So I'm preparing for my Organic final by looking at old tests and trying to figure out what I did wrong. Here's a couple things I had trouble with, if you know how to solve any of these the help would be greatly appreciated.
1. Draw the product and a mechanism for the following reaction
3-ethyl-3-pentanol <--(in the presence of H+)--> (blank) + H2O
2. Propose a method to prepare compound B from compound A
a. Compound B is trans-1-2-cyclohexanediol, compound A is cyclohexanediol
b. I don't know how to name these, but both compounds are a benzene with an ethanol group. The difference is that the OH is on the first CH2 of the ethyl in compound A and the second CH2 in compound B.
For part a I tried using H+ to remove the OH and then osmium tetroxide to add two. For b I used H+ to remove the OH group again and did a hydroboration. Both were marked wrong though I think I did the second one wrong, as in the intermediate he drew a double bond on the end of the ethyl group where I did not have one. I'm not sure why he did this so if someone can explain that would be awesome as well
