Draw the organic products formed when cyclopentene is treated with each reagent. With some reagents, no reaction occurs. a.H2 + Pd-C b.H2 + Lindlar catalyst c.Na, NH3 d.CH3CO3H e.[1] CH3CO3H; [2] H2O, HO− f.[1]OsO4 + NMO; [2] NaHSO3, H2O g.KMnO4, H2O, HO− h.[1] LiAlH4; [2] H2O i. [1] O3; [2] CH3SCH3 j.(CH3)3COOH, Ti[OCH(CH3)2]4, (−)-DET k.mCPBA l.Product in (k); then [1] LiAlH4; [2] H2O

Organic Chemistry
8th Edition
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Chapter8: Haloalkanes, Halogenation, And Radical Reactions
Section8.7: Radical Autoxidation
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Draw the organic products formed when cyclopentene is treated with each reagent. With some reagents, no reaction occurs.

a.H2 + Pd-C

b.H2 + Lindlar catalyst

c.Na, NH3

d.CH3CO3H

e.[1] CH3CO3H; [2] H2O, HO

f.[1]OsO4 + NMO; [2] NaHSO3, H2O

g.KMnO4, H2O, HO

h.[1] LiAlH4; [2] H2O

i. [1] O3; [2] CH3SCH3

j.(CH3)3COOH, Ti[OCH(CH3)2]4, (−)-DET

k.mCPBA

l.Product in (k); then [1] LiAlH4; [2] H2

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