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CHAPTER 8 NOTES - CHAPTER 8 ALKENES ALKYNES REACTIONS...

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CHAPTER 8 ALKENES & ALKYNES : REACTIONS - - INTRODUCTION - - REGIOCHEMISTRY : MARKOVNIKOV’S RULE - - ADDITION OF : Br 2 , Cl 2 - - OXIDATION - - CARBENES - - SYNTHETIC STRATEGIES
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INTRODUCTION: ADDITION REACTIONS : A - B > C = C < à > C A – C B < sp 2 ? ? ? ALKENES A - B A - B – C C – à – C A = C B à – C A 2 – C B 2 sp ? ? ? ? ? ALKYNES (ALKYNES : TWO π BONDS: ADD 2 A B ) WHY ? HOW ? - - THE π BOND IS EASILY BROKEN - - SO ? - - IS ADDITION LIKELY TO BE ENDO THERMIC OR EXO THERMIC ? - - ALKENES & ALKYNES CAN ACT AS e RICH SPECIES ( i.e., LEWIS ACID OR BASE ? ) - - SO ? - - LIKELY TO REACT WITH : e RICH SPECIES ? OR e POOR SPECIES ? ELECTROPHILIC ADDITION REACTIONS
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ADDITION OF H X : - - CONSIDER THE FOLLOWING EXAMPLE : REGIOCHEMISTRY: - - HOW TO PREDICT WHICH PRODUCT IS LIKELY TO BE THE MAJOR PRODUCT ? H H H H I OR H H H H I H H H I H
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- - APPLY MARKOVNIKOV’S RULE : A + B + > C = C H à > C B – C H A (MAJOR) cf. A , B cf. # H > C A – C H B ( A B ) AT (MINOR) THE TWO sp 2 CARBONS EXAMINE: WHICH CARBON ADDS A & WHICH CARBON ADDS B IMPLICATIONS ? - - IN GENERAL, UNSYMMETRICAL REAGENT ( A + B ) + UNSYMMETRICAL ALKENE / ALKYNE A + : PREFERENTIALLY ADDS TO THE CARBON HAVING MOST HYDROGENS B : ?
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WHY THIS REGIOCHEMISTRY ? - - WHAT HAPPENS WHEN ELECTROPHILE ( A + ) REACTS WITH ALKENE ?
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