Draw the organic products formed when cyclopentene is treated with each reagent. With some reagents, no reactionoccurs.a. H2 + Pd-Cb. H2 + Lindlar catalystc. Na, NH3d. CH3CO3He. [1] CH3CO3H; [2] H2O, HO–f. [1] OsO4 + NMO; [2] NaHSO3, H2Og. KMnO4, H2O, HO–h. [1] LiAlH4; [2] H2Oi. [1] O3; [2] CH3SCH3j. (CH3)3COOH, Ti[OCH(CH3)2]4, (–)-DETk. mCPBAl. Product in (k); then [1] LiAlH4; [2] H2O

Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter30: Orbitals And Organic Chemistry: Pericyclic Reactions
Section30.SE: Something Extra
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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] H2O

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