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Topic: radical halogenation:  (Read 3580 times)

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Offline fishyfisherman77

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radical halogenation:
« on: December 07, 2009, 05:08:59 PM »
predict the products

                            BR2
H3C-C-CH3         -------->               ??
      H2                    hv


*really stuck on this one

Offline Markovnikov

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Re: radical halogenation:
« Reply #1 on: December 07, 2009, 05:19:14 PM »
Have you tried google? Or your text book?

Offline Dharmalas

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Re: radical halogenation:
« Reply #2 on: December 10, 2009, 11:53:32 AM »
With light, heat, or R-O-O-R, the organic starting material will undergo homolytic cleavage around the C-H sigma bonds and the Br-Br bonds, this will cause radicals to form. One of the Br radicals will go combine with the oxygen to form H-Br and the other Br radical will go to the C radical. This is regioselective in the sense that the most stable radical will form the major product, this also goes to the kinetics of the reaction. so the result will be CH3CHBrCH3 + H-BR.

Offline scratfin

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Re: radical halogenation:
« Reply #3 on: January 12, 2010, 10:57:17 PM »
With light, heat, or R-O-O-R, the organic starting material will undergo homolytic cleavage around the C-H sigma bonds and the Br-Br bonds, this will cause radicals to form. One of the Br radicals will go combine with the oxygen to form H-Br and the other Br radical will go to the C radical. This is regioselective in the sense that the most stable radical will form the major product, this also goes to the kinetics of the reaction. so the result will be CH3CHBrCH3 + H-BR.
By radical do you mean free radical?

Offline aieeee

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Re: radical halogenation:
« Reply #4 on: January 12, 2010, 11:42:42 PM »
yes, scratfin.he means free radical. and dharmalas is right in his approach.
one more point is : bromination is a regiospecific reaction , due to which we get an approximate 100% product - 2-chloro propane .

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