ORGANIC REACTIONS
ORGANIC REACTIONS
ORGANIC REACTIONS
         5 Types of Reactions
1. Addition Reactions

2. Substitution Reactions

3. Elimination Reactions

4. Condensation Reactions

5. Oxidation Reactions
ADDITION REACTIONS
       1. Addition Reactions
These reactions involve a double bond
 becoming a single bond by the addition of
 two groups of atoms.

       H2C=CH2 + XY  H2XC–CYH2
ADDITION REACTIONS
a) Halogenation (Br2 or Cl2)
                                  Room
                               temperature



b) Hydrogenation (H2)

                                       Heat,
                                     pressure


c) Hydrohalogenation (HBr or HCl)
                                                UV light
                                                or heat



d) Hydration (H2O)


                           H2SO4
ADDITION REACTIONS
           More Vocabulary
alkyl group – side-chains of Cs




aryl group – side-chains of phenyl
ADDITION REACTIONS
          a) Halogenation
Each C across the double bond receives a
 halogen atom.


                   Room
                               Cl Cl
                temperature

H2C=CH2 + Cl2                H2C CH2
                   Room
                temperature    Br Br
H2C=CH2 + Br2                H2C CH2
ADDITION REACTIONS
           a) Halogenation


Halogenation results in the formation of an
 alkylhalide.
ADDITION REACTIONS
           b) Hydrogenation
Similar to halogenation, except each C
 receives an H.

                          Pt

H2C=CH2 + H2                        H3C CH3
                      Heat
                    Pressure

                           Pt


HCΞCH + 2 H2                        H3C CH3
                          Heat
                        Pressure

             Catalyst
                                   CH3OH
HCOH + H2     Heat
             Pressure
ADDITION REACTIONS
    c) Hydrohalogenation
  HBr or HCl is added across a double
   bond.
                         UV light

  H2C=CHCH3 + HCl 
                         or heat



  H Cl H                           Cl H H
H C C C H           or   H C C C H

  H H H                             H H H

     Which one is the main product?
ADDITION REACTIONS
          Markovnikov Rule
The H atom goes on the C that already
 contains the greatest number of H’s.

                                 H Cl H
                    UV light

H2C=CHCH3 + HCl 
                    or heat
                               H C C C H
                                 H H H
ADDITION REACTIONS
       c) Hydrohalogenation


Hydrohalogenation results in the formation
 of an alkylhalide.
ADDITION REACTIONS
            d) Hydration
This method of addition also follows the
 Markovnikov rule.

                        H2SO4
                                 H OH H
HCH=CH-CH3 + H2O  H             C C C H
                                 H H H
ADDITION REACTIONS
              d) Hydration


Hydration reactions result in the formation
 of alcohols.
ADDITION REACTIONS
                   Example #1
     a) CH3CH2CH2C(CH3)=CH2 + H2O 

                                      OH
                         H2SO4

               +    H2O 


Here is the mechanism:
ADDITION REACTIONS
              Example #1
   b) Draw structural diagrams to
      represent an addition reaction of an
      alkene to produce 2-chlorobutane.

      H H                      H Cl H H
H C C C C H + HCl            H C C C C H
  H H H H                      H H H H
ADDITION REACTIONS
              Example #1
   b) Draw structural diagrams to
      represent an addition reaction of an
      alkene to produce 2-chlorobutane.

  H     H                      H Cl H H
H C C C C H + HCl            H C C C C H
  H H H H                      H H H H

            This works as well
ADDITION REACTIONS
             Homework
p27 #1 - 3

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Tang 04 reactions - intro- addition 2

  • 3. ORGANIC REACTIONS 5 Types of Reactions 1. Addition Reactions 2. Substitution Reactions 3. Elimination Reactions 4. Condensation Reactions 5. Oxidation Reactions
  • 4. ADDITION REACTIONS 1. Addition Reactions These reactions involve a double bond becoming a single bond by the addition of two groups of atoms. H2C=CH2 + XY  H2XC–CYH2
  • 5. ADDITION REACTIONS a) Halogenation (Br2 or Cl2) Room temperature b) Hydrogenation (H2) Heat, pressure c) Hydrohalogenation (HBr or HCl) UV light or heat d) Hydration (H2O) H2SO4
  • 6. ADDITION REACTIONS More Vocabulary alkyl group – side-chains of Cs aryl group – side-chains of phenyl
  • 7. ADDITION REACTIONS a) Halogenation Each C across the double bond receives a halogen atom. Room Cl Cl temperature H2C=CH2 + Cl2  H2C CH2 Room temperature Br Br H2C=CH2 + Br2  H2C CH2
  • 8. ADDITION REACTIONS a) Halogenation Halogenation results in the formation of an alkylhalide.
  • 9. ADDITION REACTIONS b) Hydrogenation Similar to halogenation, except each C receives an H. Pt H2C=CH2 + H2  H3C CH3 Heat Pressure Pt HCΞCH + 2 H2  H3C CH3 Heat Pressure Catalyst CH3OH HCOH + H2  Heat Pressure
  • 10. ADDITION REACTIONS c) Hydrohalogenation HBr or HCl is added across a double bond. UV light H2C=CHCH3 + HCl  or heat H Cl H Cl H H H C C C H or H C C C H H H H H H H Which one is the main product?
  • 11. ADDITION REACTIONS Markovnikov Rule The H atom goes on the C that already contains the greatest number of H’s. H Cl H UV light H2C=CHCH3 + HCl  or heat H C C C H H H H
  • 12. ADDITION REACTIONS c) Hydrohalogenation Hydrohalogenation results in the formation of an alkylhalide.
  • 13. ADDITION REACTIONS d) Hydration This method of addition also follows the Markovnikov rule. H2SO4 H OH H HCH=CH-CH3 + H2O  H C C C H H H H
  • 14. ADDITION REACTIONS d) Hydration Hydration reactions result in the formation of alcohols.
  • 15. ADDITION REACTIONS Example #1 a) CH3CH2CH2C(CH3)=CH2 + H2O  OH H2SO4 + H2O  Here is the mechanism:
  • 16. ADDITION REACTIONS Example #1 b) Draw structural diagrams to represent an addition reaction of an alkene to produce 2-chlorobutane. H H H Cl H H H C C C C H + HCl H C C C C H H H H H H H H H
  • 17. ADDITION REACTIONS Example #1 b) Draw structural diagrams to represent an addition reaction of an alkene to produce 2-chlorobutane. H H H Cl H H H C C C C H + HCl H C C C C H H H H H H H H H This works as well
  • 18. ADDITION REACTIONS Homework p27 #1 - 3