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9,10 Dihydroanthracene

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Appearance  white solid
9,10-Dihydroanthracene wwwsigmaaldrichcomcontentdamsigmaaldrichstr

Synthesis of 9 10 dihydroanthracene 9 10 succinic anhydride


9,10-Dihydroanthracene is an organic compound that is derived from the polycyclic aromatic hydrocarbon anthracene. Several isomers of dihydroanthracene are known, but the 9,10 derivative is most common. It is a colourless solid that is used as a carrier of H2 in various chemical reactions.

Contents

Preparation

Because the aromaticity is not compromised for the flanking rings, anthracene is susceptible to hydrogenation at the 9- and 10- positions. It is produced in the laboratory by dissolving metal reduction using sodium/ethanol under Bouveault–Blanc reduction. The reduction can be effected by magnesium as well. Finally, it can also be prepared by the coupling of benzyl chloride using aluminium chloride as a catalyst.

The bond dissociation energy for the 9- and 10-C-H bonds are estimated at 78 kcal/mol. Thus these bonds are about 20% weaker than typical C-H bonds.

References

9,10-Dihydroanthracene Wikipedia


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