W4L4: Electrophilic addition reactions: more advanced

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6 Terms

1
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Electrophilic addition to alkenes

Alkenes can act as nucleophiles, and halogens can add to them

<p>Alkenes can act as nucleophiles, and halogens can add to them</p>
2
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Stereospecificity

The two groups always add anti to one another

  • Stereospecific but not asymmetric – gives two enantiomers out of four possible diastereomers

<p>The two groups always add anti to one another</p><ul><li><p>Stereospecific but not asymmetric – gives two enantiomers out of four possible diastereomers</p><p></p></li></ul><p></p>
3
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Electrophilic addition: mechanism

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4
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Specificity

  • Nucleophile must attack sigma orbital of C-X bond - backside attack

  • More substituted carbon is better at supporting positive charge 

<ul><li><p>Nucleophile must attack sigma orbital of C-X bond - backside attack</p></li><li><p>More substituted carbon is better at supporting positive charge&nbsp;</p></li></ul><p></p>
5
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Electrophilic addition: energies

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6
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Electrophilic addition to alkynes

Alkynes can also act as nucleophiles, and halogens can add to them

<p>Alkynes can also act as nucleophiles, and halogens can add to them</p>