5. Provide the reagents and conditions needed to carry out the following transformations to afford the product shown as
Posted: Sat Jul 02, 2022 8:44 pm
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