Question

Which method could be used to convert alkene 1 to alcohol 2? Please show the reaction mechanism. Question number 6 is also needed please.

Part 2 - Word problems (4 pts each) 5. Taxol (compound 3) used in the treatment of several kinds of cancer, especially breast cancer. It was discovered from the bark of the Pacific yew tree. Each yew tree contains only a very small quantity, enough for just one dose for one person, so chemists started to work on developing a synthesis route. In one synthesis, a large quantity of compound 2 was needed. Using the reactions, you learned in Chapter 8, which of the methods would you select to convert alkene 1 to alcohol 2? Explain your answer showing the reaction mechanism (you can abbreviate the structure of 1 if you like showing only the site of the reaction) (4 pts) OH Н 6. An unknown compound A, with a molecular formula of CH14 reacts with Bry/CC14. Upon reaction of A with excess H/Ni, 1-ethyl-2-methylcyclopentane is produced (Hint - draw this out). Subjecting A to ozonolysis, the product shown below is produced as the major organic product. Draw the correct structure of compound A, and provide a brief and clear explanation using reactions and structures. (4 pts)

Answer 1

Answer for 6

Sol" : Part I : Reaction with It gives Given molecular formula : QgHi4 excess the /Ni . / REDUCTION l-ethyl-2-methylcyclopentane, which has following structure Molecular formula C&H 16. reans in compound A, there must be only Hs CH 5 This means. One double bondi Part I: Ozanalysis .ts 3 2 (Note: structure given Product 4 in in question is ch redrawn). 37 this case, orggen el at I and sth position. In ozanolysis reaction the molecule cleaved gets from double bond and at that that positions (both positione) oxygen gete attached. Thus, in this case Therefore double bond must be present between 1st and oth carbon. Molecular ch final structure of compound A: formula: Lo Hic си, H/Ni 1 GHS 3 5 SHs Rear for part 1 : SHS си, excess Rea for part I: CHS си CH3 0, 보일 cy