Problem: Rank the SN1 reaction rates for the following compounds:(A) iodomethane, (B) 2-iodo-2-methylhexane, (C) 1-iodo-2-methylhexane, (D) 3-iodo-2-methylhexane

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FREE Expert Solution

We’re being asked to rank the reaction rates of each compound for an SN1 reaction.

Recall that the SN1 reaction occurs in two steps:

(1) carbocation formation – the carbon-leaving group bond is broken

(2) nucleophilic attack – the nucleophile donates its electron to the positively-charged carbon (electrophile)

Hyperconjugation from additional R-groups stabilizes the carbocation. This means a more substituted alkyl halide will have a faster reaction rate.

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Problem Details

Rank the SN1 reaction rates for the following compounds:

(A) iodomethane, 

(B) 2-iodo-2-methylhexane, 

(C) 1-iodo-2-methylhexane, 

(D) 3-iodo-2-methylhexane

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What scientific concept do you need to know in order to solve this problem?

Our tutors have indicated that to solve this problem you will need to apply the SN1 Reaction concept. You can view video lessons to learn SN1 Reaction. Or if you need more SN1 Reaction practice, you can also practice SN1 Reaction practice problems.

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Based on our data, we think this problem is relevant for Professor Lever's class at MIZZOU.