General Summary of Reactivity

General Summary of Reactivity - Characteristics: Kinetics...

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General Summary of Reactivity: Nucleophilic Substitution S N 1 S N 2 Promoting factors: Nucleophile Substrate (RX) Solvent Leaving group Weak is ok Tertiary preferred Polar, ionizing Needs to be good Strong required Methyl/primary Polar aprotic solvents Needs to be good Characteristics: Kinetics Stereochemistry Rearrangements Fisrt order Inversion + retention Common Second order Complete inversion Impossible Elimination Reactions E1 E2 Promoting factors: Base Substrate (RX) Solvent Leaving group Weak Tertiary preferred Polar, ionizing Needs to be good Strong required Tertiary preferred Polar aprotic solvents Needs to be good
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Unformatted text preview: Characteristics: Kinetics Orientation Stereochemistry Rearrangements Fisrt order Zaitsev product No special geometry Common Second order Zaitsev product Antiperiplanar Impossible Summery of Reactivity: Alkyl halides Halide type Primary (RCH 2 X) Secondary (R 2 CHX) Tertiary (R 3 CX) S N 1 Does not occur Can occur with benxylic and allylic halides Favoured in polar (hydroxylic) solvents S N 2 Highly favoured Competes with E2 Does not occur E1 Does not occur Can occur with benxylic and allylic halides Competes with S N 1 E2 Strong base needed Favoured when strong bases are used Can occur...
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This note was uploaded on 04/03/2010 for the course CHE 118A 26193 taught by Professor Lievens during the Winter '09 term at UC Davis.

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General Summary of Reactivity - Characteristics: Kinetics...

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