Ethyl methyl sulphide

AI3-18786 EINECS 210-868-4 Ethane, (methylthio)- Ethyl methyl sulfide Ethyl methyl sulphide Methyl ethyl sulphide. Unpleasant stench Oder. Used as a leak detecting additive to natural gas. Liquid mp = -105.9" bp = 66.7" n 0.8422 4m = 214 nm (e = 977 isooctane) insoluble in H2O, soluble in Et20, CHCI3, freely soluble in EtOH. 

Ethyl methyl sulphide 72.4 + 1 302.9+4.2 Derived from AfH° 1986PED/NAY... 

Electron Diffraction.—Among completed electron-diffraction studies are ethyl methyl sulphide, chloromethyl methyl sulphide, methyl phenyl sulphide, di-(2-pyridyl) sulphide, sulphones, sulphoxides and sulphones, and trifluoro-methanesulphonyl chloride. A number of precise analyses of gas-phase conformational equilibria have emerged. Methyl ethyl sulphide shows a preference for the gauche conformation rather than for the trans form. ... 

Many applications of Kilpatrick and Pitzer s procedure for calculating thermodynamic properties of molecules with compound rotation have been reported. In all cases possible potential energy cross-terms between rotating tops have been neglected. Contributions from internal rotation of symmetric tops have been calculated using the appropriate tables." These tables have also been used in calculations for the internal rotation of asymmetric tops hindered by a simple -fold cosine potential. 3-Fold potential barriers have been assumed in calculations for the —OH rotations in propanol and 1-methylpropanol, the —SH rotations in propane-1-thiol, butane-2-thiol, 2-methylpropane-l-thiol, and 2-methylbutane-2-thiol, the C—S skeletal rotations in ethyl methyl sulphide, diethyl sulphide, isopropyl methyl sulphide, and t-butyl methyl sulphide, and the C—C skeletal rotations in 2,3-dimethylbutane, and 2-methylpropane-l-thiol. 2-Fold cosine potential barriers have been assumed in calculations in the S—S skeletal rotations in dimethyl disulphide and diethyl disulphide. ... 

Ethyl methyl ethylphosphonothionate (94 X = S) and the 4-methyl-l,3,2-dioxaphosphorinans (95 X = S R = OMe or NMe2) are oxidized with 90% H202 to the phosphoryl analogues with net retention of configuration phosphine sulphides, in contrast, are oxidized with inversion and racemization.64... 

Walden 2 has directed attention to another fact of a similar nature. Methyl sulphide boils at a temperature 60 degrees higher than methyl ether, and ethyl sulphide 56 degrees higher than ethyl ether. Thus... 

Fig. 2. Reactivity of monomers with n-n conjugation (a) with styrene macroradical and (b) with methacrylate macroradical. O, Ethyl vinyl sulphide JV-vinylcarbazole , methyl vinyl sulphide.

The reaction of sulphides with Y-halogenoamines has been exemplified by ethyl Y-chlorocarbamate and Y-bromoacetamide reacting with methyl sulphide to form stable and isolable imines. An unusual modification is the reaction of methyl sulphide with methyl Af-chlorobenzimidate, for which several mechanisms are possible. Tsujihara et used the reaction of aryl methyl sulphides with chloramine-T, one of the oldest preparative reactions, to prepare a large series of iminosulphuranes and to study the mechanism of the reaction. The reaction is second-order, with a... 

Scheme 42). By contrast, the reaction of ) -D-glucopyranose penta-acetate with methyl tributyltin sulphide in the presence of an equimolar amount of tin(iv) chloride afforded the )3-anomer (251) stereospecifically and in high yield. This approach to alkyl 1-thioglycosides was shown to be applicable to furanose derivatives for example, the a- and jS-anomers of ethyl 2,3,5-tri-O-benzoyI-l-thio-D-ribofuranoside were obtained in a ratio of 2 3 when l-0-acetyI-2,3,5-tri-(9-benzoyl- -D-ribofuranose reacted with equivalent amounts of ethyl tributyltin sulphide and tin(iv) chloride at room temperature. 

