Chapter 12 Alkenes Alkynes and Aromatic Compounds 12

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Chapter 12 Alkenes, Alkynes, and Aromatic Compounds 12. 3 Addition Reactions General, Organic, and

Chapter 12 Alkenes, Alkynes, and Aromatic Compounds 12. 3 Addition Reactions General, Organic, and Biological Chemistry Copyright © 2010 Pearson Education, Inc. 1

Addition Reactions In addition reactions, § reactants add to the carbon atoms in double

Addition Reactions In addition reactions, § reactants add to the carbon atoms in double or triple bonds § a double or triple bond is easily broken, which makes them very reactive General, Organic, and Biological Chemistry Copyright © 2010 Pearson Education, Inc. 2

Addition Reactions (continued) General, Organic, and Biological Chemistry Copyright © 2010 Pearson Education, Inc.

Addition Reactions (continued) General, Organic, and Biological Chemistry Copyright © 2010 Pearson Education, Inc. 3

Hydrogenation In hydrogenation, § hydrogen atoms add to the carbon atoms of a double

Hydrogenation In hydrogenation, § hydrogen atoms add to the carbon atoms of a double bond or triple bond § a catalyst such as Pt or Ni is used to speed up the reaction General, Organic, and Biological Chemistry Copyright © 2010 Pearson Education, Inc. 4

Hydrogenation of Oils Adding H 2 to double bonds in vegetable oils produces §

Hydrogenation of Oils Adding H 2 to double bonds in vegetable oils produces § compounds with higher melting points § solids at room temperature, such as margarine, soft margarine, and shortening General, Organic, and Biological Chemistry Copyright © 2010 Pearson Education, Inc. 5

Learning Check Write an equation for the hydrogenation of 1 -butene using a platinum

Learning Check Write an equation for the hydrogenation of 1 -butene using a platinum catalyst. General, Organic, and Biological Chemistry Copyright © 2010 Pearson Education, Inc. 6

Solution Write an equation for the hydrogenation of 1 -butene using a platinum catalyst.

Solution Write an equation for the hydrogenation of 1 -butene using a platinum catalyst. General, Organic, and Biological Chemistry Copyright © 2010 Pearson Education, Inc. 7

Learning Check Draw the condensed structural formula of the product of each the following

Learning Check Draw the condensed structural formula of the product of each the following reactions: ? ? General, Organic, and Biological Chemistry Copyright © 2010 Pearson Education, Inc. 8

Solution Draw the condensed structural formula of the product of each the following reactions:

Solution Draw the condensed structural formula of the product of each the following reactions: General, Organic, and Biological Chemistry Copyright © 2010 Pearson Education, Inc. 9

Halogenation § In halogenation, halogen atoms add to the carbon atoms of a double

Halogenation § In halogenation, halogen atoms add to the carbon atoms of a double bond or triple bond. General, Organic, and Biological Chemistry Copyright © 2010 Pearson Education, Inc. 10

Learning Check Draw the condensed structural formula of the product of each the following

Learning Check Draw the condensed structural formula of the product of each the following addition reactions : ? 2. Br 2(l) General, Organic, and Biological Chemistry ? Copyright © 2010 Pearson Education, Inc. 11

Solution 2. Br 2(l) General, Organic, and Biological Chemistry Copyright © 2010 Pearson Education,

Solution 2. Br 2(l) General, Organic, and Biological Chemistry Copyright © 2010 Pearson Education, Inc. 12

Testing for Unsaturation When bromine (Br 2) is added § to an alkane, the

Testing for Unsaturation When bromine (Br 2) is added § to an alkane, the red color of bromine persists. § to an alkene or alkyne, the red color of bromine disappears immediately. General, Organic, and Biological Chemistry Br 2 Copyright © 2010 Pearson Education, Inc. 13

Hydrohalogenation § In hydrohalogenation, the atoms of a hydrogen halide add to the carbon

Hydrohalogenation § In hydrohalogenation, the atoms of a hydrogen halide add to the carbon atoms of a double bond or triple bond. General, Organic, and Biological Chemistry Copyright © 2010 Pearson Education, Inc. 14

Markovnikov’s Rule When an unsymmetrical alkene undergoes hydrohalogenation, § the H in HX adds

Markovnikov’s Rule When an unsymmetrical alkene undergoes hydrohalogenation, § the H in HX adds to the carbon in the double bond that has the greater number of H atoms General, Organic, and Biological Chemistry Copyright © 2010 Pearson Education, Inc. 15

Hydration In hydration, § an acid (H+) catalyst is required § water (HOH) adds

Hydration In hydration, § an acid (H+) catalyst is required § water (HOH) adds to a double bond § an H atom bonds to one C in the double C═C bond § an OH bonds to the other C General, Organic, and Biological Chemistry Copyright © 2010 Pearson Education, Inc. 16

Hydration (continued) When hydration occurs with a double bond that has an unequal number

Hydration (continued) When hydration occurs with a double bond that has an unequal number of H atoms, § the H atom bonds to the C in the double C═C bond that has more H § the OH bonds to the C in the double C═C bond that has the fewer H atoms General, Organic, and Biological Chemistry Copyright © 2010 Pearson Education, Inc. 17

Learning Check Draw the condensed structural formula of the product of each the following

Learning Check Draw the condensed structural formula of the product of each the following hydration reactions: General, Organic, and Biological Chemistry Copyright © 2010 Pearson Education, Inc. 18

Solution General, Organic, and Biological Chemistry Copyright © 2010 Pearson Education, Inc. 19

Solution General, Organic, and Biological Chemistry Copyright © 2010 Pearson Education, Inc. 19

Learning Check Draw the condensed structural formula of the product of each the following

Learning Check Draw the condensed structural formula of the product of each the following reactions: General, Organic, and Biological Chemistry Copyright © 2010 Pearson Education, Inc. 20

Solution General, Organic, and Biological Chemistry Copyright © 2010 Pearson Education, Inc. 21

Solution General, Organic, and Biological Chemistry Copyright © 2010 Pearson Education, Inc. 21