PRINTER VERSION BACK NEXT Problem 7.50 Your answer is partially correct. Try again. Caryophyllene, a compound found in oil of cloves, has the molecular formula CisH24 and has no triple bonds. Reaction of caryophyllene with an excess of hydrogen in the presence of a platinum catalyst produces a compound with the formula CisH28 How many (a) double bonds and (b) rings does a molecule of caryophyllene have? (a) number of double bonds: (b) number of rings: 12 Click if you would like to Show Work for this question: Open Show Work PRINTER VERSION BAC PCs intermediate product (1) 3NaNH, mineral oil, heat intermediate product [2] NHC phenylethyne intermediate Produd 3NaNH mineral oil, heat NHC intermediate product 14 phenylethyne PCIS intermediate (1) Li, NH2 intermediate HA, heat phenylethyne nedirect 0°C N p rogue (2) (2) NH_CI intermediate (1) Li, NH2 HA, heat phenylethyne product (1) intermediate product [2] (2) NHACI → PRINTER VERSION BACK NEXT Problem 7.55 For each of the following questions, please provide a route that could reasonably be expected to convert the starting material into the final product. In each case, more than one reaction is required, and reactions you have learned in previous chapters may be needed to solve the problem. (a) Choose correct route to convert the starting material into the final product. 1. NaNH2; 2. CH31; 3. Na in EtNH2 1. NaNH2, liq, NH3; 2. CHgBr; 3. H2, Lindlar's catalyst, quinoline 1. NaNH2 (2 equiv.); 2. CH31; 3. Na in EtNH2 1. NaNHz; 2. CH4; 3. NIB (b) Choose correct route to convert the starting material into the final product. te - M 1. NaNH2 (2 equiv.); 2. Na in ENH2; 3. NH4Cl (b) Choose correct route to convert the starting material into the final product. O 1. NaNH2 (2 equiv.); 2. Na in EtNHz; 3. NH CI 1. PCI; 2. NaN Hz; 3. Na in NH3 1. PCI; 2. NaNH2 (2 equiv.); 3. Li in EtNH3, -78 °C; 4. NH4Cl 1. Hz; 2. Na in ENH2; 3. NHACI (c) Choose correct route to convert the starting material into the final product. нең (+) 1) Etona, EtOH; 2) D20, acetone 1) t-BUOK, t-BUOH; 2) D2 (C) Choose correct route to convert the starting material into the final product. POCH, (+) H 1) Etona, EtOH; 2) D20, acetone 1) t-BuOk, t-BuOH; 2) D2 1) t-Buok, t-BuOH; 2) D20, H+ 1) Etona, EtOH; 2) D2, Pd/C Click if you would like to Show Work for this question: Open Show Work LINK TO TEXT LINK TO TEXT LINK TO TEXT Question Attempts: 0 of 3 used SAVE FOR LATER SUBM

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G5h28 (sh 2 + 2H2 Degree of unsaturation = 4. Number of double bonds- 2 (Anaway (Because triple bonds to given) Number of ring = 2 LNah, ligth o na che CEC-ih h, Lindlar's Catalipt. quinoline Answer: LNand, lig. Nog; 2.Chybo; 3. 4, Lindler's catalynt, quinoling Answer (1) PU5) (2 Nanna equiv.); (3) Le in EINH, 782 ; unnece O Anower & Etonia, Eton; (3 de, Pale .

PRINTER VERSION BACK NEXT Problem 7.50 Your answer is…

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G5h28 (sh 2 + 2H2 Degree of unsaturation = 4. Number of double bonds- 2 (Anaway (Because triple bonds to given) Number of rin

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PRINTER VERSION BACK NEXT Problem 7.50 Your answer is partially correct. Try again. Caryophyllene, a compound...

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