Tert-Butyl sulfide

Cys(SBu-f)Gly [Reductive Deprotection of Boc and tert-Butyl Ester Groups in the Presence of a tert -Butyl Sulfide].307 Boc Cys(SBu-t)Gly OBu-t (1 mmol) was stirred with TFA (13 mmol), CH2C12 (32 mmol), and Et3SiH (2.5 mmol) at room temperature for 1.5 hours. After solvent removal, the residue was triturated with Et20 and the precipitated product was removed by filtration, washed with Et20, and dried 100%. 

Cys(Sbu-t)Gly, reductive deprotection of Boc and fert-butyl ester groups with tert-butyl sulfide, 128... 

The solid state structures of methylzinc fert-butyl sulfide , methylzinc isopropyl sulfide and ethylzinc ethyl sulfide have been determined. All are aggregated clusters. Methylzinc tert-butyl sulfide is a pentamer (MeZnSBu-t)5 in which four of the sulfide groups are /r -bonded to four zinc atoms and one sulfide is /r -bonded between two zinc atoms (Figure 108). Consequently, four of the zinc atoms have a distorted tetrahedral geometry while the remaining zinc atom is trigonal planar. 

AS33 C10H14S phenyl tert-butyl sulfide CeH=SC(CH3)3 DMF PY Bu4NI 0.15 - 25 DME Ag/AgCl 12A0 EC=1.6fcfc,t= 0.269... 

Phenyl tert-butyl sulfide, AS33 Phenyl butyl sulfoxide, AS28 Phenyldiazonium tetrafluoro-borate, AG15... 

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. 

This study indicates that the sulfur of our sulfide samples was susceptible to bacterial attack in two of the three cases. The aliphatic sulfides could be ranked in the order of their ease of oxidation as di-ferf-butyl polysulfide > di-fert-butyl disulfide > di-tert-butyl sulfide. 

Nitro-substituted phenyl halides produce radical anions that fragment with a rather low rate (=10 2-102/s) [28]. For this reason the nitro group is not a suitable substituent for most aromatic SrnI reactions. However, exceptions are found with o-iodonitrobenzene [29] whose radical anion has a relatively high rate of fragmentation, and nitroaryldiazo phenyl or tert-butyl sulfides [30]. 

Contrary to DCT, reaction of CBT with diphenyl sulfide is not smooth. Benzyl chloride, dibenzyl disulfide, and some unidentified products were obtained. In the case of di-tert-butyl sulfide the formation of oxidation products was not observed [69JCS(CC)365]. 

As anticipated, by analogy with the chemistry of Barton esters, the same mixed oxalate esters can be used to prepare tertiary alkyl chlorides, simply by refluxing in carbon tetrachloride [47], and also for the creation of quaternary carbon centers through selection of either a Michael acceptor [46] or 2-(carboethoxy) allyl tert-butyl sulfide [46] as the radicophile. 

Figure 9 shows the results of the final polymerization of methyl methacrylate at 120 C initiated with AIBN in the presence of different thioethers as chain transfer agents. While the low molecular weight thioether (di-tert-butyl sulfide) reduces the final conversion by about 2% as compared with the thioether free system, 2-ethyl mercaptoethyl methacrylate which copolymerizes with methyl methacrylate has only a moderate effect ( 0.5%). Influences of these thioethers on the initial course of the polymerization were not observed, at least not at the concentrations used in this work. 

Figure 9. The final conversion in MMA pol3nn-erization with 0.1% AIBN at 120 C. Influence of thioethers = Di-tert-butyl sulfide, 0.2% o = 2-Ethyl mercaptoethyl methacrylate ------------- ...

Obtained by irradiation of a (Z)-(3-benzoylphenyl)azo tert-butyl sulfide and p-cresol mixture in the presence of potassium tert-butoxide in dimethyl sulfoxide for 3.5 h (53%) [1403]. 

Sulfur-Containing Substrates. HOF-MeCN is able to transfer its oxygen atom to sulfides and form sulfones at room temperature, usually in nearly quantitative yields with reaction times of seconds or minutes. Unhindered (such as dibutyl-) or very hindered (di-tert-butyl-) sulfides behave alike and produce the corresponding sulfones. Sulfones are easily also obtained from sulfoxides. When a low temperature (—78 °C) is maintained, and methanol is added, the oxidation of sulfides could be stopped at the sulfoxide stage as demonstrated for dibenzylsulfide, but in general the reaction favors the formation of sulfones (eqs 19 and 20). 

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