Draw the structure(s) of the major organic product(s) of the following reaction. PPh₂ 0 • You do not have to consider stereochemistry. • You do not have to explicitly draw H atoms. • Do not include lone pairs in your answer. They will not be considered in the grading. • Omit the phosphine oxide from your answer. • If no reaction occurs, draw the organic starting material. • Draw one structure per sketcher. Add additional sketchers using the drop-down menu in the bottom right corner. • Separate multiple products using the + sign from the drop-down menu. Y E [ ] در

Provide the missing reagents to complete the reactions below, if there is more than one step required, be sure to indicate appropriately.

Do hydration reactions like this one have Markovnikov and anti-Markovnikov products? I know that for addition of halides on alkene double bonds, there are Markovnikov products becasue of 1,2-halide/methyl shifts, but there usually aren't shifts in hydration reactions.  Essentially, would the Markovnikov/major product for this reaction have a hydroxy group attached to the tertiary carbocation and the anti-Markovnikov/minor product for this reaction have a hydroxy group attached to the adjacent secondary carbocation?

It is often helpful to have more than one way to make a given molecule, as you may not know ahead of time which strategy will be more successful.... 4-Hexyne-2-ol can be made from propene in two different ways – one by way of a bromohydrin, using a protecting group strategy, and another by using an epoxide (which does not need a protecting group strategy). (a) First, give the synthesis which goes through the bromohydrin and uses a protecting group. OH (b) Now, modify the synthesis (you may start with propene, or any other molecule you already made in part (a)) to accomplish the synthesis of 4-hexyne-2-ol using an epoxide.