ochem mechanisms ch. 6

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Last updated 4:34 AM on 12/14/25
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1
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<p>Reagents: HCl, HBr, I</p><p>Addition of hydrogen halide to an alkene</p>

Reagents: HCl, HBr, I

Addition of hydrogen halide to an alkene

products: halogen

Markovnikov’s rule 

carbocation rearrangement 

no stereochemistry 

<p>products: halogen</p><p>Markovnikov’s rule&nbsp;</p><p>carbocation rearrangement&nbsp;</p><p>no stereochemistry&nbsp;</p>
2
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<p>Reagents: H2O, H2SO4</p><p>Addition of water to an alkene</p>

Reagents: H2O, H2SO4

Addition of water to an alkene

products: alcohol

Markovnikov’s rule

carbocation rearrangements 

no stereochemistry 

<p>products: alcohol</p><p>Markovnikov’s rule</p><p>carbocation rearrangements&nbsp;</p><p>no stereochemistry&nbsp;</p>
3
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<p>Reagents: ROH, H2SO4</p><p>Addition of alcohol to an alkene</p>

Reagents: ROH, H2SO4

Addition of alcohol to an alkene

products: ether

Markovnikov’s rule

carbocation rearrangements

no stereochemistry

<p>products: ether</p><p>Markovnikov’s rule </p><p>carbocation rearrangements</p><p>no stereochemistry </p><p></p>
4
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<p>1) BH3, THF</p><p>2) -OH, H2O2, H2O</p><p>hydroboration of an alkene</p>

1) BH3, THF

2) -OH, H2O2, H2O

hydroboration of an alkene

products: alcohol

Anti Markovnikov’s rule

no carbocation rearrangements

syn addition stereochemistry

<p>products: alcohol</p><p>Anti Markovnikov’s rule</p><p>no carbocation rearrangements</p><p>syn addition stereochemistry</p>
5
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no regiochemistry

anti addition

no carbocation rearrangements

<p>no regiochemistry </p><p>anti addition </p><p>no carbocation rearrangements</p>
6
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markovnikov for OH (on the more substituted side)

anti addition

no carbocation rearrangements

<p>markovnikov for OH (on the more substituted side)</p><p>anti addition </p><p>no carbocation rearrangements </p>
7
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no regiochemistry

syn

no carbocation rearrangements

<p>no regiochemistry </p><p>syn</p><p>no carbocation rearrangements</p>
8
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no regiochemistry

no stereochemistry

no carbocation rearrangements

<p>no regiochemistry </p><p>no stereochemistry</p><p>no carbocation rearrangements</p><p></p>
9
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no regiochemistry

syn

no carbocation rearrangements

<p>no regiochemistry </p><p>syn</p><p>no carbocation rearrangements</p>

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