Question:medium
Reaction that yields P as the major product is
Reaction that yields P as the major product is
Show Hint
Cyclopentadiene gives norbornene derivatives by Diels-Alder reactionNitroalkenes can act as dienophiles, and the nitro group can be converted into a carbonyl group using TiCl$_3$/H$_2$O
Updated On: Jun 1, 2026
- A
- B
- C
- D
Show Solution
The Correct Option is A
Solution and Explanation
Step 1: Recognise the skeleton.
Product P has a bridged bicyclic frame typical of a Diels-Alder adduct of cyclopentadiene.
Step 2: Choose the dienophile.
A nitro substituted alkene is electron poor and adds smoothly to cyclopentadiene.
Step 3: Reveal the carbonyl.
Treating the adduct with titanium trichloride and water turns the nitro group into the ketone seen in P.
Step 4: Answer.
\[ \boxed{\text{A}} \]
Product P has a bridged bicyclic frame typical of a Diels-Alder adduct of cyclopentadiene.
Step 2: Choose the dienophile.
A nitro substituted alkene is electron poor and adds smoothly to cyclopentadiene.
Step 3: Reveal the carbonyl.
Treating the adduct with titanium trichloride and water turns the nitro group into the ketone seen in P.
Step 4: Answer.
\[ \boxed{\text{A}} \]
Was this answer helpful?
0