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Chemistry Forums for Students => Organic Chemistry Forum => Topic started by: cseil on January 05, 2015, 10:57:14 AM

Title: 1,2 and 1,4 products with dienes
Post by: cseil on January 05, 2015, 10:57:14 AM
Hello,
I have doubts about dienes.

3,4-dimethylpenta-1,3-diene reacts with Cl2. The products are the 1,2 and the 1,4.

If I consider C1 and C2 as 1,2, I obtain a 1,2 product that is cinetic and thermodynamic product and a 1,4 produt that is less stable;
if I consider C3 and C4 as 1,2, I obtain a 1,2 product that is cinetic and thermodynamic product (but different and less stable that the one I obtained before) and the 1,4 product would not form.

I thought that Cl2 would attack the C1=C2 double bond first, because of the steric hindrance of the C3=C4, but I'm not sure.