Thallous selenide

Reaction of Thallous Selenide and Bis(organoseleno)mercury with Acid Chlorides... 

The reaction involving dichlorocarbene also provides a wide range of epoxides, " including terminal. a.a- and a,p-dialkyl-substituted and tiialkyl-substituted compounds, from a large variety of 3-hy-drcxyalkyl methyl and phenyl selenides (Scheme 162, d). The thallous ethoxide reaction, although it takes place more slowly (especially with phenylseleno derivatives) than under phase transfer catalysis condirions, " has to be in several instances preferred since it avoids the concomitant formation of... 

In 1980, Detty and co-worker revealed the synthesis of selenol esters by the reaction of thallous phenyl selenide with aroyl and acyl halides (Eq. 35) [70]. 

Thallous phenyl selenide is prepared by the dropwise addition of thallous ethoxide to a solution of benzeneselenol in hexanes-Et20, and is obtained as an orange solid in quantitative yields. Acyl and aroyl halides react readily with thallous phenyl selenide to give the corresponding selenol esters in >97% isolated yields. 

Elemental red selenium, like sulfur, when dissolved in organic liquids, reacts with thallous sulfide paper (see page 433). An addition compound is formed which is resistant to dilute acids and hydrogen peroxide. Since it is black, it cannot be seen on the black thallous sulfide paper, in contrast to the analogous red-brown compound formed by considerable quantities of sulfur. However, the unaltered thallous sulfide can be dissolved away by bathing the paper in dilute acid or hydrogen peroxide solution, and the spot at which the drop of selenium solution was applied then shows up as a dark brown to black fleck. The latter consists of the selenide-sulfur complex, or of thallous sulfide, protected from the action of the solvents by a coating of the complex. 

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