(d) In the solid-phase synthesis of DNA, the first step in a cycle is to remove the 5'-dimethoxytrityl (DMT) protecting group using trichloroacetic acid (TCA) as shown below. B = A(Bz), G(dmf), C(bz), T (i) Explain whether it would be better to use trifluoroacetic acid (TFA) instead of TCA so as to speed up the removal of the 5'-DMT. [2] (ii) Explain why the DMT protecting group is used rather than the trityl (Trt) group. [2]
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Comparing TFA and TCA for the removal of the 5'-DMT protecting group: TFA is a stronger acid than TCA due to the presence of three highly electronegative fluorine atoms, which increase the acidity of the carboxylic acid. This means that TFA would be more reactive Show more…
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