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+ CH 2 Cl

Problem 1:. H. AlCl 3. ?. + CH 2 Cl. Problem 2:. H. FeBr 3. ?. + CH 3 CH 2 CH 2 Br. Problem 3:. H. HF. +. ?. ?. Problem 4:. SO 3 H. CH 3 CH 2 Br. ?. FeBr 3. Problem 5: Show the mechanism for the Friedel-Crafts Alkylation of benzene and CH 2 Cl 2 with SbCl 5 catalyst.

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+ CH 2 Cl

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  1. Problem 1: H AlCl3 ? + CH2Cl Problem 2: H FeBr3 ? + CH3CH2CH2Br

  2. Problem 3: H HF + ? ? Problem 4: SO3H CH3CH2Br ? FeBr3 Problem 5: Show the mechanism for the Friedel-Crafts Alkylation of benzene and CH2Cl2 with SbCl5 catalyst.

  3. Solutions Problem 1: H CH2 AlCl3 + CH2Cl + HCl Problem 2: CH3 H CCH3 FeBr3 + CH3CH2CH2Br + HBr

  4. Problem 3: H HF + Problem 4: SO3H No Reaction, because the benzene ring is strongly deactivated. CH3CH2Br FeBr3

  5. Problem 5: δ+ - + CH3-Cl + SbCl5 CH3-Cl-SbCl5 - - Cl-MCl5 H H H + H δ+ - CH3 CH3 CH3 CH3-Cl-SbCl5 H + + + CH3 H-Cl + SbCl5 +

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