Problem: Select reagents from the table to show how you would carry out this synthesis.Enter your answer as a series of letters, i.e. jbc, in order that you wish to use the reagents. Repeat a letter if you want to use more than one equivalent of the reagent. Do not use commas or spaces.A) Br2, CH2Cl2B) NaNH2, NH3C) CH3CH2BrD) H2O, H2SO4, HgSO4E) H2, Lindlar catalystF) Li, NH3 (liquid)G) CH2I2, Zn(Cu)H) H2, Pd/CI) BH3 then H2O2J) HCl, ether

FREE Expert Solution

Reaction steps:

  1. Bromination or Halogenation of alkene using A) Br2, CH2Cl2
  2. Formation of Alkyne using 2 equivalents of B) NaNH2, NH3
  3. Alkylation of alkyne using 2 equivalents of B) NaNH2, NHwith C) CH3CH2Br (1° RX) 
  4. Partial hydrogenation using F) Li, NH3 (liquid) to form trans-alkene
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Problem Details

Select reagents from the table to show how you would carry out this synthesis.

Enter your answer as a series of letters, i.e. jbc, in order that you wish to use the reagents. Repeat a letter if you want to use more than one equivalent of the reagent. Do not use commas or spaces.



A) Br2, CH2Cl2

B) NaNH2, NH3

C) CH3CH2Br

D) H2O, H2SO4, HgSO4

E) H2, Lindlar catalyst

F) Li, NH3 (liquid)

G) CH2I2, Zn(Cu)

H) H2, Pd/C

I) BH3 then H2O2

J) HCl, ether

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