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vekshin1
3 years ago
7

Predict the two most likely mechanisms for the reaction of 1-iodohexane with potassium tert-butoxide.

Chemistry
1 answer:
Rudiy273 years ago
6 0

Answer:

C) SN2 and E2

Explanation:

For this question, we have analyzed the <u>substrate</u> and the <u>base/nucleophile</u>. The substrate, in this case, is 1-iodohexane and the base/nucleophile is potassium tert-butoxide.

<u>Substrate</u>

<u />

In the 1-iodohexane the iodide "I" is bonded to a primary carbon (carbon 1). Therefore we will have a <u>primary substrate</u>. If we have a primary substrate an Sn1 can not take place. We can not have a <u>primary carbocation</u> due to this instability. So, we can disccard options A) and B).

<u>Base/nucleophile</u>

<u />

In the potassium tert-butoxide we have an ionic compound. A positive charge is placed in the potassium atom a negative charge is placed in the oxygen of the ter-butoxide ion. So, we will have a <u>strong base</u> (a molecule with the ability to remove electrons) and a <u>strong nucleophile</u> (a molecule with ability to bond with an electrophile). With all this in mind, w<u>e can not have an E1 reaction</u>.

With both analyses, the answer is C).

See figure 1

I hope it helps!

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