ADDITION REACTIONS
Recall: 5 Types of ReactionsRecall: 5 Types of Reactions
1. Condensation Reactions
2. Addition Reactions
3. Substitution Reactions
4. Elimination Reactions
5. Oxidation Reactions
ORGANIC REACTIONS
2. Addition Reactions2. 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)
b) Hydrogenation (H2)
c) Hydrohalogenation (HBr or HCl)
d) Hydration (H2O)
Room
temperature
UV light
or heat
Heat,
pressure
H2SO4
ADDITION REACTIONS
More VocabularyMore Vocabulary
alkyl group – side-chains of Cs
aryl group – side-chains of phenyl
ADDITION REACTIONS
a) Halogenationa) Halogenation
Each C across the double bond receives a
halogen atom.
H2C=CH2 + Cl2 
H2C=CH2 + Br2 
Room
temperature
Room
temperature
H2C CH2
Cl Cl
H2C CH2
Br Br
ADDITION REACTIONS
a) Halogenationa) Halogenation
Halogenation results in the formation of an
alkylhalide.
ADDITION REACTIONS
b) Hydrogenationb) Hydrogenation
Similar to halogenation, except each C
receives an H.
H2C=CH2 + H2 
HCΞCH + 2 H2 
HCOH + H2 
H3C CH3
Pt
Heat
Pressure
Pt
Heat
Pressure
Catalyst
Heat
Pressure
H3C CH3
CH3OH
ADDITION REACTIONS
c) Hydrohalogenationc) Hydrohalogenation
HBr or HCl is added across a double
bond.
H2C=CHCH3 + HCl 
C C C
UV light
or heat
H
H
H
H
Cl
H
H
H C C CH
H
Cl
H
H
H
H
Hor
Which one is the main product?
ADDITION REACTIONS
Markovnikov RuleMarkovnikov Rule
The H atom goes on the C that already
contains the greatest number of H’s.
H2C=CHCH3 + HCl  C C CH
H
H
H
Cl
H
H
H
UV light
or heat
ADDITION REACTIONS
c) Hydrohalogenationc) Hydrohalogenation
Hydrohalogenation results in the formation
of an alkylhalide.
ADDITION REACTIONS
d) Hydrationd) Hydration
This method of addition also follows the
Markovnikov rule.
HCH=CH-CH3 + H2O  C C CH
H
H
H
OH
H
H
H
H2SO4
ADDITION REACTIONS
d) Hydrationd) Hydration
Hydration reactions result in the formation
of alcohols.
ADDITION REACTIONS
Example #1Example #1
a) CH3CH2CH2C(CH3)=CH2 + H2O 
+ H2O 
H2SO4
OH
Here is the mechanism:
ADDITION REACTIONS
Example #1Example #1
b) Draw structural diagrams to
represent an addition reaction of an
alkene to produce 2-chlorobutane.
C C CH
H
H
H
Cl
H
H
C
H
H
HC C CH
H H H
H
C
H
H
H + HCl
ADDITION REACTIONS
Example #1Example #1
b) Draw structural diagrams to
represent an addition reaction of an
alkene to produce 2-chlorobutane.
C C CH
H
H
H
Cl
H
H
C
H
H
HC C CH
H H H
H
C
H
H
H + HCl
ADDITION REACTIONS
This works as well
HomeworkHomework
p27 #1 - 3
ADDITION REACTIONS

Tang 09 reactions - addition 2

  • 1.
  • 2.
    Recall: 5 Typesof ReactionsRecall: 5 Types of Reactions 1. Condensation Reactions 2. Addition Reactions 3. Substitution Reactions 4. Elimination Reactions 5. Oxidation Reactions ORGANIC REACTIONS
  • 3.
    2. Addition Reactions2.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
  • 4.
    a) Halogenation (Br2or Cl2) b) Hydrogenation (H2) c) Hydrohalogenation (HBr or HCl) d) Hydration (H2O) Room temperature UV light or heat Heat, pressure H2SO4 ADDITION REACTIONS
  • 5.
    More VocabularyMore Vocabulary alkylgroup – side-chains of Cs aryl group – side-chains of phenyl ADDITION REACTIONS
  • 6.
    a) Halogenationa) Halogenation EachC across the double bond receives a halogen atom. H2C=CH2 + Cl2  H2C=CH2 + Br2  Room temperature Room temperature H2C CH2 Cl Cl H2C CH2 Br Br ADDITION REACTIONS
  • 7.
    a) Halogenationa) Halogenation Halogenationresults in the formation of an alkylhalide. ADDITION REACTIONS
  • 8.
    b) Hydrogenationb) Hydrogenation Similarto halogenation, except each C receives an H. H2C=CH2 + H2  HCΞCH + 2 H2  HCOH + H2  H3C CH3 Pt Heat Pressure Pt Heat Pressure Catalyst Heat Pressure H3C CH3 CH3OH ADDITION REACTIONS
  • 9.
    c) Hydrohalogenationc) Hydrohalogenation HBror HCl is added across a double bond. H2C=CHCH3 + HCl  C C C UV light or heat H H H H Cl H H H C C CH H Cl H H H H Hor Which one is the main product? ADDITION REACTIONS
  • 10.
    Markovnikov RuleMarkovnikov Rule TheH atom goes on the C that already contains the greatest number of H’s. H2C=CHCH3 + HCl  C C CH H H H Cl H H H UV light or heat ADDITION REACTIONS
  • 11.
    c) Hydrohalogenationc) Hydrohalogenation Hydrohalogenationresults in the formation of an alkylhalide. ADDITION REACTIONS
  • 12.
    d) Hydrationd) Hydration Thismethod of addition also follows the Markovnikov rule. HCH=CH-CH3 + H2O  C C CH H H H OH H H H H2SO4 ADDITION REACTIONS
  • 13.
    d) Hydrationd) Hydration Hydrationreactions result in the formation of alcohols. ADDITION REACTIONS
  • 14.
    Example #1Example #1 a)CH3CH2CH2C(CH3)=CH2 + H2O  + H2O  H2SO4 OH Here is the mechanism: ADDITION REACTIONS
  • 15.
    Example #1Example #1 b)Draw structural diagrams to represent an addition reaction of an alkene to produce 2-chlorobutane. C C CH H H H Cl H H C H H HC C CH H H H H C H H H + HCl ADDITION REACTIONS
  • 16.
    Example #1Example #1 b)Draw structural diagrams to represent an addition reaction of an alkene to produce 2-chlorobutane. C C CH H H H Cl H H C H H HC C CH H H H H C H H H + HCl ADDITION REACTIONS This works as well
  • 17.
    HomeworkHomework p27 #1 -3 ADDITION REACTIONS