Chemistry
Chemistry
10th Edition
ISBN: 9781305957404
Author: Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher: Cengage Learning
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What is the mechanism?

This image depicts a photochemical reaction, specifically the photoinduced alpha-cleavage (also known as the Norrish Type I reaction) of a carbonyl compound.

**Reactant:**
- The left side shows a cyclic ketone. The structure is a six-membered ring with a carbonyl group (C=O) and two methyl groups (CH₃) attached to the third and sixth carbon atoms.

**Reaction Conditions:**
- The reaction is initiated by light (represented by "hν"), indicating the photochemical nature of the process.

**Products:**
- Two products are formed:
  1. The first product is a five-membered ring (cyclopentanone) with a carbonyl group and a vinyl group (CH=CH₂) attached. It also contains a methyl group attached to the second carbon.
  2. The second product is another cyclopentenone with a carbonyl group and a vinyl group, but with one methyl group attached to the third carbon.

This type of reaction often involves the homolytic cleavage of the bond adjacent to the carbonyl group upon absorption of light, resulting in the generation of radicals and subsequent rearrangement.
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Transcribed Image Text:This image depicts a photochemical reaction, specifically the photoinduced alpha-cleavage (also known as the Norrish Type I reaction) of a carbonyl compound. **Reactant:** - The left side shows a cyclic ketone. The structure is a six-membered ring with a carbonyl group (C=O) and two methyl groups (CH₃) attached to the third and sixth carbon atoms. **Reaction Conditions:** - The reaction is initiated by light (represented by "hν"), indicating the photochemical nature of the process. **Products:** - Two products are formed: 1. The first product is a five-membered ring (cyclopentanone) with a carbonyl group and a vinyl group (CH=CH₂) attached. It also contains a methyl group attached to the second carbon. 2. The second product is another cyclopentenone with a carbonyl group and a vinyl group, but with one methyl group attached to the third carbon. This type of reaction often involves the homolytic cleavage of the bond adjacent to the carbonyl group upon absorption of light, resulting in the generation of radicals and subsequent rearrangement.
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