Tert-butyl disulfide

Sulfide Samples. The tert-butyl sulfide and the tert-butyl disulfide used in these experiments were obtained from the Aldrich Chemical Co. The purity of the monosulfide (MW 146.30) was in excess of 97%. The technical grade disulfide (MW 178.36) was 38% pure and contained 62% tertiary butyl trisulfide. 

From a practical viewpoint the recently discovered vanadium-based and iron-based asymmetric sulfoxidation with hydrogen peroxide is worth mentioning [305, 306]. For vanadium, in principle as little as 0.01 mol% of catalyst can be employed (Fig. 4.111). With tridentate Schiff-bases as ligands, formed from readily available salicylaldehydes and (S)-tert-leucinol, ees of 59-70% were obtained for thioanisole [305], 85% ee for 2-phenyl-l,3-dithiane [305] and 82-91% ee for tert-butyl disulfide [307]. For iron, similar results were obtained using 4 mol% of an iron catalyst, synthesized in situ from Fe(acac)3 and the same type of Schiff base ligands as in Fig. 4.111 (see Ref. [306] for details). 

C8H180 tert-butyl isobutyl ether 33021-02-2 439.93 38.143 2 15615 C8H18S2 di-tert-butyl disulfide 110-06-5 513.34 45.167 2... 

Fe(acac)3-(C4H9)2S2-H2, Fe(acac)3-H2S- h2 TBDS tert-butyl disulfide... 

The N tert butanesulfinyl chiral auxiliary 32 has become the reagent of choice for the preparation of a branched amines due to its excellent level of diastereocontrol and the fact that the steric hindrance caused by the tert butyl group aids in the minimization of side reactions [32d]. The preparation of this chiral auxiliary in enantiomerically pure form is easily achieved in two steps and 65% overall yield starting from di tert butyl disulfide (Scheme 1.15) [55]. The nucleophilic addition of... 

Somewhat different approach to the synthesis of orf/jo-substituted biaryls was reported by Julia and coworkers [48]. They found that tert-butylsulfonyl group can be replaced by aryl-carbanions originated from Grignard reagents in Ni(acac)2-catalysed process with formation of biaryls in moderate to high yields. Aryl-tert-butylsulfones are readily obtained by quenching the aryllithiums with di-tert-butyl disulfide, followed... 

N NaOH added at 0-5 during 15 min. to a soln. of / r/-butylmercaptan and thiophosgene in benzene with stirring, which is continued 2 hrs. dichloromethyl tert-butyl disulfide. Y 90%. Also with AICI3 or CF3COOH, f. e. and formation of dithiochloroformic acid esters, C1C(S)SR, s. N. H. Nilsson, Soc. Perkin I 1974, 1308. 

Phot, of di(tert-butyl) disulfide in the presence of thiobenzoyltriphenyl-silane... 

Cogan, D., Liu, G., Kim, K., etal. (1998). Catalytic Asymmetric Oxidation of Tert-Butyl Disulfide. Synthesis of Tert-Butanesulfinaniides, Tert-Butyl Sulfoxides, and Tert-Butanesulfinimines, J. Am. Chem. Soc., 120, pp. 8011-8019. 

Cu2-xS nanoparticles with different shapes were synthesised from the reaction of copper chloride with di-tert-butyl disulfide in oleylamine at 200 °C under argon flow. The yellowish transparent solution of copper chloride was heated to 200 °C for an 1 hour to remove oxygen, water or other low-boiling point impurities. The temperature was reduced to 180 °C and di-tert-butyl disulfide was injected through a septum. The mixture was maintained at this reaction temperature for up to 1 hour to allow the nanoparticles growth. Finally, the flask was rapidly cooled down to room temperature. The growth of particles was monitored over time. 

Cogan DA, Liu GC, Kim KJ et al (1998) Catalytic asymmetric oxidation of tert-butyl disulfide. S5mthesis of tert-butanesulfinamides, tert-butyl sulfoxides, and tert-butanesulfinimines. J Am Chem Soc 120 8011-8019... 

---