. The molecular rearrangement of carbon compounds. —CH Br 2 2 Tertiary pentamethylenediamine bases are also formed in smallamoiuits if secondary aromatic amines are present. Ortho substitu-ted secondary amines, on the other hand, yield large amounts ofthese bases. Both aliphatic and aromatic tertiary amines form di-ammoniura bromides: Br(CH2)gBr -\-2R^ll —^ MRgBr(GHg) gHB^ 1890 Hinsberg^^ devised a method, based upon the ob-servations of Schotten^^ and also of Baumann and his students^^which may be used for both the separation and determination ofamines. If a quarternary amine is also pre
. The molecular rearrangement of carbon compounds. —CH Br 2 2 Tertiary pentamethylenediamine bases are also formed in smallamoiuits if secondary aromatic amines are present. Ortho substitu-ted secondary amines, on the other hand, yield large amounts ofthese bases. Both aliphatic and aromatic tertiary amines form di-ammoniura bromides: Br(CH2)gBr -\-2R^ll —^ MRgBr(GHg) gHB^ 1890 Hinsberg^^ devised a method, based upon the ob-servations of Schotten^^ and also of Baumann and his students^^which may be used for both the separation and determination ofamines. If a quarternary amine is also present the primary, sec-ondary, and tertiary amines may be separated from it by ether ex-traction or by steam distillation if volatile. The mixture of thethree amines is then treated with benzenesulphonyl chloride inalkaline solution, whereby there is formed the sulphonyl deriva-tive of the primary amine, the potassium salt of this primary de-rivative, and the sulphonyl derivative of the secondary amine ac-cording to the following equations: 51. The tertiary amine is not attacked and may be extractedwith ether or removed by steam distillation. Ether extractionalso removes the sulphonyl derivative of the secondary ether solution is now treated with hydrochloric acid v/hichforms the ether insoluble hydrochloride of the tertiary aminewhich may be easily separated from the unattacked secondary deriv-ative. The sulphonyl derivative of the primary amine may be ob-tained by treating the original aqueous solution with hydrochlor- 99 ic acid and extracting with ether. Some years later Soloninainvestigated the action of benzenesulphonyl chloride on a numberof aliphatic and aromatic primary amines, and found that disulph-onyl derivatives of the type R-II-(SOgCgHgjg are formed when anexcess of reagent is used. The derivatives of this type are in-soluble in alkali, and Solonina concludes that Hinsbergs method,which depends upon the different solubilities of these reactionproduct
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