Conditions | Yield |
---|---|
With oxygen; isobutyraldehyde; tris(1,3-bis(p-methoxyphenyl)-1,3-propanedionato)nickel(II) In acetonitrile at 60℃; for 21h; | 100% |
With lithium perchlorate; Re(O)(2-(2'-hydroxyphenyl)-2-oxazoline)2Cl In [D3]acetonitrile; water-d2 at 20℃; for 4h; | 100% |
With dihydrogen peroxide In water; acetonitrile at 24.84℃; for 1.66667h; | 100% |
diethyl sulphide
2-Oxobutyric acid
A
diethyl sulphide
B
carbon dioxide
C
propionic acid
Conditions | Yield |
---|---|
With oxygen; methylene blue In pyridine; acetonitrile for 2h; Irradiation; | A 100% B n/a C 52% |
diethyl sulphide
benzophenone oxide O-<1-hydroperoxy-3,3-(dimethoxycarbonyl)-1-phenyl-2-propenyl> ether
A
diethyl sulphide
B
Benzophenone oxime
C
methyl 2-carbomethoxy-4-methylphenyl-4-oxo-2-butenoate
Conditions | Yield |
---|---|
In tetrachloromethane for 0.5h; Product distribution; | A n/a B 98% C 97% |
diethyl sulphide
2-oxopentanoic acid
A
diethyl sulphide
B
carbon dioxide
C
butyric acid
Conditions | Yield |
---|---|
With oxygen; methylene blue In pyridine; acetonitrile for 2h; Irradiation; | A 92% B n/a C 19% |
diethyl sulphide
Benzoylformic acid
A
diethyl sulphide
B
diethylsulfone
C
carbon dioxide
D
benzoic acid
Conditions | Yield |
---|---|
With oxygen; 5,15,10,20-tetraphenylporphyrin In benzene for 2h; Irradiation; | A 88% B 10% C n/a D 38% |
With oxygen; 5,15,10,20-tetraphenylporphyrin In benzene for 2h; Mechanism; Irradiation; other solvents and sensitizer; | A 88% B 10% C n/a D 38% |
diethyl sulphide
2-oxo-propionic acid
A
diethyl sulphide
B
diethylsulfone
C
carbon dioxide
D
acetic acid
Conditions | Yield |
---|---|
With oxygen; methylene blue In pyridine; acetonitrile for 2h; Irradiation; | A 65% B 3% C n/a D 64% |
ethylmagnesium bromide
benzyl (2S,4S,5R)-4-methyl-5-phenyl-1,2,3-oxathiazolidine-2-oxide-3-carboxylate
A
diethyl sulphide
Conditions | Yield |
---|---|
In dichloromethane at -78℃; | A n/a B 46% |
ethylmagnesium bromide
benzyl (2R,4S,5R)-4-methyl-5-phenyl-1,2,3-oxathiazolidine-2-oxide-3-carboxilate
A
diethyl sulphide
Conditions | Yield |
---|---|
In dichloromethane at -78℃; | A n/a B 46% |
diethyl ether
ethyl chlorosulfate
ethylmagnesium bromide
A
diethyl sulphide
B
diethyl sulphide
diethyl ether
ethyl chlorosulfate
A
diethyl sulphide
B
diethyl sulphide
ethyl chlorosulfate
ethylmagnesium bromide
A
diethyl sulphide
B
diethyl sulphide
Conditions | Yield |
---|---|
With diethyl ether Zersetzen mit Wasser und Essigsaeure; |
furan
ethylmagnesium bromide
ethyl (2-bromo)phenyl sulfoxide
A
1,4-dihydronaphthalene-1,4-epoxide
B
diethyl sulphide
Conditions | Yield |
---|---|
1.) THF, 60 deg C, 11 h; Yield given. Multistep reaction. Yields of byproduct given; |
diethyl sulphide
3-(4-nitrophenyl)-2-(phenylsulfonyl)-1,2-oxaziridine
diethyl sulphide
Conditions | Yield |
---|---|
In chloroform-d1 Kinetics; Competition Oxidation Rate; |
diethyl sulphide
potassium N-bromo-p-toluenesulfonamide
A
diethyl sulphide
B
S,S-Diethyl-N-p-tolylsulfonylsulfilimin
C
toluene-4-sulfonamide
Conditions | Yield |
---|---|
With Britton-Robinson buffer In methanol; water at 20℃; Rate constant; Mechanism; Product distribution; NaOH, pH = 12.70; also in unbuffered solution; |
Conditions | Yield |
---|---|
With oxygen; 5,10,15,20-tetrakisphenylporphyrin In tetrahydrofuran at -39℃; for 1.08333h; Product distribution; Irradiation; photositised oxygenation of further cyclic and acyclic sulfides; | |
With oxygen; rose bengal In acetone at 23 - 24℃; Kinetics; Rate constant; Irradiation; other solvents, other temperature; | |
