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Chapter 5 Overview of Organic reaction
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5.1 Kinds of Organic reactions Addition reaction – become one unit Elimination reaction – opposite of addition Substitution reaction – Exchange parts Rearrangement reaction – bonds and atoms reorganize.
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5.2 How organic reactions occur Reaction mechanism - step by step transformation Formation of products – bond breaking/making Bond breaking Bond making Reaction Homolytic Homogenic Radical Heterolytic Heterogenic Polar
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5.3 Radical reactions See earlier notes: Initiation Propagation Termination Note this involves single electron species.
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5.4 Polar reactions: how they occur Due to attractions between positive and negative charges. Organic molecules are electrically neutral. Bond polarity makes it reactive.
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Figure 5.1 page 140
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Carbon bonded to another element Page 140 McMurry 6e.
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p.141
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Interaction with solvents or lewis acids Eg. Alcohol (textbook) – carboxylic acids.
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Polarizability Eg., Carbon and Iodine (non polar, but reactive) Why? –Changes in electron distribution. –Large atoms have loosely held electrons
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Polar reactions The basics: Electron rich react with electron poor –Bond formation – donation of electrons –Bond breaking – atom leaves with both e-
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General polar reaction Similar to Lewis acids and bases Nu:- and E+ used for bonds to carbon
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5.5 Addition reaction
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Why alkenes and not alkanes What is the mechanism?
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5.6 Curved arrow Mechanism Nu: (lone pr. or multiple bond) to an E+ Types of Nu:- –Neutral or Negatively charged Type of E+ –Neutral or Positively charged Must follow octet rule
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Problems in text Problem5.8 a (in class) Problem 5.8 b,c (on your own)
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5.7 Describing A reaction: Equilibria Please read pages 150-153. Summary: Equilbrium constant Thermodynamics ( G o and Keq) G o versus G Go = H o - T S o
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5.8 Review of Bond dissociation The energy required to break a given bond into two radical fragments when molecule is in the gas phase. Purpose: It roughly gives H o
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5.9 Energy diagrams and Transition states. p. 156 Reaction energy diagram for the reaction of Ethylene with HBr
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Key terms Transition state Activation energy
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Transition state Highest energy Can not isolate Bond breaking/bond formation shown.
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Reaction profiles
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5.10 Describing a reaction: Intermediates Reactions –One step –Two step
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Biological stuff (p.159)
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