A Synthesis of 5,5-Dimethylbicyclo[2.1.1]hexane-1-carboxaldehyde 1
โ Scribed by Ebisu, Kikuye; Batty, Leoniece B.; Higaki, Jane M.; Larson, H. O.
- Book ID
- 126836343
- Publisher
- American Chemical Society
- Year
- 1966
- Tongue
- English
- Weight
- 521 KB
- Volume
- 88
- Category
- Article
- ISSN
- 0002-7863
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๐ SIMILAR VOLUMES
The thermal isomerization of the title compounds was studied in the vapor phase. Over the temperature range from 445.1 to 477.5"K7 1,4-dimethylbicyclo[2.2.O]hexane underwent a homogeneous unimolecular reaction to 2,5-dimethyl-175-hexadiene, the rate constants being represented by the equation: k =
Despite their structural similarity to the carbon analogues, strained sulfur-bridged polycyclics have been much less studied. And except episulfide, the smallest member of the sulfur-bridged bicyclics ever reported was 2-or 7-thiabicyclo[2.2.1]heptane.
## A brief synthesis of endo-2-bromo-5-thiabicyclo [2.1 .I]hexane (9) has been developed involving conversion of 3-cyclopentenol (6) to 3-thioacetoxycyclopentene (7), bromination of this giving trans-l,2-di- bromo-4-thioacetoxycyclopentane (8), and treatment of the latter with base. Compound 9 is