A student makes a solution containing ammonium chloride andammonium bromide salts dissolved in concentrated sulfuric acid. Sheadds a portion of tert-butyl alcohol and shakes the mixturevigorously. After allowing the layers to separate, she dried thealkyl halide layer that resulted and analyzed it by GCMS.
a. Predict the products and their approximate percentages.
b. Draw the complete mechanisms to explain the formation of theproducts.
c. Explain your percentage predictions
d. Would the change to an aprotic solvent such as DMSO have aneffect on the product ratio? How?
