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.

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    The group — CH = CH —CH:i changes to — CHOH —CHOH — CH, and mercurous acetate precipitates. In 1904 Pfeiffer and Truskier applied the Grignard reagent to the preparation of organic mercury compounds.42 They prepared mercury diphenyl from phenyl magnesium bromide and mercuric chloride ac- cording to the equation, 2CgH5 - Mg - Br + HgCl2 -> C6H5 - Hg - CeH5 + HgBr2 + MgCl2. The next year Peters discovered a new preparation of aromatic mer- cury compounds by heating a sulfinic acid with mercuric chloride.43 C6H5 - S02H + HgCE -> C6H5 - Hg - Cl + S02 + HC1. In 1908 Hantzsch and Auld published a study of the mercury deriva- tives of nitro phenols.44 This work gave some interesting results bear- ing upon the relation between quinoid structure and color. Tafel discovered a new method for making certain mercury dialkyls during some experiments on the reduction of ketones in acid solution with a mercury cathode. The reduction of acetone and methyl ethyl ketone gives mercury di-isopropyl and mercury di-secondary-butyl.45 The formation of the latter substance may be represented as follows: ch3 ch3 ch3 \ \ / 2 C = 0 + Hg + 6(H) —> CH —Hg —CH + 2HX>. / / \ c2h5 c2h5 c2h5 In 1907 Emil Fischer made beta-mercury dipropionic acid by ap- plying Frankland’s sodium amalgam reaction to beta-iodopropionic ester.46 He was unable to obtain mercury derivatives from alpha halogen esters. Hofmann and Kirmreuther found that halogenated acetylenes and ethylenes having only one hydrogen atom can be changed to organic mercury compounds by simple treatment with an alkaline solution of mercuric cyanide.47 Trichloroethylene acts as follows: 2C12C = CHC1 + Hg(CN)2 + 2KOH 2KCN + (C12C = CCl)2Hg. In 1908 Schoeller and Schrauth published the first of their long series of papers covering almost all types of organic mercury com- 42 Ber. 37 (1904), 1125. 43 Ber. 38 (1905), 2567. 44 Ber. 39 (1906), 1105. 45 Ber. 39 (1906), 3626. «Ber. 40 (1907), 386. «Ber. 41 (1908), 314; 42 (1909), 4232.