CHEM 2301- Final Exam Guide - Comprehensive Notes for the exam ( 39 pages long!)

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29 Mar 2018
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7. 12 e1 + e2 mechanism for alcohol dehydration. 7. 15 e2 mechanism factors e ecting e2 rate: substrate. Sn1: 3 > 2 > 1 : base rate= k[rx][base] strong, sterically-hindered n base. Oc(ch3)3, dbn, dbu (strong bulky base: solvent polar aprotic solvent increase e2 rate, leaving group. 3 alkyl halide strong nucleophile -> sn2 weak base -> sn1/e1. 1 alkyl halide strong nucleophile -> sn2 strong base -> e2 (steric hindrance) R-x + nu: -> r-nu + x: - 7. 20 elimination of sulfonate same e1/e2 as for alkyl halide rigioselective stereoselective. 2 alkyl halide strong base/ nucleophile -> sn2/e2 strong bulky base -> e2 strong nucleophile /weak base -> sn2 weak nucleophile/ base -> n1/e1: base/nucleophile (strong, weak, bulky) Ho- , ro- , buo- , dbu , dbn. E1 : 2 , 3 ( rearrangements possible) 8. 1 hydrogenation of alkenes heterogeneous catalyst (solid metal & solution) H hydrogenation < 0 hydrogenation syn stereospeci c (stereoisomeric starting materials give stereoisomeric products) mechanism.

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