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Below is the E1 reaction between chlorocyclopentane and water (H2O). Draw the missing curved arrow notation in the first and second boxes to reflect electron movements. In all boxes, add lone pairs of electrons and nonzero formal charges.

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Answer:

For the drawing, please refer to the attachment below

Explanation:

In this E1 reaction, chlorocyclopentane in the aquaeous solution releases Cl as anion [tex]Cl^{-}[/tex] leaving carbon C in the ring positively charged. The intermediate which appears is now highly reactive and sensible for oxygen electron pair in water molecule [tex]H_{2}O[/tex]. This intermediate acts like a Lewis acid; it gives away hydrogen to available electron pair on the oxygen creating hydronim ion [tex]H_{3}O[/tex] as the result of protonation of the water molecule. The final product is cyclopentene.

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