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Alkene Reactions
• Addition Reactions - only one product
• 1. Hydrogenation (H2):
Alkene + Hydrogen --> Alkane
• 2. Halogenation (X2):
Alkene + diatomic halogen --> Dihaloalkane
• 3. Halgenation (HX):
Alkene + HX --> Haloalkane
• 4. Hydration (HOH):
Alkene + HOH --> alcohol
• 5. Polymerization:
Many alkenes add together into a long alkane chain
Alkene Reactions
1. Hydrogenation Reaction
• Alkene + Hydrogen --> Alkane
• Hydrogen molecule adds to carbons with double bond.
CH2
H
C
H3C + H2
C
H
C
H3C
H
H
H HH H
CH3
H2
C
H3C
C
C
H3C
H
H H
H
H
C
C
Alkene Reactions
Alkene Reactions
2. Halogenation Reaction
• Alkene + Halogen --> Dihaloalkane
• Halogen molecule adds to carbons with double bond.
CH2
H
C
H3C
C
H
C
H3C
H
H
C
C
+ Br2
Br Br
CH2CH
H3C
Br
Br
C
C
H3C
H
Br Br
H
H
Alkene Reactions
Unsymmetrical Addition Reactions
• Markovnikov’s Rule
• For double bonds that have unequal numbers of
hydrogen atoms attached.
• For unsymmetrical reactants such as HX and HOH
• The hydrogen of the reactant goes to the carbon of
the double bond that already has the most hydrogen
atoms. “the rich get richer”
• The -X or the -OH go the other carbon (the one with
the least amount of hydrogen
3. Halogenation Reaction
• Alkene + HX --> haloalkane
• HCl molecule adds to carbons with double bond.
CH2
H
C
H3C
C
H
C
H3C
H
H
C
C
+ HCl
HCl
H3C
CH CH3
Cl
C
C
H3C
H
H
H
H
Cl
Mark's Rule
Alkene Reactions
4. Hydration Reaction
• Alkene + HOH --> alcohol
• HOH molecule adds to carbons with double bond.
CH2
H
C
H3C
C
H
C
H3C
H
H
C
C
Mark's Rule
+ HOH
HOH
H3C
CH CH3
HO
C
C
H3C
H
H
H
H
OH
Alkene Reactions
5. Polymerization Reaction
• Alkene + Alkene + Alkene --> long chain of carbons
• Double bonds convert to single bonds
C C
H
H
H
H
C C
H
H
H
H
C C
H
H
H
H
C C
H
H
H
H
C C
H
H
H
H
C C
H
H
H
H
C
H2
H2
C
C
H2
H2
C
C
H2
H2
C
C C
H
H
H
H
C C
H
H
H
H
C C
H
H
H
H
........ .. ..
Alkene Reactions
What is the structure for
Alkene Reactions
Alkene Reactions
Alkene Reactions

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Hydrogenation (1)

  • 1. Alkene Reactions • Addition Reactions - only one product • 1. Hydrogenation (H2): Alkene + Hydrogen --> Alkane • 2. Halogenation (X2): Alkene + diatomic halogen --> Dihaloalkane • 3. Halgenation (HX): Alkene + HX --> Haloalkane • 4. Hydration (HOH): Alkene + HOH --> alcohol • 5. Polymerization: Many alkenes add together into a long alkane chain
  • 3. 1. Hydrogenation Reaction • Alkene + Hydrogen --> Alkane • Hydrogen molecule adds to carbons with double bond. CH2 H C H3C + H2 C H C H3C H H H HH H CH3 H2 C H3C C C H3C H H H H H C C
  • 6. 2. Halogenation Reaction • Alkene + Halogen --> Dihaloalkane • Halogen molecule adds to carbons with double bond. CH2 H C H3C C H C H3C H H C C + Br2 Br Br CH2CH H3C Br Br C C H3C H Br Br H H
  • 8. Unsymmetrical Addition Reactions • Markovnikov’s Rule • For double bonds that have unequal numbers of hydrogen atoms attached. • For unsymmetrical reactants such as HX and HOH • The hydrogen of the reactant goes to the carbon of the double bond that already has the most hydrogen atoms. “the rich get richer” • The -X or the -OH go the other carbon (the one with the least amount of hydrogen
  • 9. 3. Halogenation Reaction • Alkene + HX --> haloalkane • HCl molecule adds to carbons with double bond. CH2 H C H3C C H C H3C H H C C + HCl HCl H3C CH CH3 Cl C C H3C H H H H Cl Mark's Rule
  • 11. 4. Hydration Reaction • Alkene + HOH --> alcohol • HOH molecule adds to carbons with double bond. CH2 H C H3C C H C H3C H H C C Mark's Rule + HOH HOH H3C CH CH3 HO C C H3C H H H H OH
  • 13. 5. Polymerization Reaction • Alkene + Alkene + Alkene --> long chain of carbons • Double bonds convert to single bonds C C H H H H C C H H H H C C H H H H C C H H H H C C H H H H C C H H H H C H2 H2 C C H2 H2 C C H2 H2 C C C H H H H C C H H H H C C H H H H ........ .. ..
  • 14. Alkene Reactions What is the structure for