Reaction of 3,9-Dichloro-2,4,8,10-tetraoxa-3,9-diphosphaspiro[5.5]undecane 3,9-Dioxide with Dimethyl Sulfoxide

Acylation Mechanisms of DMSO/[D6]DMSO with Di‐tert‐butylketene and Its Congeners

“…The occurrence of some [α‐D] 3 mentioned above can be understood through a very slow reaction of DCl (first column of Scheme ) with acid 3 (as formed in step 3), in analogy with the labeling technique reported25,26 for a related system. During storage of the mixture for some weeks at ambient temperature without workup, the sulfoxide 12 vanished slowly, with appearance27 of H 3 CS–SO 2 CH 3 24a,24c. The ester 4 is probably not generated under the reaction conditions shown in Scheme from the intermediates 6 or 8 (in contrast to Scheme ), presumably due to a shortage of bases such as 7 in this HCl‐producing system; this notion gained support in the following way: A sample (5 mg) of pure ester 4 was added to this aged solution and required significantly longer than 4 h at 55 °C for its cleavage by HCl to give 11 (2nd column of Scheme ).…”

vic-Disulfoxides and OS-sulfenyl sulfinates

“…Kice96 has proposed an alternate mechanism, which involves OS-sulfenyl sulfinates, in order to explain the results of the sulfur-35 experiments.92 Since the OSsulfenyl sulfinate is expected to be a potent sulfeny- Care must be exercised when interpreting the 35S results since the sulfinyl radical may undergo disproportionation to some extent to yield sulfenyl and sulfonyl radicals (eq 51; cf. eq 47,48). of 86 under photochemical or thermal conditions might be expected to yield sulfinyl radicals and the oxygencentered radical ArS03*.…”

“…Hydrolysis of Methanesulfinyl Chloride Methanesulfinyl chloride (39) reacts with a limited amount of water (mole ratio 3:1) or deuterium oxide yielding S-methyl methanesulfonothioate (21) and methanesulfonyl chloride (46). 62 large amounts of methanesulfinic acid (47) are formed with greater quantities of water (up to 39:H20 = 0.33), the final products are thiosulfonate 21, methanesulfonyl chloride (46), and methanesulfonic acid (48). As long as the mole ratio of water to 39 does not exceed 4:1, there is methanesulfinyl chloride (39) in the reaction mixture.42,62,63…”

“…The reduction of methanesulfinyl chloride (39) with activated zerovalent zinc under nitrogen in anhydrous ether at -30, -20, and 0 °C was investigated via XH NMR and 13C NMR spectroscopy. The 13C NMR spectra of the -30 °C reaction mixture showed the presence of thiosulfonate 21, 39, methanesulfonyl chloride (46), methanesulfinic acid (47) or its zinc salt (55), methylsulfinyl methyl sulfone (49), and dimethyl sulfide (56) , 69 As shown in Scheme II, methanesulfinyl chloride (39) can react with methanesulfinyl zinc chloride (57) to give dimethyl disulfoxide (50) and/or OS-methyl thioperoxymethanesulfinate (30). Isomerization of 30 or 50 affords thiosulfonate 21 (eq 29).…”

Synthesis of polymeric flame retardants containing phosphorus‐nitrogen‐bromide and their application in acrylonitrile‐butadiene‐styrene

“…grade was purchased from Shanghai Lingfeng Chemical Plant. spirocyclic pentaerythritol bisphosphorate disphosphoryl chloride (SPDPC) was synthesized via the method suggested by Rudi 26. 2‐methoxyl‐4,6‐dichloro‐1,3,5‐triazine (MDCT) was prepared according to the reference 27.…”