Alkene Addition Reactions

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74 Terms

1
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hydroboration reagents

1. BH3-THF

2. H2O2, OH-, H2O

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1. BH3-THF

2. H2O2, OH-, H2O

what reaction are these reagents from?

hydroboration

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hydroboration regiochemistry/stereochemistry

anti-mark, syn

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which reaction?

hydroboration

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oxymercuration reagents

1. Hg(OAc)2, H2O

2. NaBH4

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1. Hg(OAc)2, H2O

2. NaBH4

what reaction are these reagents from?

oxymercuration

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oxymercuration regiochemistry/stereochemistry

mark, anti (step 1 only)

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which reaction?

knowt flashcard image

oxymercuration

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alkoxymercuration reagents

1. Hg(OAc)2, CH3OH

2. NaBH4

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1. Hg(OAc)2, CH3OH

2. NaBH4

what reaction are these reagents from?

alkoxymercuration

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alkoxymercuration regiochemistry/stereochemistry

mark, anti (step 1 only)

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which reaction?

alkoxymercuration

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acid-catalyzed hydration reactants

H2O, H2SO4

or H3O+

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H2O, H2SO4

what reaction are these reagents from?

acid-catalyzed hydration

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H3O+

what reaction are these reagents from?

acid-catalyzed hydration

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acid-catalyzed hydration regiochemistry/stereochemistry

mark, unknown stereochemistry

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which reaction?

acid-catalyzed hydration

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Acid-catalyzed addition of an alcohol reagents

CH3OH, H+

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CH3OH, H+
what reaction are these reagents from?

Acid-catalyzed addition of an alcohol

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Acid-catalyzed addition of an alcohol regiochemistry/stereochemistry

mark, unknown stereochemistry

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which reaction?

Acid-catalyzed addition of an alcohol

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alkene addition reactions with Carbocation Rearrangement

Hydrohalogenation
Acid-catalyzed hydration
Acid-catalyzed addition of an alcohol

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hydrohalogenation reagents

H-X (X is halogen)

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H-X (X is halogen)
what reaction are these reagents from?

hydrohalogenation

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hydrohalogenation regiochemistry/stereochemistry

mark, unknown stereochemistry

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which reaction?

hydrohalogenation

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Radical Addition of HBr reagents

HBr, ROOR

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HBr, ROOR

what reaction are these reagents from?

Radical Addition of HBr

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Radical Addition of HBr regiochemistry/stereochemistry

anti-mark, unknown stereochemistry

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which reaction?

Radical Addition of HBr

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halogenation reagents

Br2 or Cl2, CCl4

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Br2, CCl4

what reaction are these reagents from?

halogenation (bromination)

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halogenation regiochemistry/stereochemistry

N/A, anti

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which reaction?

halogenation (bromination)

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Cl2, CCl4

what reaction are these reagents from?

halogenation (chlorination)

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which reaction?

halogenation (chlorination)

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halohydrin formation reagents

Br2, H2O

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Br2, H2O

what reaction are these reagents from?

halohydrin formation

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halohydrin formation regiochemistry/stereochemistry

mark, anti

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which reaction?

halohydrin formation

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dihydroxylation reagents

OsO4, H2O2

or

KMnO4 (cold, dilute), OH-

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OsO4, H2O2

what reaction are these reagents from?

dihydroxylation

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KMnO4 (cold, dilute), OH-

what reaction are these reagents from?

dihydroxylation

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dihydroxylation regiochemistry/stereochemistry

N/A, syn

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which reaction?

dihydroxylation

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hydroxylation reagents

1. mCPBA

2. H3O+

or

1. RCO3H

2. H3O+

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1. mCPBA

2. H3O+
what reaction are these reagents from?

hydroxylation

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1. RCO3H
2. H3O+
what reaction are these reagents from?

hydroxylation

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hydroxylation regiochemistry/stereochemistry

N/A, anti

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which reaction?

hydroxylation

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epoxidation reagents

RCO3H or MCPBA

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RCO3H

what reaction are these reagents from?

epoxidation

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MCPBA

what reaction are these reagents from?

epoxidation

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epoxidation regiochemistry/stereochemistry

N/A, syn

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which reaction?

epoxidation

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ozonolysis reagents (reductive workup)

1. O3

2. (CH3)2S or Zn, H2O

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1. O3

2. (CH3)2S

what reaction are these reagents from?

ozonolysis (reductive workup)

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1. O3

2. Zn, H2O

what reaction are these reagents from?

ozonolysis (reductive workup)

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which reaction?

ozonolysis (reductive workup)

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ozonolysis reagents (oxidative workup)

1. O3

2. H2O2

or

KMnO4 (hot, conc), H3O+

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1. O3

2. H2O2

what reaction are these reagents from?

ozonolysis (oxidative workup)

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KMnO4 (hot, conc), H3O+

what reaction are these reagents from?

ozonolysis (oxidative workup)

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Which reaction?

ozonolysis (oxidative workup)

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hydrogenation reagents

H2, Pd-C or Pt or Ni

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H2, Pd-C

what reaction are these reagents from?

hydrogenation

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H2, Pt

what reaction are these reagents from?

hydrogenation

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H2, Ni

what reaction are these reagents from?

hydrogenation

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hydrogenation regiochemistry/stereochemistry

N/A, syn

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which reaction?

hydrogenation

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cyclopropanation reagents

CH2I2, Zn(Cu)

or

CHCl3, NaOH (strong base)

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CH2I2, Zn(Cu)
what reaction are these reagents from?

cyclopropanation

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CHCl3, NaOH (strong base)
what reaction are these reagents from?

cyclopropanation

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cyclopropanation regiochemistry/stereochemistry

N/A, syn

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which reaction?

cyclopropanation