Bicyclic analogues of cyclohexane-1,4-dione. I. Bicyclo[3•2•2]nonan-6,8-dione
✍ Scribed by Wood, Gordon; Woo, E. P.
- Book ID
- 120051816
- Publisher
- NRC Research Press
- Year
- 1968
- Tongue
- French
- Weight
- 265 KB
- Volume
- 46
- Category
- Article
- ISSN
- 0008-4042
- DOI
- 10.1139/v68-614
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The biotransformation of (^)-bicyclo [3.3.1]nonane-2,6-dione by Aspergillus niger and Glomerella cingulata was investigated. The diketone was reduced to the ketoalcohol 2-endo-hydroxy-bicyclo[3.3.1]nonane-6-one and the diol endo,endo-bicyclo[3.3.1]nonane-2,6-diol respectively. Endo,endobicyclo[3.3.1
3-Azabicyclo[3.3.1]nonane-2,4-dione (cyclohexane-1,3-dicarboximide, C 8 H 11 NO 2 ) forms a 1:1 solvate with acetic acid (C 2 H 4 O 2 ). The crystal structure comprises hydrogen-bonded chains containing alternating cyclohexane-1,3-dicarboximide and acetic acid molecules.
A polycrystalline sample of a new polymorph of the title compound, C~8~H~11~NO~2~, was produced during a variable-temperature X-ray powder diffraction study. The crystal structure was solved at 1.67 Å resolution by simulated annealing from laboratory powder data collected at 250 K. Subsequent Rietve