10. The following reaction in aqueous solution was found to be first order in (O

Question

10. The following reaction in aqueous solution was found to be first order in (OH ], first order in [C HsBr], and inverse first order in [Br]: Which of the following proposed mechanisms is order and rate law? Show your reasoning. consistent with the observed reaction Mechanism 1: C2H5Br#C2H5++ Br. (fast) CHsOH CH,OH (slow) Mechanism 2: CHBrHOC,H,OH H Br (slow) (fast) C,H,Br# C2H5+ + Br C Hs+OHC2HsOH Mechanism 3: (slow) (fast) Mechanism 4: C2H Br C2Hs+Br OH +BrHOBr (slow) (fast) HOBr + C,HsCH OHBr (fast)

Explanation / Answer

Mechanism 3 ,

The reaction is taking place via SN1 mechanism . Thus , the first step is the Slow step . Now in this reaction , SN1 proceeds via carbocation formation(sn1 is depends on carbocation stability) followed by nucleophilic addition , hence ,

C2H5Br  ? C2H5+ + Br- , this is a slow step and reversibe one .

now Nucleophile attack is beingn done by OH-

thus , OH- + C2H5+   ?  C2H5OH .

the whole reaction proeeds via SN1 mechanism .

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