Question

What products would you expect from the reaction of 1 mol of 1,3 -butadiene and each of the following reagents? (If no reaction would occur, you should indicate that as well.) (a) $1 \mathrm{mol} \text { of } \mathrm{Cl}_{2}$ (b) $2 \mathrm{mol} \text { of } \mathrm{Cl}_{2}$ (c) $2 \mathrm{mol} \text { of } \mathrm{Br}_{2}$ (d) $2 \mathrm{mol} \text { of } \mathrm{H}_{2}, \mathrm{Ni}$ (e) $1 \mathrm{mol} \text { of } \mathrm{Cl}_{2} \text { in } \mathrm{H}_{2} \mathrm{O}$ $(f) Hot \(\mathrm{KMnO}_{4}\) (excess) (g) \(\mathrm{H}_{2} \mathrm{O}, \mathrm{cat} . \mathrm{H}_{2} \mathrm{SO}_{4}\)$

Solution

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a) 1,3-Butadiene reacts with 1 molecule of Cl2_2 to form the first product vicinal dichloride via 1,2-addition\textbf{1,2-addition}. Meanwhile, via 1,4-addition\textbf{1,4-addition}, the second product, where the chlorine atoms are attached in C1 and C4 and the double bond is in the central atoms, are formed.

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