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Ch. 28 - Pericyclic Reactions
Bruice - Organic Chemistry 8th Edition
Bruice8th EditionOrganic ChemistryISBN: 9780135213711Non è quello che usi tu?Cambia libro di testo
Capitolo 24, Problema 23d

Draw the product of each of the following reactions:
d.

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Step 1: Analyze the given structure. The molecule is a cyclohexadiene with two deuterium (D) atoms and two hydrogen (H) atoms attached to the cyclohexane ring. The reaction involves exposure to light (hv), indicating a photochemical reaction.
Step 2: Recognize the type of reaction. Photochemical reactions often involve excitation of electrons, leading to rearrangements or bond cleavage. In this case, the reaction likely involves a [1,3]-sigmatropic hydrogen shift or a similar rearrangement.
Step 3: Predict the movement of atoms. Under photochemical conditions, one of the hydrogens or deuteriums may shift positions within the molecule, leading to a new arrangement of substituents on the ring.
Step 4: Consider the stereochemistry. The stereochemistry of the molecule must be preserved or altered based on the mechanism of the reaction. The relative positions of D and H atoms will change depending on the shift.
Step 5: Draw the product structure. The final product will be a rearranged cyclohexadiene with the new positions of D and H atoms. Ensure that the double bonds remain intact and the stereochemistry is accurately represented.

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