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Simple synthesis of endo-2-bromo-5-thiabicyclo[2.1.1]hexane

✍ Scribed by Eric Block; Sriram Naganathan

Publisher
John Wiley and Sons
Year
1993
Tongue
English
Weight
379 KB
Volume
4
Category
Article
ISSN
1042-7163

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✦ Synopsis

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 oxidized to its S-oxide 10 and S , S-dioxide 11. Comparative l3C and ' H N M R data are given for 9-11.

πŸ“œ SIMILAR VOLUMES

Synthesis of 5-thiabicyclo[2.1.1]hexane
Synthesis of 5-thiabicyclo[2.1.1]hexane
✍ Iwao Tabushi; Yoshinao Tamaru; Zen-ichi Yoshida πŸ“‚ Article πŸ“… 1970 πŸ› Elsevier Science 🌐 French βš– 143 KB

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.

(Vapour + liquid) equilibria of {1-bromo
(Vapour + liquid) equilibria of {1-bromo-1-chloro-2,2,2-trifluoroethane (halothane) + an oxygenated solvent or hexane}
✍ Dana FenclovΓ‘; Vladimı́r Dohnal πŸ“‚ Article πŸ“… 1993 πŸ› Elsevier Science 🌐 English βš– 242 KB

Isothermal (vapour + liquid) equilibria ( \(p, T, x, y)\) were measured for (1-bromo-1-chloro2,2,2-trifluoroethane (halothane) + propan-2-one or methyl ethanoate or methyl 1,1-dimethylethyl ether or tetrahydrofuran or hexane \(\}\) at \(T=308.15 \mathrm{~K}\) by a dynamic method. Excess molar volume