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OCHEM 2 Exam 1 > Alkene Reactions > Flashcards

Alkene Reactions Flashcards

1
Q

Acid Catalyzed Hydration

A

Stereochemistry: none

Regiochemistry: Markovnikov

Reactants: Alkene

Reagents: H2O and H2SO4

Products: Alcohol

REARRANGEMENT POSSIBLE

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2
Q

Hydrohalogenation

A

Stereochemistry: none

Regiochemistry: Markovnikov

Reactants: Alkene

Reagents: Hrydohalide (HBr)

Products: Alkyl Halide

REARRANGEMENT POSSIBLE

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3
Q

Halogenation

A

Stereochemistry: Anti

Regiochemistry: Markovnikov

Reactants: Alkene

Reagents: X2 (Br2) and CH2Cl2

Products: Vicinal Dihalide

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4
Q

Halohydrin

A

Stereochemistry: Anti

Regiochemistry: Markovnikov

Reactants: Alkene

Reagents: X2 and H2O or ROH (alcohol)

Products: Halohydrin (alcohol attached or an ether)

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5
Q

Oxymercuration/Demurcuration

A

Stereochemistry: Anti

Regiochemistry: Markovnikov

Reactants: Alkene

Reagents:

  1. Hg(OAc)2, H2O, THF
  2. NaBH4
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6
Q

Hydroboration/Oxidation

A

Stereochemistry: Syn

Regiochemistry: Anti-Markovnikov

Reactants: Alkene

Reagents:

  1. BH3 or 9-BBN, THF
  2. H2O2, KOH, H2O

Porducts: Alcohol

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7
Q

Peroxyacid Epoxidation

A

Stereochemistry: Syn

Regiochemistry: Markovnikov

Reactants: Alkene

Reagents: RCO3H or mCPBA

Products: Epoxide

Concerted Reaction

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8
Q

Catalytic Hydrogenation

A

Stereochemistry: Syn

Regiochemistry: none

Reactants: Alkene

Reagents: H2 and Pd/C

Product: Alkane

Steps: 1

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9
Q

Ozonolysis

A

Reactant: Alkene

Reagents:

  1. O3, -78ºC
  2. Zn AcOH or (CH3)2S

Products: Ketone or Aldehyde (If the opposing end has one hydrogen it will form an aldehyde and if it has no hydrogens it will form a ketone)

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10
Q

Formation of an Epoxide

A

Reactant: Alkene

Reagents:

  1. X2, like Cl2 in H2O
  2. NaH

Product: Epoxide

Can only do if the halogen and alcohol are on neighboring carbons

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OCHEM 2 Exam 1 (10 decks)

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