(15 points) As shown below, the free radical bromination of propane gives a 9713 ratio of 2-bromopropane (1)11-bromopropane (H). The tribromomethyl radical, -CBr3, can react with propane in a manner exactly analogous to the bromine radical to give a mixture of products 111 and IV below. Given that the H-Br bond strength is 87 kcal/mole and the H-CBr3 bond strength is 96 kcal/mole predict whether the ratio of IllilV will be larger or smaller than that of 1111, i.e. is the -CBr3 radical more or less selective than the -Br radical? Explain your answer. Use an energy diagram to illustrate your points. Br light I CH30HQCH3 + Br2 ?> CH30HCH3 + CH30H20H2?Br I 11 Ratio 1:11 97:3 . CBF3 Ilght | CH30H30H3 + Br30?CBr3 ?> CH30HCH3 + CH30H20H2?CBr3 111 IV Ratio 111le greater or less than 1:11 ???
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Sep 21, 2019EXPERT
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