Organic Chemistry II
Organic Chemistry II CHEM 2320
Weber State University
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This 6 page Class Notes was uploaded by Alfonso Reynolds on Wednesday October 28, 2015. The Class Notes belongs to CHEM 2320 at Weber State University taught by Don Davies in Fall. Since its upload, it has received 56 views. For similar materials see /class/230797/chem-2320-weber-state-university in Chemistry at Weber State University.
Reviews for Organic Chemistry II
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Date Created: 10/28/15
Dr Davies 1 Organic II lecture Review for exam 4 I I Nomenclature 1 Name the following functional groups FL R 4 Ki 0 N 13 E NHz min R N O O R 2 Provide an IUPAC andor common name for each of the following I IUPAC C 2 Common AiNCHS QuN Hacioph amp H M EL 1 N HO OH H30 0 11 Theory 1 Give the pKa values of each of the following 0E1 2 Explain why the CO bond of conjugated esters have lower vibrational frequencies and lactones have higher frequencies than unconjugated acyclic esters 3 Which would you expect to have a higher CO bond frequency an ester or a thioester Explain 4 In considering the rate of hydrolysis of an ester and a thioester to carboxylic acids which would proceed most rapidly III Reactions 1 What might be a side reaction associated with the direct alkylation of an ester 1 LDA 2r RX i R giOEt H3O 0E1 2 In the Claisen ester condensation reaction why do only two molecules condense and not several to form a polymer 1 NaOEt 2 HGO U m i H30 OE 130103 H30 H30 05 OE 3 In nucleophilic addition to a conjugated ketone explain the factors favoring 12 addition versus 14 addition Draw out intermediates Vt 3 Jr R R N R 12 addition 14 addition 4 Provide the starting material reagent or product of the reactions on last page IV Mechanisms 1 Provide the mechanisms of the following reactions wig CH3 1ij2 1 NaOH H20 heat Hagi0 2 H30 EtOH H heat mic Et NaOH 1 H Ph 1 NaOEt 2 any bromide 3H h r M No ea VJ E10 oa 0 1 O 1 NaOEt 2 nPrl Hscok NaOH 0 O 3 H30 heat EtO Ph 2 Hgoi heat 0 HECK NaOH 0 Nae Pb H30 Ph HNJ 0 JL Ph NHz gto ch0 Ph