With molecular sieve; dihydrogen peroxide In acetone for 90h; Product distribution; Heating; other thioethers; var. reaction times and temp.; |
di-p-tolylsulfur diimide
A
diethyl ether
B
diethyl sulphide
C
p-toluidine
Conditions | Yield |
---|---|
With ethanol; copper dichloride at 22℃; Rate constant; further catalysts; pseudo-first-order rate constants for ethanolysis reactions; |
diphenylsulfur diimide
A
diethyl ether
B
diethyl sulphide
C
aniline
Conditions | Yield |
---|---|
With ethanol; copper dichloride at 22℃; Rate constant; pseudo-first-order rate constants for ethanolysis reactions; |
bis(p-chlorophenyl)sulfur diimide
A
diethyl ether
B
diethyl sulphide
C
4-chloro-aniline
Conditions | Yield |
---|---|
With ethanol; copper dichloride at 22℃; Rate constant; pseudo-first-order rate constants for ethanolysis reactions; |
N,N'-dip-bromophenylsulfodiimide
A
diethyl ether
B
diethyl sulphide
C
4-bromo-aniline
Conditions | Yield |
---|---|
With ethanol; copper dichloride at 22℃; Rate constant; pseudo-first-order rate constants for ethanolysis reactions; |
1,3-bis(p-nitrophenyl)-2-thia-1,3-diazaallene
A
diethyl ether
B
diethyl sulphide
C
4-nitro-aniline
Conditions | Yield |
---|---|
With ethanol; copper dichloride at 22℃; Rate constant; pseudo-first-order rate constants for ethanolysis reactions; |
N,N'-bis-(3-nitro-phenyl)-sulfur diimide
A
diethyl ether
B
diethyl sulphide
C
3-nitro-aniline
Conditions | Yield |
---|---|
With ethanol; copper dichloride at 22℃; Rate constant; pseudo-first-order rate constants for ethanolysis reactions; |
4,4'-(λ4-sulfanediylidenediamino)-bis-benzoic acid diethyl ester
A
diethyl ether
B
diethyl sulphide
C
p-aminoethylbenzoate
Conditions | Yield |
---|---|
With ethanol; copper dichloride at 22℃; Rate constant; pseudo-first-order rate constants for ethanolysis reactions; |
N,N'-di-m-tolyl-sulfur diimide
A
diethyl ether
B
diethyl sulphide
C
1-amino-3-methylbenzene
Conditions | Yield |
---|---|
With ethanol; copper dichloride at 22℃; Rate constant; pseudo-first-order rate constants for ethanolysis reactions; |
Conditions | Yield |
---|---|
With hydrogenchloride In water at 18℃; Equilibrium constant; Irradiation; |
Conditions | Yield |
---|---|
With ethanol; copper dichloride at 22℃; Rate constant; pseudo-first-order rate constants for ethanolysis reactions; |
3-acetyl-2-methoxy-5-phenylfuran
A
diethyl sulphide
B
methyl (Z)-2-acetyl-3-benzoylacrylate
Conditions | Yield |
---|---|
With methanol; diethyl sulphide; oxygen; methylene blue 1.) irradiation, 2.) CCl4, 10 min; Yield given. Multistep reaction; |
diethyl sulphide
A
diethyl sulphide
B
(E)-2-benzoylbut-2-enedioic acid dimethyl ester
Conditions | Yield |
---|---|
With methanol; oxygen; methylene blue; methyl 2-methoxy-5-phenyl-furan-4-carboxylate 1.) irradiation, 2.) MeOH, 15 min; Yield given. Multistep reaction; |
methyl 2-methoxy-5-phenyl-furan-3-carboxylate
A
diethyl sulphide
B
methyl 2-carbomethoxy-4-methylphenyl-4-oxo-2-butenoate
Conditions | Yield |
---|---|
With methanol; diethyl sulphide; oxygen; methylene blue 1.) irradiation, 2.) methanol, 30 min; Yield given. Multistep reaction; |
Conditions | Yield |
---|---|
With 1,4-dibromo-butane; zinc at 80℃; for 0.5h; | 90% |
With hexamethyldisilathiane In dichloromethane at 60℃; for 6h; | 87% |
durch Penicillium brevicaule; | |
With sodium hydroxide; chloroform; tetrabutyl-ammonium chloride In chloroform at 25℃; Mechanism; var. times; | |
