Propose a synthesis of ( Z )-2-hexene starting from ( E )-2-hexene . (Specify th

Question

Propose a synthesis of (Z)-2-hexene starting from (E)-2-hexene.

(Specify the reagents you would use to carry out the conversion by using letters from the table. The reaction may require more than one step, if so, write the letters in the order that they are used, e.g., iad. If two or more ways of conversion to the same product are possible, show only one of them.)

The reagents are:

Reagents available a. 1. 2NaNH2 / NH3

  2. H2O e. 1. BH3

  2. H2O2, NaOH, H2O i. Cl2

b. H2O, H2SO4, HgSO4

f. H2 , Pd / CaCO3

(Lindlar catalyst) j. H2 , Ni

c. 1. Hg(OAc)2, H2O

  2. NaBH4 g. 1. NaNH3 / NH3

  2. CH3CH2I k. OsO4, H2O2

d. 1. NaNH2 / NH3

  2. CH3I h. 2Li , NH3 (liq)

l. HCl

Explanation / Answer

iaf

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