A chemist performed the reaction shown below. He then wanted to separate the mix

Question

A chemist performed the reaction shown below. He then wanted to separate the mixture using column chromatography. In his protocol he used silica as the stationary phase and a mixture of hexanes/ethyl acetate (75:25)

1. Assuming the reaction did not go to completion and starting material is present in addition to the three product, which fraction would contain which compound? Explain your answer.

2. What would be the consequence of changing the mobile phase to a 50/50 mixture of hexanes/ethyl acetate rather than 75:25? Would the order of elution change (the order in which the compounds come out of the column)?

Explanation / Answer

1) As the starting material is least polar therefore it Rf will be largest and trinitrobenzene conmound in the last is the most polar one and has the least Rf value.

therefore the fraction from botton to top contains :

1) trinitrobenzene 2) p-dinitrobenzene 3) nitrobenzene 4) benzene

2))

the change will cause a increase the Rf value but does not change the order of compound coming out of the column.

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