ORGANIC CHEMISTRY I
ORGANIC CHEMISTRY I CHE 2201
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This 11 page Class Notes was uploaded by Moses O'Conner on Friday October 2, 2015. The Class Notes belongs to CHE 2201 at Appalachian State University taught by Nicole Bennett in Fall. Since its upload, it has received 37 views. For similar materials see /class/217700/che-2201-appalachian-state-university in Chemistry at Appalachian State University.
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Date Created: 10/02/15
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a O N C 3 3 What is the stereochemistry at the chiral carbon atom shown below HO H30 V W Br H ta RJ bS 4 Despite the 2n rule the enantiomers below have only two diastereomers not six Draw both diastereomers below CHZCHs CH20H3 j HSC H 3 C H 7 H H OH Ho H g O H 3 NHLJQH H OH HQH rnabl quot J F 15 Ho H H OH m i H it CH CH 39 CH CH l V 2 3 2 3 J lnLlM I vu J 5 A Show the stereochemistry of both products of the addition of HBr to the alkene Fzyi s t 91H 5 H 11 w H CH HB v 3 t 1w 3 L Avg Hrquot 2 u d f Ir H3C L pH M J i imam NW A B Could these volatile products be separated easily by distillation Why or Why not noquot 395de 539 CW 8 JZWMVTwnwVS 6 Answer the f0110wing questions based on compound A Ho H Ho H Compound A The enantiomer of Compound A is t O OH O OH O OH V f H OH HO H H OH H OH H OH HO H a O OH O OH C O OH d none ofthe structures shown is the enant How many diasteromers are there of Compound A lb2c3d4 7 Which ofthe following solvents is a good solvent for SNl reactions 0 H pdCtV M a HCl b CH3 cCH3CN HCCH2CH3 J 39 if rm i 8 Which ofthe following is the best solvent for SN2 reactions Dimethylsulfoxide b ethanol c 8020 waterethanol d diethyl ether 9 The tosylate group OTs shown below is an excellent leaving group because a It forms a stable carbocation b It is a good lewis base It is a resonance stabilized anion cl It is a strong nucleophile 10 Which is the correct product of the following reaction CI Mg metal CH3 gt HC H3C Mg MgCIdH30 CH3 l 1 Provide the major product of the following reactions quoti 2 5 H H30 Br 1 Mg solid ether V H30 H 2 H20 I R H CA OH SOClzipyridine w B A you should be able to know when to use SOClZ PBr3 HCl g HBr g 12 Draw both stereoisomer products ofthe following SNI reaction 0 i 1 H H HBr H3CHZCH2C W CH3 39 CHQCHS Circle the stereoisomer that you would expect to be the major product It the amount ofHBr was cut in half how much should the reaction rate change a Decrease by half b increase by 2 no change A Provide the mechanism for the 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