The following scheme shows possible interconversions between alkenes, alkyl halides, alcohols and ethers. Study it carefully and answer the questions that follow. (iii) CN (x) (ix) (i) (viii) OH (iv) (vii) Br (V) (vi) OH OH Br он
1. Give a reagent and conditions for step (vi), as well as the detailed reaction mechanism that
explains formation of the depicted product.
2. Give reagents and conditions for step (viii). Why is the original stereochemistry of the alcohol
retained in the product? Please give a brief explanation (not a reaction mechanism).
3. Give reagents and conditions for step (ix).
4. Give reagents and conditions for step (x).
5. Give reagents and conditions that can cleave the ether product of step (viii) and show what
products you will get. Please give a detailed reaction mechanism that explains the outcome
of the reaction.
6. Draw all the possible stereoisomers of the
stereochemistry at all chiral centers. In groups of two, designate which stereoisomers are
enantiomers and which ones are diastereomers.
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