The Radical Chlorination Of Chlorobutane

1018 WordsApr 18, 20175 Pages
Introduction The radical chlorination of chlorobutane is performed using AIBN and sulfuryl chloride. The purpose in doing this is so that the 4 different products yielded could be observed and analyzed. The four products produced are, 1,1-dichlorobutane, 1,2-dichlorobutane, 1,3-dichlorobutane, and 1,4-dichlorobutane. For each product the chlorine adds in a different location relative to the original chlorine. This is due to a number of reasons, including the degree of carbon substitution and proximity to the chloro substituent.. The goal with this in the experiment was to find out why each product is given in different yields. Experimentally, to determine the effect of the chloro substituent on the reactivity per hydrogen, a gas…show more content…
Relative reactivity was also done by taking the reactivity per H of each divided by the reactivity per H of the 1,4 product. All this data points to the fact that the 1,3 product is by far the favored product. As for the reactivity of the carbons, it is observed that in general the further away the chlorine substituent is from the original, the better the yield. In this case however, the one furthest away is not the most yielded. This is because the 1,3 dichlorobutane is at the furthest secondary carbon from the chlorine. The 1,2 and 1,4 products share similar yields likely because the 1,4 is the furthest, but also not secondary, and the 1,2 is secondary but closer to the chlorine, making it have a larger partial positive charge. The 1,1 is formed so little because it is putting a chlorine geminal to the chloro substituent, making it have the highest partial positive charge. Also for the 1,3 product, the radical formed is the most favored radical of the 4 products formed. Discussion As for the reaction itself, the formation of the radical follows the 3 step process of Initiation, Propagation, and Termination. The short run down of this is that the initiation step makes the radical via hydrogen abstraction, the propagation step forms products, and the termination ends the reaction and gives stable products. The rate determining step in this reaction is in the hydrogen abstraction. During hydrogen

More about The Radical Chlorination Of Chlorobutane

Open Document