The products of acidic cleavage of Ethyl isopropyl ether by HI are: A Isopropyliodide and Ethanol Bi lsapropanol and lodocthane H CiSopropane and Ethane HUSDI Matureof both Aand B
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- Bromoetherification, the addition of the elements of Br and OR to adouble bond, is a common method for constructing rings containingoxygen atoms. This reaction has been used in the synthesis of thepolyether antibiotic monensin (Problem 18.34). Draw a stepwisemechanism for the following intramolecular bromoetherification reaction.Draw a stepwise mechanism for the conversion of lactone C to carboxylic acid D. C is a key intermediate in the synthesis of prostaglandins (Section 19.6) by Nobel Laureate E. J. Corey and co-workers at Harvard University.Devise a synthesis of attached compound from ethanol (CH3CH2OH) as theonly source of carbon atoms. You may use any other organic orinorganic reagents you choose.
- (a) Explain how NaBH4 in CH3OH can reduce hemiacetal A to butane-1,4-diol (HOCH2CH2CH2CH2OH). (b) What product is formed when A is treated with Ph3P = CHCH2CH(CH3)2? (c) The drug isotretinoin is formed by reaction of X and Y. What is the structure of isotretinoin? Although isotretinoin (trade name Accutane or Roaccutane) is used for the treatment of severe acne, it is dispensed under strict controls because it also causes birth defects.Identify the organic functional groups and reaction type for the following reaction.The reactant is a(n)a. beta pyranoseb. beta furanosec. alpha pyranosed. alpha furanoseThe product is a(n)a. alpha furanoseb. alpha pyranosec. beta furanosed. beta pyranoseThe reaction type is:a. oxidation (benedict's)b. esterificationc. mutarotationd. reduction (hydrogenation)e. hemiacetal formationDraw the products formed when A or B is treated with fo following agent. In some cases, no reaction occurs. [1] CH3MgBr (excess); [2] H2O
- Identify the reagents a-c in the following scheme:Identify the missing reagents a-f in the following scheme:When both carbons ortho to the aryl oxygen are not bonded to hydrogen, an allyl aryl ether rearranges to a parasubstituted phenol. Draw a stepwise mechanism for the following reaction, which contains two [3,3] sigmatropicrearrangements.
- What carbonyl compound and CBS reagent are needed to prepare X, an intermediate in the synthesis of ezetimibe (trade name Zetia), a drug that lowers cholesterol levels by inhibiting its absorption in the intestines?Draw a stepwise mechanism for the conversion of lactone C to carboxylic acid D. C is a key intermediate in the synthesis of prostaglandins by Nobel Laureate E. J. Corey and coworkers at Harvard University.