CH. 5 - and ethene s Draw the intermediate carbocation for...

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Warm-up s Classify each pair as enantiomers, diastereomers, or the same compound. H F F H NH 2 F H H F NH 2 H Br S H Br H H Br SH H Br 0
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Chapter 5: Reactions of Alkenes and Alkynes s An alkene s An alkyne C C CH 3 C H 3 C C CH 3 C H 3 H H s What do we know about these two compounds? b Solids, liquids, or gases at room temperature? b Soluble or insoluble in water? In CCl 4 ? b Where are they most reactive? What is likely to happen during a reaction? b Electrophiles or nucleophiles? 1
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A Key Reaction Type s Electrophilic addition s “electrophilic” s “addition” s We have seen this before. (Think HBr.) 2
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Electrophilic Addition: Hydrohalogenation s Big Picture: s Smaller Picture: C C CH 3 C H 3 C H 3 CH 3 + HX C C CH 3 C H 3 C H 3 CH 3 H X 3
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Mechanism: Hydrohalogenation C C CH 3 C H 3 C H 3 CH 3 H X 4
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Stereochemistry Enters the Picture: Part 1 5
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Group Practice: Mechanism s Draw the intermediate carbocation for the reaction between HI
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Unformatted text preview: and ethene. s Draw the intermediate carbocation for the reaction between HCl and propene. 6 Carbocation Stability s What do the following observations indicate about the stability of primary, secondary, and tertiary carbocations? + HBr + HBr H Br Br H H Br Br H 7 Charge Densities and Stabilities 8 Reaction Profile: Comparing Intermediates Free energy 9 Regioselectivity s One constitutional isomer is preferred over another. s Markovnikov’s Rule H H H + HBr + HBr H H Br H H H Br 10 Group Practice: Markovnikov’s Rule s Predict the major product of this reaction. Are the reactants chiral? Is the product chiral? 11 HCl...
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CH. 5 - and ethene s Draw the intermediate carbocation for...

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