Rubeanic acid Dithiooxamide

In addition to stabilizing organic products by reaction with metal-exchanged clays, as indicated above, aluminosilicate minerals may enable the preparation of metal organic complexes that cannot be formed in solution. Thus a complex of Cu(II) with rubeanic acid (dithiooxamide) could be prepared by soaking Cu montmorillonite in an acetone solution of rubeanic acid (93). The intercalated complex was monomeric, aligned with Its molecular plane parallel to the interlamellar surfaces, and had a metal ligand ratio of 1 2 despite the tetradentate nature of the rubeanic acid. 

This type of designation is particularly useful when, as in the instance above, there are several possible atoms of the same element through which coordination may occur, but coordination actually occurs through only a part of them. In case the point of attachment is not definitely established, it may be desirable to express its uncertainty by the use of a question mark. The metal derivatives of dithizone (diphenyl thiocarbazone) and of rubeanic acid (dithiooxamide) are instances where the structures are uncertain. 

The yellow alcoholic solution of rubeanic acid (I) gives a dark green, nearly black precipitate of copper rubeanate (III) from ammoniacal or weakly acid solutions of copper salts. The rubeanic acid (dithiooxamide) reacts in its tautomeric di-imido form (II) (compare test for cobalt, page 199) ... 

Dithiooxamide (rubeanic acid) [79-40-3] M 120.2, m >300 . Crystd from EtOH and sublimed in a vacuum. 

Roseocobalt — see Cobalt, aquapentaammine-Roseopentaammine —see Aquapentaammine Roussin s black, 4, 1191 Roussin s red, 4, 1191 Roussin s salts, 4,240, 1243 Rubber vulcanization zinc complexes in, 5, 998 Rubeanic acid — see Dithiooxamid Rubidium complexes... 

Readily accessible aryliminodithiazoles 56 can be converted by LiAlH4 reduction into the rearranged A-aryl-dithiooxamides 112 (Equation 24) <1999S1345>. Although the yields are moderate (35—42%), this reaction provides a convenient two-step synthesis of unsymmetrical rubeanic acid derivatives from arylamines. 

Dithiooxamide Dithioxamide EINECS 201-203-9 Ethanedithioamide HSDB 5230 Hydrorubeanic acid NSC 1893 Oxaldiimidic acid, dithio- Oxalic acid, dithiono-, diamide Oxamkfe, dithio- Rubean Rubeane Rubeanic acid RVK USAF B-43 USAF EK-4394 USAF MK-6. The amide of dithiooxalic aoid, a chelating agent, especially for copper, cobalt and nickel. Also used to stabilize ascorbic acid solutions. Red crystals mp = 170 (dec) X.m = 312 nm (s = 10300 MeOH) slightly soluble in H2O, EtOH, insoluble in organic solvents. 

Roseocobalt — see Cobalt, aquapentaammine-Roseopentaammine —see Aquapentaammine Rubeanic acid—see Dithiooxamid Ruthenium... 

Method 1. Polymerization of Bis(thiooxamides) with Metal Salts Dithiooxamide, or rubeanic acid as it is commonly referred to in the literature, has been widely used for the quantitative analysis of metals. In particular, copper, nickel, and cobalt form complexes that can be analyzed gravimetrically... 

A structure containing four-membered chelate rings [7] was first proposed for these polymers 15), but was soon discarded by subsequent workers 11, 22) who favored the five-ring structure [8]. The most recent work on the structure of copper rubeanate indicates that it possesses a three-dimensional structure 16, 30). A solid-solid reaction between dithiooxamide and copper(II) bis(8-hydroxyquinolinate) yielded a product that was fractionated into several different crystalline fractions. A detailed study of the infrared, magnetic and electrical properties of these products supported structures [11] and [12], They differ in that [11] has copper atoms in both directions, whereas, the copper atoms of [12] are all in one plane. The reaction of copper with rubeanic acid has been patented as the basis of a photocopying process 13). 

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