Carbocation Rearrangements

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6 Terms

1
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What is a Carbocation?

an ion where a carbon atom carries a positive charge

2
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What kind of reactions can have Carbocation Rearrangements?

Sn1 and E1 Reactions. Secondary or Tertiary substrates.

3
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What kind of Carbocation Rearrangements can occur?

Alkyl or Hydride Shifts.

4
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How are carbocation arrangements stabilized and why do they occur?

Hyperconjugation (sp3 - p overlap (C w/ 3 bonds — C w/ 1 bond). Make a more stable carbocation.

5
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<p>Alkyl Shift</p>

Alkyl Shift

a reaction that occurs when a C-C bond breaks and a new C-C bond forms, shifting the carbocation to an adjacent carbon.

<p><span><mark data-color="#ffffff" style="background-color: #ffffff; color: inherit">a reaction that occurs when a C-C bond breaks and a new C-C bond forms, shifting the carbocation to an adjacent carbon. </mark></span></p>
6
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<p>Define Hydride Shift. What’s the mechanism and product?</p>

Define Hydride Shift. What’s the mechanism and product?

a rearrangement reaction that occurs when a hydrogen atom in a carbocation moves from one carbon atom to another, making the carbocation more stable. You want the Halide to go to the spot with the most substituents.

<p><span>a rearrangement reaction that occurs when a hydrogen atom in a carbocation moves from one carbon atom to another, making the carbocation more stable. You want the Halide to go to the spot with the most substituents.</span></p>