5. Provide the reagents and conditions needed to carry out the following transformations to afford the product shown as

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5 Provide The Reagents And Conditions Needed To Carry Out The Following Transformations To Afford The Product Shown As 1 (139.33 KiB) Viewed 22 times

5. Provide the reagents and conditions needed to carry out the following transformations to afford the product shown as the MAJOR product. More than one step may be necessary. (16 points, 4 each) ALCOHOL COMPOUND OH trans-hept-5-en-2-ol HCI H₂S 6. When an alcohol containing compound and a thiol containing compound are subjected to hydration conditions both reactions give a pair of cyclic and aliphatic products. Interestingly, when the thiol compound is reacted with HCI/H₂O a greater yield of the cyclic products are obtained in comparison to when the alcohol compound is reacted with HCI/H₂S. Furthermore, more aliphatic products are obtained from the hydrate reaction upon the alcohol compound than the thiol compound. In the space provided, give a chemical rationale as to why this is. (10 points) Cyclic Products Cyclic Products OH A (35%) OEt SH D (14%) CI OH B (26%) E (15%) Aliphatic Products SH | THIOL COMPOUND SH trans-hept-5-ene-2-thiol HCI H₂O SH A (44%) OH D (8%) SH HO CI B (32%) Aliphatic Products E (9%) OH