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Below is the mechanism for a by-product of a lab experiment. In that experiment, we were attempting to produce 1-bromobutane from butanol, but we could produce 2-bromobutane. 1. l would like for you to explain to me in terms of structure: why do we see the formation of this particular carbocation in the first step of the addition of HBrto the double bond (third step for the overall reaction below 2. Next, rationalize your structural explanation using molecular thermodynamics e. Explain why there is a preferential production of this particular carbocation in terms of energy, the Hammond postulate, rate of reaction, etc. HSO HSO OH H Br Br Br

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Answer #1

Er adds to the doule bond (l-buene) to frTim muckeophilbic attack of Br to fhe Caiooatin to pmduce tha Ana produ -t PATH B

2/ NA +HEr.-, İ.AY.jm→ It is atwo step Ttaetion andi the enartey pofle reachin, Thermody»awd is as foll ous TS ot step 7st an

The reaction is a step reaction and the first step i.e. the formation of carbocation is the rate determining step.

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