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9 Cards in this Set

  • Front
  • Back
Addition of HX*
Additional Reagents: HX
What adds: -H, -X
Regioselectivity: Markovnikov
Stereoselectivity: N/A
Rearrangement: Yes
Addition of HBr with peroxide*
Additional Reagents: HBr, peroxide
What adds: -H, -Br
Regioselectivity: Anti-Markovnikov
Stereoselectivity: N/A
Rearrangement: No
Acid-Catalyzed Hydration*
Additional Reagents: H20, H+
What adds: -H, -OH
Regioselectivity: Markovnikov
Stereoselectivity: N/A
Rearrangement: Yes
Oxymercuration-Demercuration
Additional Reagents:
1) Hg(OAc)2, H2O
2) NaBH4
What adds: -H, -OH
Regioselectivity: Markovnikov
Stereoselectivity: N/A
Rearrangement: No
Alkoxymercuration-Demercuration
Additional Reagents:
1) Hg(OAc)2, ROH
2) NaBH4
What adds: -H, -OR
Regioselectivity: Markovnikov
Stereoselectivity: N/A
Rearrangement: No
Hydroboration-Oxidation
Additional Reagents:
1) "BH3"
2) H2O2, -OH
What adds: -H, -OH
Regioselectivity: Anti-Markovnikov
Stereoselectivity: Syn
Rearrangement: No
Hydrogenation
Additional Reagents: H2 with Pt, Pd, or Ni
What adds: -H, -H
Regioselectivity: N/A
Stereoselectivity: Syn
Rearrangement: No
Simmons-Smith
Additional Reagents: CH2I2, Zn(Cu)
What adds: -CH2- (triangle)
Regioselectivity: N/A
Stereoselectivity: Retention of stereochemistry
Rearrangement: No
Alpha-elimination
Additional Reagents: CH2X2 or CH3X, with strong base
What adds: -CHX- or -CX2- (triangles)
Regioselectivity: N/A
Stereoselectivity: Retention of stereochemistry
Rearrangement: No