Arylboronic and arylborinic acids have been produced from the hydrolysis of intermediates in the reactions of aryl-tin and aryl-lead compounds with diborane. The preparation of di[bis(trimethylsilyl)methyl]chloroborane from the reaction of bis(trimethylsilyl)methyl-lithium and boron trichloride has been published. A new reagent for O-ethylboranediylation, ethylbis-(2-isopropyl-6-methyl-4-pyrimidinyloxy)borane (3) has been synthesized and used to prepare O-ethyl-boranediyl derivatives of alcohols, phenols, alkanediols, D-mannitol, and l-arabinose. Borane-methyl sulphide reportedly reacts smoothly with primary, secondary, and tertiary alcohols and phenols to provide a general and convenient synthesis of borate esters. ... 

The ozonolysis of cyclic alkenes in protic solvents followed by reductive decomposition of the hydroperoxides formed is a classical method for dialdehydes synthesis [70], This method is applied for the preparation of 3-ethoxycarbonylglutaric dialdehyde by ozonolysis of ethyl 3-cyclo-pentenecarboxylate. The dialdehyde is an intermediate in the sjmthesis of dolazetrone mesitilate, which is an active medical substance in AN-ZEMET anti-emetik. Zn/AcOH, phosphines, amines and sulfides such as 3, 3 -thiodipropionic acid and its salts are the most suitable redactors for this system. Their efficiency is comparable to that of methyl sulphide but without its shortcomings. The polymer immobilized 3,3 -thiodipropionic acid is also very active in this reduction reaction [70]. 

Aliphatic thiols have been subjected to i.r., Raman, and microwave spectroscopic studies. Methyl and ethynyl groups are gauche in ethyl vinyl sulphide, as judged from microwave data. I.r./Raman studies of aliphatic sulphides and disulphides similarly include interpretation in terms of conformation or bonding. Comparative i.r./Raman studies of dimethyl sulphide, sulphoxide, and sulphone and the corresponding diphenyl series have been described. I.r. spectra of selenuranes and sulphones and sulphimides have been inter-... 

Electron Diffraction.— Bond-length and bond-angle data have become available for trifluoromethanethiol, phenyl vinyl sulphide, dimethyl disulphide, ethyl methyl disulphide, dimethyl sulphurdi-imide, and benzenesulphonyl chloride. ... 

Preparations.—a-Mercapto-a-amino-acids R NHCR (SH)C02H are obtained from corresponding chloro-compounds or from 4-chloro-oxazol-5(4H)-ones. Conventional methods are also used for synthesis of thio-resorcinols (from benzene-1,3-disulphonic acids via sulphonyl chlorides, reduced with red P-Ir-AcOH, or from resorcinols via Newman-Kwart rearrangement of O-dimethylaminothiocarbonyl-resorcinols followed by alkaline hydrolysis ). Dithiols are unexpectedly obtained from ethyl a-acetonylacetate by treatment with H2S in acid solution at -40 "C. Mercapto-ethylation of aliphatic amines is best achieved by a modificaticm of the well-established method using episulphides, in aqueous solution in the presence of a silver salt. Methyl sulphides ArSMe may be demethylated by chlorination to ArSCCh followed by acid methanolysis, while aryl diphenylmethyl sulphides are susceptible to electrolytic reduction to the thiophenol. ... 

ETHYLENE GLYCOL ETHYL MERCAPTAN DIMETHYL SULPHIDE ETHYL AMINE DIMETHYL AMIDE MONOETHANOLAMINE ETHYLENEDIAMINE ACRYLONITRILE PROPADIENE METHYL ACETYLENE ACROLEIN ACRYLIC ACID VINYL FORMATE ALLYL CHLORIDE 1 2 3-TRICHLOROPROPANE PROPIONITRILE CYCLOPROPANE PROPYLENE 1 2-DICHLOROPROPANE ACETONE ALLYL ALCOHOL PROPIONALDEHYDE PROPYLENE OXIDE VINYL METHYL ETHER PROPIONIC ACID ETHYL FORMATE METHYL ACETATE PROPYL CHLORIDE ISOPROPYL CHLORIDE PROPANE... 

METHYL ETHYL SULPHIDE N-PROPYL AMINE ISOPROPYL AMINE TRIMETHYL AMINE MALEIC ANHYDRIDE VINYL ACETYLENE... 

The solubility of nitroguanidine in organic solvents is limited. Desvergnes [31] determined its solubility in various solvents water, acetone, methyl and ethyl alcohols, ethyl acetate, ether, benzene, toluene, pyridine, chloroform, carbon tetrachloride and carbon sulphide. In all these liquids the solubility of nitroguanidine is negligible, the highest value—for pyridine—being 1.75 g/100 ml at 19°C. 

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