The synthesis of 5,9,12,16-tetramethyleicosane from compounds A, B, and C begins by converting compound A to the desired cyclopropyl alcohol, as shown below: A Br Mg NaOH Mg ? Mg Of the following, which best achieves the conversion of compound A to the alcohol above? Mg B B B s B OH H₂O* H₂O* HBr H₂O* PCC Br
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- dedcue the major organic product from the following reations. be ablw to draw hydration halogenation hydrohalogenation, halohydrin formation, oxymercuratiom demercuration qnd hydroboration oxidation.For each compound, give the product(s) expected from (1) HgSO4>H2SO4@catalyzedhydration and (2) hydroboration–oxidation. ) hex-3-yneOximene and myrcene, two hydrocarbons isolated from alfalfa that have the molecular formula C10H16, both yield 2,6- dimethyloctane when treated with H2 and a Pd catalyst. Ozonolysis of oximene forms (CH3)2C = O, CH2 = O, CH2(CHO)2, and CH3COCHO. Ozonolysis of myrcene yields (CH3)2C = O, CH2 = O, (two equiv), and HCOCH2CH2COCHO. Identify the structures of oximene and myrcene.
- For each compound, give the product(s) expected from (1) HgSO4>H2SO4@catalyzedhydration and (2) hydroboration–oxidation. cyclodecyneWhat reagents / catalysts are necessary to carry out each conversion?i) Benzene to nitrobenzeneii) Benzene to 3-nitrobenzenesulfonic acidIii) 1,4-dichlorobenzene to 2-bromo-1,4-dichlorobenzeneCembrene, C20H32, is a diterpenoid hydrocarbon isolated from pine resin. Cembrene has a UV absorption at 245 nm, but dihydrocembrene (C20H34), the product of hydrogenation with 1 equivalent of H2, has no UV absorption. On exhaustive hydrogenation, 4 equivalents of H2 react, and octahydrocembrene, C20H40, is produced. On ozonolysis of cembrene, followed by treatment of the ozonide with zinc, four carbonylcontaining products are obtained: Propose a structure for cembrene that is consistent with its formation from geranylgeranyl diphosphate.
- Axial alcohols are oxidized faster than equatorial alcohols by PCC andother Cr6+ oxidants. Which OH group in each compound is oxidizedfaster?Starting from acetone and methanol synthesize isobutylene (CH2=C(CH3)2)1.) A hydrocarbon (Y) partially hydrogenates with the Lindlar’s catalyst to form an alkene. When (Y) undergoes oxidative cleavage with ozone, it yields a single carboxylic acid product. The hydrocarbon (Y) is: a. cyclohexane b. 2-hexen-1-ol c. 2-butyne d. 2-hexyne 2.) An unsaturated hydrocarbon reacts with acidic KMnO4 to give isobutyric acid as the only organic product. The unsaturated hydrocarbon is most probably: a. 3,4-dimethyl-3-hexene b. 2,2-dimethyl-3-hexene c. none of these d. 2,5-dimethyl-3-hexene e. 4-methyl-2-hexene