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help me draw the products when 3-isopropylhexan-2-ol is treated with the following reagents:
1.H2SO4
2.NaH
3.HBr
4.SOCl2, pyridine
5.PBr3
6.TsCl, pyridine
7.[1] NaH; [2] CH3CH2Br
8.[1] TsCl, pyridine; [2] NaSH
9.POCl3, pyridine
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- Tunicates are marine animals that are called "sea squirts" because when they are taken out of water, they tend to contract and expel seawater. Lepadiformine is a cytotoxic agent (toxic to cells) isolated from a marine tunicate. During a recent synthesis of lepadiformine, the investigators observed the formation of an interesting by-product (3) while treating diol 1 with a reagent similar in function to PBr3 (J. Org. Chem. 2012, 77, 3390–3400):Draw the mechanism ffrom benzaldehyde to this using: i)NaBH4 ii)TsCl, py iii)NaCN iiii)H+, H2Ohelp me draw the products when 3-isopropylhexan-2-ol is treated with the following reagents: 4. SOCl2, pyridine 5. PBr3 6. TsCl, pyridine 7. [1] NaH; [2] CH3CH2Br 8. [1] TsCl, pyridine; [2] NaSH 9. POCl3, pyridine help me draw the products when propylene oxide is treated with the following reagent: 4. [1] CH3S-; [2] H2O 5. [1] OH-; [2] H2O
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