Alkene Additions

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Description and Tags

CHEM 232

Chemistry

Organic Chemistry

UIC

11 Terms

1
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HBr, HCl, HI

  • H

  • X

(Markovnikov, carbocation rearrangement)

2
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HBr/ROOR


  • H

  • Br

(Anti-Markovnikov)

3
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Dilute H2SO4

  • H

  • OH

(Markovnikov, carbocation rearrangement)

4
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  1. Hg(OAc)2 , H2O or ROH

  2. NaBH4


  • H

  • OH

(Markovnikov, anti stereochemistry)

5
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  1. BH3, THF

  2. H2O2, NaOH


  • H

  • OH

(Anti-Markovnikov, syn stereochemistry)

6
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H2/Pt or H2/Wilkinson’s cat

  • H

  • H

(syn stereochemistry)

7
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X2/H2O or ROH

  • X

  • OH

(anti stereochemistry)

8
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  1. RCO3H = mCPBA

  2. H3O+


  • OH

  • OH

(anti stereochemistry)

9
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  1. O3

  2. DMS (or Zn/H2O)


oxidative cleavage

(no stereochemistry, or Markovnikov)

10
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X2 /chlorinated solvent

  • X

  • X

(syn stereochemistry)

11
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OsO4/NMO

  • OH

  • OH

(syn stereochemistry)