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- 4. A student was asked to prepare an alkene X in high yield using any alcohol as starting material CH3 CH,-C -CH=CH, CH3 X He chose 3, 3-dimethylbutan-2-ol (XI) and carried out a dehydration reaction. He was however horrified to note that the only alkene obtained was XII. CH3 OH CH3 CH;-C=C-CH3 conc. H,SO4 CH-CH3 heat CH3 CH3 XI XII i) Explain what went wrong here, and why X could not be formed from 3, 3-dimethylbutan-2-ol. Use structures to help support your answer. ii) Give an equation to show a much better method for preparing X in high yield. 5. Analyze the following structure and write one combination for Grignard reagent and a carbonyl that would give rise to it. CH,-CH,-OHQuestão 10A certain hydrocarbon had the molecular formula C16H26 and contained two triple bonds. Ozonolysis resulted in CH3(CH2)4CO2H and HO2CCH2CH2CO2H as the only products. What is the reasonable structure for this hydrocarbon? Hexadec-6,10-dino undec-1,5-dino Hept-1,5-dino hex-1,5-dino nah7. Identify the correct reaction conditions for the following conversion? CH, CH;CHCH;C=N CH, HOʻHD³HDHDD-
- C15T05Q7319 Give the major product(s) of the following reaction. H2C=CH2 CI HCI, AICI3, heat CI CI CI CI O There is no reaction under these conditions or the correct product is not listed here. CI6. What is the major organic product generated in the reaction below? (A) CI OH (B) A.IOH C Cl₂ / H₂O (C) ||||C OH (D) OH CIHC CH CH3CO2H H,SO, H3C-C-O-C=CH2 H HgSO, Acetylene Acetic Acid Vinyl acetate Acetylene reacts with acetic acid in the presence of H,SO4 and HgSO4 to yield vinyl acetate, a monomer used in the production of poly(vinyl acetate). The reaction mechanism includes the following steps: 1. Formation of a bridged mercurinium ion intermediate between Hg- and acetylene; 2. Addition of acetic acid to open the three-membered ring; 3. Proton transfer to solvent to give an organomercury vinyl ester3; 4. Addition of H to the alkene to form a carbocation; 2+ 5. Expulsion of Hg²+ to form the alkene. Diagram the mechanism on a separate sheet of paper, and then draw the structure of the product(s) of step 3. • You do not have to consider stereochemistry. • You do not have to explicitly draw H atoms. • Draw organic species only. • Do not include counter-ions, e.g., Na, I, in your answer.
- Melamine, used as a fire retardant and a component of the writing surface of white boards, can be prepared from s-trichlorotriazine through a series of SNAr reactions with ammonia. The first substitution takes place rapidly at room temperature. The second substitution takes place near 100 °C, and the third substitution requires even higher temperature and pressure. Provide an explanation fatr this reactivity.Nonconjugated , -unsaturated ketones, such as 3-cyclohexenone, are in an acid-catalyzed equilibrium with their conjugated , -unsaturated isomers. Propose a mechanism for this isomerization.Bicyclo-2,5-heptadiene can be prepared in two steps from cyclopentadiene and vinyl chloride. Provide a mechanism for each step.