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2-bromopropane reacts with NaOMe and KOC...

2-bromopropane reacts with `NaOMe and KOCMe_(3)` to form two different product. Explain.

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2-bromopropane reacts with `NaOMe` to produce isopropyl methyl ether predominantly. Since `overset(Theta)Me` ion is smaller in size, so this reaction proceeds through `S_(N)2` mechanism. On the other hand, 2-bromopropane reacts with `KOCMe_(3)` to produce propane. Since `overset(Theta)(O)CMe_(3)` ion is larger in size, so it acts as a strong base instead of nucleophile. Here, `overset(Theta)(O)CMe_(3)` ion takes a proton from the `beta`-C-atom of 2-bromopropane and produces propane by E2 mechanism.
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CHHAYA PUBLICATION-HALOAKANES AND HALOARENES-Warm up exercise
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