Photochemical Cycloaddition ([2+2])
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2 CH2=CH2 → Cyclobutane
अवलोकन
UV light promotes one alkene to its excited state, allowing a symmetry-forbidden [2+2] cycloaddition that cannot occur thermally according to the Woodward–Hoffmann rules. The product is a cyclobutane ring. This is a textbook example of how photochemistry enables reactions impossible by thermal pathways.
प्रतिभागी
| भूमिका | पदार्थ | गुणांक | अवस्था |
|---|---|---|---|
| अभिकारक | Ethylene C₂H₄ | 2 | (g) |
रोजमर्रा का उदाहरण
UV-induced [2+2] cycloaddition between adjacent thymine bases in DNA creates cyclobutane pyrimidine dimers, the main cause of sunburn.
औद्योगिक महत्व
[2+2] photocycloaddition is used in organic synthesis to construct strained ring systems and in the synthesis of natural products and pharmaceuticals.
गुण
- प्रकार
- Photochemical
- प्रतिवर्ती
- नहीं
- ऊर्जा
- ऊष्माक्षेपी
- ΔH
- -109.0 kJ/mol