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Using the reagents listed in the table below, show how to bring out the followin

ID: 557987 • Letter: U

Question

Using the reagents listed in the table below, show how to bring out the following transformations: (Specify the reagents you would use to carry out the conversion by using letters from the table. A step may require more than one reagent, if so, write the letters in the order that they are used, e.g., ef. If two or more ways of conversion to the same product are possible, show only one of them.) Reagents available a. Br2 e. NaNH2 i. H2 /Ni j.Na NH (li) k. Cl2 c. 3 NaNH2 then H20g. HBr d. HCl h. H2, Lindlar catalyst. BHs then CHs COOH The reagents are (in order of use) for step A: for step B:

Explanation / Answer

Reagents for step A: ef

Reagents for step B: j) Na / NH3 (liq)

Explanation: NaNH2 is a strong base which abstracts acidic proton and produces acetylide anion which on further reaction with CH3CH2I produces an extended carbon chain.

Na in liq.NH3 reduces alkyne to trans-alkene.