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SCAN0002 - Electro hilic Substitution fl(“‘1 SEOW ©W...

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Unformatted text preview: Electro hilic Substitution fl (“‘1- _ SEOW ©W% —@~©~d m c: CLFeClg Cl GH ‘1 F85! g + H0! + Feds + 4) Friedel—Crafts alkylation (read 12.6) Carbocations can also be used as electrophiles to add to benzene. Typically, the reaction is done with an alkyl chloride and a Lewis acid catalyst (AlCl3), but any conditions that produce carbocations can be used. CH3 CH ' G (35 3 MCI-3 {catalyst} CH3 .3 H3; CH3 C CH3 H280 H3 CH3 0 Mia-{CH3 4 CH3 3- HSH 3H3 Mechanism: The Lewis acid catalyst forms a carbocation that is attacked by benzene. Electro bile Formation )—et + A1813 -—-—-— )-Ct-*AICE3 w )+ {Single}; H3O H36 H36 Electro hilic Substitution o +<::::' 051—»532’6464 Gian-re , _ H33 '3 CH3 CH3 Fast CH ,3 3 + H0! + AtCIa + Alkenes , which are converted to carbocations by protonation, can be used to alkylate benzene. © ©~————> @ ...
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