Course review

3.4 Electron-pair sharing reactions

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Learning objective

3.4.1—Nucleophiles

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• Donate electron pair to electrophile • Recognize nucleophiles as electron-rich species

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Learning objective

3.4.2—Nucleophilic substitution

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• Nucleophile donates pair, forms new bond • Another bond breaks, leaving group departs • Deduce substitution products from nucleophile and leaving group

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Learning objective

3.4.3—Heterolytic fission

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• Both electrons stay with one fragment • Forms ions • Use curly arrows to show electron-pair movement

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Learning objective

3.4.4—Electrophiles

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• Accept electron pair from nucleophile • Recognize electrophiles as electron-deficient species

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Learning objective

3.4.5—Electrophilic addition to alkenes

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• High electron density at C=C bond • Reactions: + H₂O, + halogens, + hydrogen halides • Deduce alkene addition equations; SL mechanisms are not assessed

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Learning objective

3.4.6—Lewis acid-base theory

New

• Lewis acid = electron-pair acceptor • Lewis base = electron-pair donor • Classify nucleophiles/electrophiles using Lewis acid-base theory

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Learning objective

3.4.7—Coordination bond formation

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• Lewis base + Lewis acid • Nucleophiles = Lewis bases • Electrophiles = Lewis acids • Explain coordination bond formation with electron-pair donation

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Learning objective

3.4.8—Complex ions

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• Ligands donate electron pairs to transition metal cations • Identify ligands and central transition metal cations in complex ions

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Learning objective

3.4.9 (HL)—Nucleophilic substitution mechanisms

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• Primary halogenoalkanes: SN2 • Tertiary halogenoalkanes: SN1 • Distinguish one-step SN2 and two-step SN1; include stereospecific SN2

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Learning objective

3.4.10 (HL)—Leaving group effects

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• Identity influences rate • Link carbon-halogen bond enthalpy and polarity to reaction rate

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Learning objective

3.4.11 (HL)—Electrophilic addition mechanisms

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• Symmetrical alkenes + halogens/water/HX • Describe mechanisms with curly arrows and carbocation/halonium intermediates as appropriate

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Learning objective

3.4.12 (HL)—Carbocation stability

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• Unsymmetrical alkenes + HX or H₂O • Major product from more stable carbocation • Predict and explain major products from carbocation stability

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Learning objective

3.4.13 (HL)—Electrophilic substitution in benzene

New

• Mechanism with charged electrophile E⁺ • Formation of the electrophile is not assessed

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