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Why are cyclic conjugated dienes most reactive in Diels-Alder reaction? tandem b

ID: 476916 • Letter: W

Question

Why are cyclic conjugated dienes most reactive in Diels-Alder reaction?

tandem bicycles have gears that are never used

the required s-cis geometry is intrinsic to their structure

because they generate 2 rings instead of just 1

1,3-cyclopentadiene’s Diels-Alder reaction is stereospecific

1 points   

tandem bicycles have gears that are never used

the required s-cis geometry is intrinsic to their structure

because they generate 2 rings instead of just 1

1,3-cyclopentadiene’s Diels-Alder reaction is stereospecific

Explanation / Answer

For Diels alder reaction, the geometry of dine is very important. Hence, the diene must be s-cis (sigma-cis) in configuration to get a proper orbital overlap with dienophile. For cyclic conjugated dienes the s-cis configuration is locked and hence reaction is faster. Hence, correct answer:

the required s-cis geometry is intrinsic to their structure

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