Free Radical Chlorination. Experimental Evidence Helps to Determine Mechanism. Chlorination does not occur at room temperature in the dark . The most effective wavelength of light is blue that is strongly absorbed by Cl 2 gas.
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70%/4H = 17.5
30%/6H = 5.0
Relative rate of H abstraction for 1o : 2o is
1 : 3.5
Relative reactivity of 1o H abstraction:
65% / 9H = 7.2
Relative reactivity of 3o H abstraction:
35% / 1H = 35
Relative rate of H abstraction for 1o : 3o
Consider the free radical monochlorination of 2,2,5-trimethylhexane. Draw all of the unique products (ignore stereoisomers; use zig-zag structures please) and predict the ratio or percent composition of the products.The relative reactivity of H abstraction in a chlorination reaction: 1o: 2o: 3o = 1: 3.5: 5
2.(12) Consider the free radical monochlorination of 1,4-dimethylcyclohexane. The reaction affords three different products (all C8H15Cl). In this reaction, the rates of hydrogen abstraction of primary : secondary : tertiary are 1 : 3.5 : 5. Draw the three products and predict the percent composition (or ratio) of the product mixture. (Disregard cis / trans isomers for this problem.)