Organic compounds of mercury / by Frank C. Whitmore.

  • Whitmore, Frank C. (Frank Clifford), 1887-1947.
Date:
1921
Catalogue details

Licence: In copyright

Credit: Organic compounds of mercury / by Frank C. Whitmore. Source: Wellcome Collection.

    340/408 (page 336)
    without melting. It is soluble only in acetic acid from which it crystal- lizes slowly in very fine needles of the diacetate which loses acetic acid very easily. (CHHg). There seems to be some doubt about the na- ture of the original precipitate as it is found to contain only half the theoretical amount of sulfur.5 2, 5-Dichloromercuri thiophene. Is prepared in the usual way from the acetate. It forms a white earthy powder which is insoluble in common solvents. It is not acted upon readily by acids, even by concentrated nitric acid. It gives no action with alkalies. (CHClSHg). It sinters at 265° and decompo- ses at about 275°. The dichloride reacts readily with iodine and water on warming forming di-iodothiophene. M.P. 40° (I). The reaction with bromine is not so smooth as an oily mixture of di-, tri-, and tetra- bromothiophenes is formed. Mercury Compounds of a-Monosubstituted Thiophenes.6 5-Ch loromercuri-2-methyl- thiophene. Is prepared from 2-thiotolene and mercuric chloride and sodium acetate. Most of the product separates in 13 hours. Yield 44%. It crystallizes from alcohol in shining crystals. M.P. 204°, after sinter- ing. (CHClSHg). Warming the chloride with benzoyl chloride gives the corresponding phenyl ketone. 5-Chloromercuri-2-carboxyl-thiophene. Is prepared in the usual way, from thiophene-2-carboxylic acid. On standing about ten days a yellow precipitate forms. Only part of this is soluble in ammonium hydroxide. If the residue is treated with sodium hydroxide it dissolves giving a solution from which dilute hy- drochloric acid precipitates the chloride in a form soluble in ammo- nium hydroxide. It is practically insoluble in water and common solvents. The soluble and insoluble forms give the same analyses for mercury and sulfur. No explanation is known for the existence of these two forms. 5-Chloromercuri-2-phenyl-thiophene. Is prepared in the usual way. After seven days the product is filtered off. The shining leaflets are recrystallized from a large volume 5 Schwalbe, loc. cit. • Steinkopf and Bauernieister, loc. cit. 03. Volhard, loc. cit. 180. Steinkopf, loc. cit. 319.