91Ó°ÊÓ

Question: Classify each reaction as oxidation, reduction, or neither

a.

b.

c.

d.

Question: What is the structure of cis-jasmone, a natural product isolated from jasmine flowers, formed by the treatment of alkyne A with H₂in the presence of the Lindlar catalyst?

Question: a) Draw the structure of a compound of molecular formula C₆H₁₀ that reacts with H₂ in the presence of Pd-C but does not react with H₂in the presence of Lindlar catalyst. (b) Draw the structure of a compound of molecular formula C₆H₁₀ that reacts with H₂ when either catalyst is present

Question: What product is formed when ${\mathrm{CH}}_3{\mathrm{OCH}}_2{\mathrm{CH}}_2\mathrm{C}≡{\mathrm{CCH}}_2\mathrm{CH}{\left({\mathrm{CH}}_3\right)}_2$ is treated with each reagent: (a) H₂ (excess), Pd-C; ; (b) H₂(1 equiv), Lindlar catalyst; (c) H₂(excess), Lindlar catalyst; (d) Na,NH₃ ?

Question: A chiral alkyne A with molecular formula C₆H₁₀ is reduced with and Lindlar catalyst to B having the R configuration at its stereogeniccentre. What are the structures of A and B?

Question: Draw the products of each reaction

a.

b.

Question:What epoxide is formed when each alkene is treated with mCPBA?

a.

b.

c.

Question: Draw all stereoisomers formed when each alkene is treated with mCPBA.

a.

b.

c.

Question: Draw the products formed when both cis- and trans-but-2-ene are treated with a peroxyacid followed by – OH (in H₂O ). Explain how these reactions illustrate that anti-dihydroxylation is stereospecific.

Question: Draw the products formed when both cis- and trans-but-2-ene are treated with OsO₄, followed by hydrolysis with NaHSO₃+H₂O. Explain how these reactions illustrate that syndihydroxylation is stereospecific.