Guided course 04:30Comparing and contrasting the Alcohol Conversions.Johnny Betancourt1196views13rank8comments
Textbook QuestionShow how you would convert (S)-hexan-2-ol to (a) (S)-2-chlorohexane. (b) (R)-2-bromohexane. (c) (R)-hexan-2-ol.627views1rank
Textbook QuestionGive the structures of the products you would expect when each alcohol reacts with (1) HCl, ZnCl2; (2) HBr; (3) PBr3; (4) P/I2; and (5) SOCl2. (a) butan-1-ol (b) 2-methylbutan-2-ol660views
Textbook QuestionIn each case, show how you would synthesize the chloride, bromide, and iodide from the corresponding alcohol. (a) 1-halobutane (halo = chloro, bromo, iodo) (b) halocyclopentane391views
Textbook Question(••••) A graduate student attempted the following reaction and did not isolate the expected product. (a) What product did they isolate? (b) What reagent should they have used instead to get their desired product?290views
Textbook Question(•••) Suggest the appropriate reagents to carry out the following transformations.(f) 301views
Textbook QuestionSuggest a reagent for the transformation of a 1° alcohol to a 1° alkyl halide.<IMAGE>280views
Textbook Question(•••) Suggest the appropriate reagents to carry out the following transformations.(e) <IMAGE>279views
Textbook QuestionUsing cyclohexanone as the starting material, describe how each of the following compounds can be synthesized:c. <IMAGE>233views
Textbook QuestionBoth cis- and trans-2-methylcyclohexanol undergo dehydration in warm sulfuric acid to give 1-methylcyclohexene as the major alkene product. These alcohols can also be converted to alkenes by tosylation using TsCl and pyridine, followed by elimination using KOC(CH3)3 as a strong base. Under these basic conditions, the tosylate of cis-2-methylcyclohexanol eliminates to give mostly 1-methylcyclohexene, but the tosylate of trans-2-methylcyclohexanol eliminates to give only 3-methylcyclohexene. Explain how this stereochemical difference in reactants controls a regiochemical difference in the products of the basic elimination, but not in the acid-catalyzed elimination.285views
Textbook QuestionPredict the major products (including stereochemistry) when cis-3-methylcyclohexanol reacts with the following reagents.(d) concentrated HBr(e) TsCl/pyridine, then NaBr355views
Textbook QuestionShow how you would synthesize the following compounds.As starting materials, you may use any alcohols containingfour or fewer carbon atoms, cyclohexanol, and any necessarysolvents and inorganic reagents.(g) <IMAGE>258views
Textbook QuestionPredict the major products (including stereochemistry) when cis-3-methylcyclohexanol reacts with the following reagents.(a) PBr3(b) SOCl2 (c) Lucas reagent275views
Textbook QuestionSuggest how you would convert trans-4-methylcyclohexanol to (a) trans-1-chloro-4-methylcyclohexane. (b) cis-1-chloro-4-methylcyclohexane.641views
Textbook QuestionWhen SOCl₂ is used in place of HCl, only one product results. Why are these conditions better? [Compare this to the two products obtained in Assessment 13.31.]<IMAGE>285views
Textbook QuestionStarting with (R)-1-deuterio-1-propanol, how could you prepare b. (S)-1-deuterio-1-methoxypropane?495views
Textbook QuestionShow how you would make the following ethers, using only simple alcohols and any needed reagents as your starting materials. (a) 1-methoxybutane (b) 2-ethoxy-2-methylpropane (c) benzyl cyclopentyl ether554views1rank
Textbook QuestionShow how you would convert hex-1-ene to each of the following compounds. You may use any additional reagents and solvents you need. (a) 2-methoxyhexane (b) 1-methoxyhexane (c) 1-methoxyhexan-2-ol646views
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