHO861views1rank
Textbook QuestionSuggest carbonyl compounds and reducing agents that might be used to form the following alcohols (b) 1-cyclohexylpropan-1-ol567views
Textbook QuestionSuggest carbonyl compounds and reducing agents that might be used to form the following alcohols (a) octan-1-ol571views
Textbook QuestionShow how you would accomplish the following transformations. You may use any additional reagents you need. (c) 706views
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) CH3CHDOH498views
Textbook QuestionShow how you would synthesize the following alcohol by reducing appropriate carbonyl compound. (c) 2-methylhexan-3-ol518views
Textbook QuestionShow how you would synthesize the following alcohol by reducing appropriate carbonyl compound. (a) heptan-1-ol578views
Textbook QuestionPredict the products of the following reactions. (c) 1-methylcyclohexanol + H2SO4, heat (d) product of (c) + H2, Pt566views
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, CH3COCH2CH3553views
Textbook Questiona. Show the reagents required to form the primary alcohol in each of the following reactions. 382views
Textbook Questiona. Show the reagents required to form the primary alcohol in each of the following reactions. 399views
Textbook Questiona. Show the reagents required to form the primary alcohol in each of the following reactions. 420views
Textbook Questiona. Show the reagents required to form the primary alcohol in each of the following reactions. 490views
Textbook Questiona. What would have been the product of the preceding reaction with LiAlH4 if the keto group had not been protected?691views
Textbook QuestionHow would you make the following compounds from N-benzylbenzamide? a. dibenzylamine532views
Textbook QuestionWhat products are obtained from the reaction of the following compounds with LiAlH4 followed by treatment with dilute acid?a. ethyl butanoateb. benzoic acid312views
Textbook QuestionDraw the structure of two esters that will be reduced to propanol and butanol by LiAlH4 (followed by addition of aqueous acid).263views
Textbook QuestionShow how you would accomplish the following syntheses. You may use whatever additional reagents you need. (a) < of reaction>541views
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.1875views
Textbook QuestionShow how you would accomplish the following synthetic conversions. You may use any additional reagents and solvents you need. (b) < of reaction>664views
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.1203views
Textbook QuestionShow how you would accomplish the following synthetic transformations. You may use any necessary reagents. (a) N-ethylbenzamide --> benzylethylamine (b) ethyl benzoate --> N-ethylbenzamide477views
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>287views
Textbook QuestionShow a mechanism for the lithium aluminum hydride reduction of benzoic anhydride.<IMAGE>552views
Textbook QuestionWhat alcohols are obtained from the reduction of the following compounds with sodium borohydride?a. 2-methylpropanalb. cyclohexanone303views
Textbook QuestionWhat alcohols are obtained from the reduction of the following compounds with sodium borohydride?c. 4-tert-butylcyclohexanoned. acetophenone277views
Textbook QuestionWhat products are obtained from the reaction of the following compounds with LiAlH4 followed by treatment with dilute acid?c. methyl benzoated. pentanoic acid255views
Textbook QuestionWhat amides would you react with LiAlH4 to form the following amines?a. benzylmethylamineb. ethylaminec. diethylamined. triethylamine333views
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.335views
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) CH3CD2OH269views
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.266views
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.)288views
Textbook QuestionPropose a mechanism for the reduction of octanoyl chloride by lithium aluminum hydride.234views
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) PhCOOH256views
Textbook QuestionShow how you would synthesize the following alcohol by reducing appropriate carbonyl compound.(d) <IMAGE>226views
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-OH230views
Textbook QuestionSuggest carbonyl compounds and reducing agents that might be used to form the following alcohols(c) 1-phenylbutan-1-ol(d) <IMAGE>239views
Textbook QuestionShow how this 1° alcohol can be made from the following:<IMAGE>(c) a 7-carbon aldehyde(d) a carboxylic acid235views
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>239views
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>289views
Textbook QuestionDraw the organic products you would expect to isolate from the following reactions (after hydrolysis).(j) <IMAGE>235views
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>247views
Textbook QuestionPredict the products of the following reactions:(a) <IMAGE of reaction>(b) <IMAGE of reaction>281views
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>259views
Textbook QuestionSuggest carbonyl compounds and reducing agents that might be used to form the following alcohols(e) <IMAGE>(f) <IMAGE>251views
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>251views
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>216views
Textbook QuestionDraw the organic products you would expect to isolate from the following reactions (after hydrolysis).(k) <IMAGE>(l) <IMAGE>208views
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)260views
Textbook QuestionShow how you would make each compound, beginning withan alcohol of your choice.(g) <IMAGE>(h) <IMAGE>296views
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>269views
Textbook QuestionSuggest the most appropriate reagent for each synthesis, and explain your choice.(c) <IMAGE>208views
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.1070views
Textbook QuestionDraw the products of the following reactions. Indicate whether each reaction is an oxidation or a reduction.a. <IMAGE>b. <IMAGE>c. <IMAGE>276views
Textbook QuestionShow how you would synthesize the following compounds from the appropriate carboxylic acids or acid derivatives. (a) (b) (c) 513views
Textbook QuestionHow can the following compounds be prepared from the given starting materials? b. 498views
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