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Draw the organic products formed when cyclopentene is treated with each reagent. With
Chapter 12, Problem 12.39(choose chapter or problem)
Draw the organic products formed when cyclopentene is treated with each reagent. With some reagents, no reaction occurs.
a. \(\mathrm{H}_{2}+\mathrm{Pd}-\mathrm{C}\)
b. \(\mathrm{H}_{2}+\text { Lindlar catalyst }\)
c. \(\mathrm{Na}, \mathrm{NH}_{3}\)
d. \(\mathrm{CH}_{3} \mathrm{CO}_{3} \mathrm{H}\)
e. \(\text { [1] } \mathrm{CH}_{3} \mathrm{CO}_{3} \mathrm{H} \text {; [2] } \mathrm{H}_{2} \mathrm{O}, \mathrm{HO}^{-}\)
f. \(\text { [1] } \mathrm{OsO}_{4}+\mathrm{NMO} ; \text { [2] } \mathrm{NaHSO}_{3}, \mathrm{H}_{2} \mathrm{O}\)
g. \(\text { [1] } \mathrm{OsO}_{4}+\mathrm{NMO} ;[2] \mathrm{NaHSO}_{3}, \mathrm{H}_{2} \mathrm{O}\)
h. \(\text { [1] } \mathrm{LiAlH}_{4} \text {; [2] } \mathrm{H}_{2} \mathrm{O}\)
i. \(\text { [1] } \mathrm{O}_{3} \text {; [2] } \mathrm{CH}_{3} \mathrm{SCH}_{3}\)
j. \(\left(\mathrm{CH}_{3}\right)_{3} \mathrm{COOH} \text {, Ti }\left[\mathrm{OCH}\left(\mathrm{CH}_{3}\right)_{2}\right]_{4},(-)-\mathrm{DET}\)
k. \(\text { mCPBA }\)
l. \(\text { Product in (k); then [1] } \mathrm{LiAlH}_{4} ; \text { [2] } \mathrm{H}_{2} \mathrm{O}\)
Questions & Answers
QUESTION:
Draw the organic products formed when cyclopentene is treated with each reagent. With some reagents, no reaction occurs.
a. \(\mathrm{H}_{2}+\mathrm{Pd}-\mathrm{C}\)
b. \(\mathrm{H}_{2}+\text { Lindlar catalyst }\)
c. \(\mathrm{Na}, \mathrm{NH}_{3}\)
d. \(\mathrm{CH}_{3} \mathrm{CO}_{3} \mathrm{H}\)
e. \(\text { [1] } \mathrm{CH}_{3} \mathrm{CO}_{3} \mathrm{H} \text {; [2] } \mathrm{H}_{2} \mathrm{O}, \mathrm{HO}^{-}\)
f. \(\text { [1] } \mathrm{OsO}_{4}+\mathrm{NMO} ; \text { [2] } \mathrm{NaHSO}_{3}, \mathrm{H}_{2} \mathrm{O}\)
g. \(\text { [1] } \mathrm{OsO}_{4}+\mathrm{NMO} ;[2] \mathrm{NaHSO}_{3}, \mathrm{H}_{2} \mathrm{O}\)
h. \(\text { [1] } \mathrm{LiAlH}_{4} \text {; [2] } \mathrm{H}_{2} \mathrm{O}\)
i. \(\text { [1] } \mathrm{O}_{3} \text {; [2] } \mathrm{CH}_{3} \mathrm{SCH}_{3}\)
j. \(\left(\mathrm{CH}_{3}\right)_{3} \mathrm{COOH} \text {, Ti }\left[\mathrm{OCH}\left(\mathrm{CH}_{3}\right)_{2}\right]_{4},(-)-\mathrm{DET}\)
k. \(\text { mCPBA }\)
l. \(\text { Product in (k); then [1] } \mathrm{LiAlH}_{4} ; \text { [2] } \mathrm{H}_{2} \mathrm{O}\)
ANSWER:Step 1 of 13
We need to draw the organic product formed when cyclopentene reacts with each of the given compounds.
Cyclopentene