Methylthio methane

Thermal Stability. Dimethyl sulfoxide decomposes slowly at 189°C to a mixture of products that includes methanethiol, formaldehyde, water, bis(methylthio)methane, dimethyl disulfide, dimethyl sulfone, and dimethyl sulfide. The decomposition is accelerated by acids, glycols, or amides (30). This product mixture suggests a sequence in which DMSO initially undergoes a Pummerer reaction to give (methylthio)methano1, which is labile and reacts according to equations 1—3. Disproportionation (eq. 4) also occurs to a small extent ... 

When DMSO is mixed with concentrated hydrochloric acid, protonated DMSO is in equiUbtium with the chlorodimethylsiilfonium ion. Pummerer reactions and subsequent reaction of the initial products give a complex mixture of products including formaldehyde, bis(methylthio)methane, methanethiol, dimethyl disulfide, dimethyl sulfide, and others. 

Multidentate thioethers are readily introduced into the coordination sphere of low-valent cobalt. As an example, the tridentate thioethers 1,3,5-trithiacyclohexane and tris(methylthio)methane both replace three facially arranged carbonyl ligands in Co3(CO)9(/i-CPh), leaving the cluster otherwise intact.169... 

Chloro(methylthio)carbene is generated from dichloro(methylthio)methane... 

The anions of alkyl alkylthiomethyl sulfoxides have found broader application. Alkylation of the x-carbanion of methylsulfinyl(methylthio)methane with various haloalkanes and subsequent hydrolysis give aldehydes68. The use of ethylsulfinyl(ethylthio)methane leads to improved yields of alkylation products (>95%) 69. 

To a solution of tris(methylthio)methane (770 mg, 5 mmol) in THF/HMPA (12 ml, 5 1), cooled to -70°C under an atmosphere of nitrogen was added a 1.6 M solution of n-BuLi (3.1 ml, 5 mmol) in hexane. This yellow solution was stirred for 15 min. (/ )-(—)-2-(Benzyloxymethyl)oxirane (760 ml, 5 mmol) was added via a syringe, and the reaction flask was transferred to a dry ice/acetonitrile bath (-45°C). After 30 min the reaction was poured into HzO and extracted with ethyl acetate. The organic phase was washed with H20, dried (MgS04) filtered and concentrated under reduced pressure. Silica gel chromatography (CH2C12) as the eluent) afforded the orthothiocarboxylate as a colourless oil (1.46 g, 4.59 mmol, 92%). 

The polymerization of spiroorthocarbonate 255 and spirotetrathioorthocarbonate 256 has previously been studied. The synthesis of spirotetrathioorthocarbonate 258 was performed by acid-catalyzed transesterification of tetra fr-(methylthio)methane with o-xylenedithiol <1997MM6721> (Scheme 78). 

Chlor-1-methyl-propan- -dichlorid XII/1, 401 2-Chlor-2-methyl-propan- -dichlorid E2, 327 Chlor-methylthio-methan- -dimethylester E2, 368 2-Chlor-4-nitro-benzol- XII/1, 369... 

C5H11N02 butyl carbamate 592-35-8 23.46 0.9308 2 5939 C5H12S4 tetrakis(methylthio)methane 6156-25-8 25.00 1.1807 2... 

Irradiation of the lipid (fet soluble) phase of a meat extract does not produce the characteristic off-odor while irradiation of the aqueous (water soluble) portion of die meat extract results in a typical irradiation odor (20). 3) Irradiation of sulfur-containing amino acids or polypeptides produced a similar off-odor as the irradiation odor (21). 4) The amount of VSCs increased with radiation dose while volatiles from lipids were not always correlated with radiation dose (19). Several earlier researchers suggested that hydrogen sulfide (H2S) and methanethiol (MT) were important for the development of the off-odor (12, 20, 22). Patterson and Stevenson (23), using GC-olfactory analysis, showed that dimethyl trisulfide (DMTS) was the most potent off-odor compound in irradiated raw chicken meats followed by cis-3- and trans-6-nonenals, oct-l-en-3-one and bis(methylthio-)methane. Aim and his colleagues have published extensively on irradiation-induced volatile compounds in raw meats (11). They have identified MT, dimethyl sulfide (DMS), dimethyl disulfide (DMDS) and DMTS in different types of irradiated raw meats using GC-FID and GC-MS. 

Formyl-arene allgemeine Herstellungsvorschrift78 0,03 mol Aren und 0,06 mol Dichlor-methylthio-methan in... 

Scheme (19). Reagents (a) tris(methylthio)methane, BuLi, (b) CIC02Me, (c) TBAF,...

Dichlor-methylthio-methan typische Arbcitsvorschrift Zu 53 g (0,86 mol) Dimethylsulfan gibt man unter Riihren und FeuchtigkeitsausschluB bei 0-5° innerhalb 1,5 Stdn. 224 g (1,88 mol) Thionylchlorid. Inner-halb 4 Stdn. steigert man die Temp, auf 95° und setzt um, bis die Gasentwieklung zu Ende ist. Man dekantiert vom Schwefel und rektifiziert Ausbeute 86,4g (77%) Sdp. 75,9-76,8°/100Torr (13,3kPa). 

Reaction of Lithiated Bis(methylthio)methane with Alkyl Halides... 

The synthesis of the spiro compound is based on the Organic Syntheses procedure in Ref. [1]. The modifications introduced by us concern mainly reaction temperatures and times. Cyclobutanone dimethylthioacetal can be prepared similarly with excellent results starting from bis(methylthio)methane [2],... 

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