ochem exam 2 reactions

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Last updated 5:01 PM on 9/3/26
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34 Terms

1
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electrophilic addition

  • H2SO4 (acid)

  • H2O


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Electrophilic Addition

  • CHCl2


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Electrophilic Addition (Halogen)

  • Anti

  • H2SO4 (acid)

  • H2O


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Electrophilic Halogenation w/ Water

  • Br2

  • H2O


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Electrophilic Halogenation w/ Water

  • Anti

  • OH goes to higher degree, halogen to lower

  • Br2

  • H2O


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Hydroboration

  • BH3, THF


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Hydroboration

  • Syn

  • anti-markovinov (H on higher degree)

  • BH3, THF


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Hydroboration Oxidation

  1. BH3, THF

  2. H2O2, NaOH, H2O


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Hydroboration Oxidation

  • Syn

  • anti-markovinov (H on higher degree)

  • 1: BH3, THF

  • 2: H2O2, NaOH, H2O


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Dihydroxylation

  1. Os3O4

  2. NaHSO3, H2O


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Catalytic Dihydroxylation

  • Syn: both bonds hold O on same plane

  • RCO3H

  • CH2Cl2


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Epoxidation

  • RCO3H

  • CH2Cl2


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Epoxidation

  • Syn

  • RCO3H

  • CH2Cl2


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Ozonolysis

  1. O3

  2. (CH3)2S


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Ozonolysis

Syn

  1. O3

  2. (CH3)2S


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Catalytic Hydrogenation

  • H2

  • Pt, Pd, Ni (catalyst)


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Catalytic Hydrogenation

  • Syn

  • H2

  • Pt, Pd, Ni (catalyst)


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Uncharged Nucleophilic Substitution

  • H2O

  • Alcohol

  • Sulfides

  • Amines

  • Cl, Br, I


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Uncharged Nucleophilic Substitution

  • H2O

  • Alcohol

  • Sulfides

  • Amines

  • Cl, Br, I


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Charged Nucleophilic Substitution

  • Sodium Compounds (Na…)

  • Li or K

  • Cl, Br, I


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Charged Nucleophilic Substitution

  • Sodium Compounds (Na…)

  • Li or K

  • Cl, Br, I


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B-Elimination

  • NaOH

  • EtONa

  • t-BuOK


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B-Elimination


  • NaOH

  • EtONa

  • t-BuOK


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Sn1 Reaction

  • Water, alcohol, carboxylic acids

  • (Weak nucleophiles)


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Sn1 Reaction


  • Water, alcohol, carboxylic acids

  • (Weak nucleophiles)


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Sn2 Reaction

Protic Solvents:

  • CH3OH

  • CH3CH2OH

Polar Protic Solvents:

  • acetone

  • DMSO

  • acetonitrile

  • DMF


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Sn2 Reaction

Protic Solvents:

  • CH3OH

  • CH3CH2OH

Polar Protic Solvents:

  • acetone

  • DMSO

  • acetonitrile

  • DMF


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E2 B-Eliminations

  • EtONa

  • EtOH


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E2 B-Eliminations

  • EtONa

  • EtOH


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How to remove a substituent w/o replacement?

EtONa, EtOH (B-elimination)

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How to remove double bond w/o substitution?

H2 + Pt (metal catalyst)

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How to replace double bond with 2 OH group + syn attachment?

  1. OsO4

  2. NaHSO3. H2O

Dihydroxylation Oxidation


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How to replace double bond with 1 OH group + anti attachement?

  1. BH3

  2. H2O, H2O2, NaOH

Hydroboration oxidation


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How to replace double bond with 1 OH group?

H2O, H2SO4