Exam 3 TutorZone Key - , THF 2) H 2 O 2 , OH-OH H 2 O H 3...

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www.tutoringzone.com CHEM 2211 Exam 3 Fall 2009 "#$%&'%( "#)*+(,- ./-0(# 1(2
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!" octa-1,4,7-triyne dicyclopent-3-ynylmethane 3- sec -butyl-4-isopropylcyclobut-1-yne ( E )-6-ethynylocta-1,3,5-trien-7-yne 2,2,5,7-tetramethylnon-3-yne Br (2 E ,4 Z )-8-bromo-5-propylundeca-2,4-dien-9-yne
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7" 89%- ()' *+,,+-./06 3,4-dimethylhepta-1,5-diyne 3,4-diethynylhexa-1,5-diyne 5-((1E,3E)-penta-1,3-dienyl)cyclooct-1-yne 3,4,5,6-tetramethyleneocta-1,7-diyne 1,2-dicyclopropylethyne (3E,5Z,7E)-5-ethyl-4-methylundeca-3,5,7-trien-1,10-diyne
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:" Br 2 , H 2 O NaOH, H 2 O Br Br Br OH 2 OH Br Na + - OH O
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>" H 2 Pd/C OH OH 2 H 2 SO 4 , H 2 O THF, 50 C Cl 2 CH 2 Cl 2 Cl Cl Br 2 H 2 O Br OH Br HBr Ether
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Cl KOH CH 3 CH 2 OH 2 KI H 3 PO 4 I I 1) Hg(OAc) 2 , H 2 O/THF 2) NaBH 4 OH NBS light Br O Cl 2 , H 2 O NaOH, H 2 O OsO 4 , Pyridine NaHSO 3 , H 2 O OH OH
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1) BH 3
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Unformatted text preview: , THF 2) H 2 O 2 , OH-OH H 2 O H 3 PO 4 catalyst, 250 C OH CH 2 I 2 Zn(Cu), ether H 2 , PtO 2 CH 3 CO 2 H solvent HO OH 1) Peroxyacid 2) H 3 O + 8'('9&./' ()' ./4.1%('4 9'%1(%/(? 9'%0'/(? +9 29+431(6 OH OH HIO 4 H 2 O, THF O O + CHCl 3 KOH Cl Cl KMnO 4 H 3 O + O + CO 2 @" ;9+<.4' 5A/()'5.5 2%()-%A5 *+9 ()' *+,,+-./0 9'%1(.+/6 %" O Br Br Br O HBr Ether KOH Ethanol Br 2 2KOH Ethanol H 2 SO 4 , H 2 O HgSO 4 B" ;9+<.4' ()' *3,, 5('2=-.5' &'1)%/.5& *+9 ()' *+,,+-./0 9'%1(.+/6 O CH 3 CH 2 OH H 2 SO 4 H SO 4 H H HO H O H OH 2 O C" ;9+<.4' ()' *3,, 5('2=-.5' &'1)%/.5& *+9 ()' *+,,+-./0 9'%1(.+/6 CO 2 CH 3 Hg CO 2 CH 3 AcO Hg(OAc) 2 CO 2 CH 3 Hg OAc OAc CO 2 CH 3 Hg OAc Hg CO 2 CH 3 AcO Hg CO 2 CH 3 AcO H OAc Hg CO 2 CH 3 AcO D" ;9+<.4' ()' *3,, 5('2=-.5' &'1)%/.5& *+9 ()' *+,,+-./0 9'%1(.+/6 OH O Cl 2 H 2 O OH Cl Cl OH Cl O Cl Cl H OH 2 O...
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Exam 3 TutorZone Key - , THF 2) H 2 O 2 , OH-OH H 2 O H 3...

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