Dithiols ethanedithiol

Thioketals are prepared efficiently from dithiols, but not from monothiols. However, 6-ketones do not react with ethanedithiol/boron trifluoride in the presence of a diluent such as acetic acid. 

Thioketals are readily prepared by treating the corresponding ketone with ethanedithiol and propane-1,3-dithiol. The 12-ketone fails to react with monothiols such as ethanethiol or thiophenol or with the bulkier 1-phenylethane-1,2-dithiol or tetralin-2,3-di thiol. The A Ei2-ketone... 

Only one zirconium thiolate coordination compound is known the blue Zr(SPh)4 has been prepared by reaction of ZrCl4 with Al(SPh)3(Et20).470 The dithiolates Zr(SCH2CH2S)-(OCHMe2)2 and Zr(SCH2CH2S)2 have been obtained as white solids from the reaction of stoichiometric amounts of Zr(OCHMe2)4-HOCHMe2 and ethanedithiol in benzene at reflux.471... 

The nickel(II) complexes with bidentate dithiols, starting from those with 1,2-ethanedithiol, are well documented but they still remain far less numerous than those with 1,2-dithiolenes (Section 50.5.6.5.i). In Table 88 selected nickel(II) complexes with some dithiols and related ligands are reported together with synthetic and structural properties. 

The polysulfide then reacts by a condensation polymerization with the difunctional and trifunctional chloro compounds. It is also possible to react cyclic S8 with a mercaptan-capped molecule or dithiol in a condensation reaction in the presence of a basic catalyst. An example is the reaction with ethanedithiol (reaction (10)) 56... 

Trivalent arsenic forms strong bonds with sulfur, and thiols are therefore used for derivatizing both lewisite and CVAA, forming the same derivative (19). Lewisite reacts with mono and dithiols the reaction with dithiols occurring rapidly at ambient temperature. In a competitive environment, lewisite reacts almost exclusively with dithiols rather than monothiols (35). Three dithiols, 1,2-ethanedithiol, 1,3-propanedithiol and 2,3-dimercaptopropan-l-ol (British Anti-Lewisite, BAL) have been used for biomedical sample analysis of CVAA to form cyclic derivatives (14a, b) and (15). Unlike derivatiza-tion of TDG, CVAA can be derivatized direcdy in an aqueous solution. 2,3-Dimercaptotoluene, which has been used extensively for environmental analysis (19), does not appear to have been used. 

Gas-phase study G. Schultz, I. Hargittai, Electron diffraction investigation of ethane-1,2-dithiol. Acta Chim. Hung. 1973, 75, 381-388 solid-state study M. Hayashi, Y. Shiro, T. Oshima, and H. Murata, The Vibrational Assignment, Rotational Isomerism and Force Constants of 1,2-Ethanedithiol. Bull. Chem. Soc. Japan 1965, 38, 1734-1740. 

Dioctyl-18S6 (as by-product of 2-octyl-9S3) 2,6,ll,15-Tetraketo-18S6 l-Octyl-3-thiapentane-1,5-dithiol + 1.2- dichloroethane Thiodiglycolyl dichloride + 1.2- ethanedithiol... 

Hydrogenolysis of the C-S bond can be achieved both by dissolving metal systems (sodium in liquid ammonia) or by catalytic methods, particularly with a finely divided reactive form of nickel known as Raney nickel. When the latter is combined with dithioacetal formation, using either ethanedithiol or propane-1,3-dithiol, the result is a mild method for reducing a carbonyl group to a methylene group. 

Indium(III) complexes of dianionic sulfur ligands are mostly those derived from toluene-3,4-dithiolate (TDT ), l,2-dicyanoethylene-l,2-dithiolate (MNT ), 1,2-ethanedithiol (EDT ), or l,l-dicyanoethylene-2,2-dithiolate (i-MNT ). Various adducts (e.g., four-coordinate [In(MNT)2], five-coordinate [XIn( -MNT)2] (X = C1, Br, or I), or six-coordinate [In( -MNT)3] ) have been reported. " ... 

Ketones (see also Carbonyl compounds) N,N-Dimethylglycinehydrazide hydrochloride. Ethanedithiol. Girard s reagent. 5-lodo-2,4-dinitrophenylhydrazine. Lithium dimethylamino-sulfonylmethide. 8-Mercaptoethanol. Propane-1,3-dithiol. Propane-1,3-dithiol di-p-toluene-sulfonate. 

Steiner141 has also prepared heterocyclic derivatives in which a seven- or eight-membered ring is fused to the 3,4-position of the 1,2-benzothiazine molecule. Thus, reaction of ester 199 with 1,2-ethanedithiol, 1,3-propane-dithiol, or ethanolamine gave 215,216, or 217, respectively. Similarly reaction of 199 with 2-mercaptophenol, 1,2-benzenedithiol, or o-aminophenol gave... 

Condensation of ethane-12-dithiol [1, 1220, before references]. Coffen13 states that trifluoroacetic acid is an excellent reagent for the condensation of ketones with ethanedithiol to form ethylenethioketals. He found, however, that in the absence of a carbonyl compound the acid condenses with ethanedithiol to produce in high yield the crystalline orthothiol ester formulated. 

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