Addition Reactions of Alkenes Flashcards

1
Q

Syn addition of H2

A

H2 / [Group 10 metal catalyst]

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2
Q

Markovnikov addition of OH (w/ C+ rearrangement)

A

H3O+ or H2O / [strong acid]

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3
Q

Cl2 or Br2 / CCl4 or CH2Cl2

A

Anti addition of Cl2 or Br2

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4
Q

Markovnikov addition of HX

A

HX

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5
Q

Syn addition of OH and OH

A

KMnO4 / NaOH, cold

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6
Q

KMnO4, heat / H3O+

A

Oxidative cleavage (and OH on cleaved carbons)

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7
Q

mCPBA or RCO3H / H3O+

A

Anti addition of OH and OH

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8
Q

X2 / H2O

A

Anti addition of X and OH

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9
Q

Syn addition of OH and OH

A

OsO4 / Na2SO3 or NAHSO3

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10
Q

HX / ROOR

A

Anti-markovnikov addition of HX

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11
Q

H3O+ or H2O / [strong acid]

A

Markovnikov addition of OH (w/ C+ rearrangement)

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12
Q

Anti addition of X and OH

A

X2 / H2O

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13
Q

Markovnikov addition of OH (no C+ rearrangement)

A

Hg(OAc)2, H2O, THF / NaBH4, H2O

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14
Q

Oxidative cleavage (only)

A

O3 / DMS or Zn H2O

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15
Q

Anti-markovnikov addition of HX

A

HX / ROOR

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16
Q

Anti-markovnikov addition of OH

A

BH3, THF / H2O2, KOH

17
Q

Anti addition of OH and OH

A

mCPBA or RCO3H / H3O+

18
Q

H2 / [Group 10 metal catalyst]

A

Syn addition of H2

19
Q

Anti addition of Cl2 or Br2

A

Cl2 or Br2 / CCl4 or CH2Cl2

20
Q

Oxidative cleavage (and OH on cleaved carbons)

A

KMnO4, heat / H3O+

21
Q

KMnO4 / NaOH, cold

A

Syn addition of OH and OH

22
Q

OsO4 / Na2SO3 or NAHSO3

A

Syn addition of OH and OH

23
Q

Hg(OAc)2, H2O, THF / NaBH4, H2O

A

Markovnikov addition of OH (no C+ rearrangement)

24
Q

HX

A

Markovnikov addition of HX

25
Q

BH3, THF / H2O2, KOH

A

Anti-markovnikov addition of OH

26
Q

O3 / DMS or Zn H2O

A

Oxidative cleavage (only)