With triethylsilane; dihydrogen hexachloroplatinate at 150℃; for 40h; Product distribution; Ni catalysts, oth. reagent; |
Conditions | Yield |
---|---|
With potassium superoxide; 2-Nitrobenzenesulfonyl chloride In acetonitrile at -30℃; for 5h; | 89% |
With dipotassium peroxodisulfate In water at 60℃; Kinetics; Thermodynamic data; Mechanism; further temperature; ΔE(excit), ΔS(excit); effect of oxygen and concentration on the rate; | |
bei der Oxydation; | |
With chloroform; ozone at 0℃; | |
With tetrachloromethane; ozone |
Conditions | Yield |
---|---|
In acetonitrile | 86% |
potassium tetrachloroplatinate(II)
diethyl sulphide
[Pt(diethyl sulphoxide)I2]2
Conditions | Yield |
---|---|
With potassium iodide In water treatment of K2PtCl4 with KI for 5 min, addn. of 1 equiv. sulfoxide (pptn.); filtration (after 30 min), washing (water), drying (vac., over CaCl2), dissoln. in CHCl3, filtration, evapn., washing (hexane), drying in air; elem. anal.; | 85% |
tetraphenylstibonium bromide
diethyl sulphide
Conditions | Yield |
---|---|
Stage #1: potassium hexabromoplatinate(IV); tetraphenylstibonium bromide In water Stage #2: diethyl sulphide | 84% |
bis(ruthenium(2,3,7,8,12,13,17,18-octaethylporphyrin))
diethyl sulphide
bis(diethyl sulfoxide)(octaethylporphyrinato)ruthenium(II)
Conditions | Yield |
---|---|
In dichloromethane N2 atmosphere; addn. of Et2SO soln. to Ru-complex; hexane addn., partial solvent removal, filtration, vol. reduction (pptn.), filtration off, drrying (vac., 70°C, overnight); elem. anal.; | 80% |
Conditions | Yield |
---|---|
Stage #1: diethyl sulphide With n-butyllithium In tetrahydrofuran Stage #2: N-tert-butyl-α-phenylnitrone In tetrahydrofuran at -78℃; for 2h; | 76% |
Conditions | Yield |
---|---|
With chloro-trimethyl-silane In acetonitrile Ambient temperature; | 72% |
diethyl sulphide
4-methyl-N-{2-(phenylethynyl)phenyl}benzenesulfonamide
Conditions | Yield |
---|---|
With thionyl chloride at 0 - 70℃; for 10h; | 72% |
Conditions | Yield |
---|---|
With chloro-trimethyl-silane In acetonitrile Ambient temperature; | 71% |
diethyl sulphide
trans-dichlorobis(diethyl sulfoxide)platinum(II)
Conditions | Yield |
---|---|
In dichloromethane to a soln. of (Pt2(Et2SO)2Cl4) in CH2Cl2 was added Et2SO in CH2Cl2 withstirring; the mixt. was cooled in ice and diethyl ether was added, solid was filtered off, washed with diethyl ether, air-dried; elem. anal.; | 70% |
diethyl sulphide
5-chloro-6H-anthra[1,9-cd]isoxazol-6-one
A
N-(4-chloro-9,10-dioxo-9,10-dihydroanthracen-1-yl)-S,S-diethylsulfoximide
B
1-amino-4-chloroanthraquinone
Conditions | Yield |
---|---|
In sulfolane at 130℃; for 2h; | A 70% B n/a |
Conditions | Yield |
---|---|
With chloro-trimethyl-silane In acetonitrile Ambient temperature; | 68% |
diethyl sulphide
hydrogen bromide
platinum
trans-tetrabromobis(diethyl sulfide) platinum(IV)
Conditions | Yield |
---|---|
In further solvent(s) heating of Pt, concd. HBr and diethyl sulfoxide on boiling water bath for 1 h; pptn., cooling, filtration, washing with water, drying in oven at 60°C; | 68% |
diethyl sulphide
6H-anthra<1,9-cd>isoxazol-6-one
A
N-(9,10-dioxo-9,10-dihydroanthracen-1-yl)-S,S-diethylsulfoximide
B
1-amino-9,10-anthracenedione
Conditions | Yield |
---|---|
In sulfolane at 130℃; for 3h; | A 67% B n/a |
diethyl sulphide
potassium o-nitrobenzoate
1-ethylsulfanyl-2-nitrobenzene
Conditions | Yield |
---|---|
With 1,10-Phenanthroline; zinc trifluoromethanesulfonate; copper(I) bromide at 150℃; for 24h; Molecular sieve; | 67% |
Conditions | Yield |
---|---|
With chloro-trimethyl-silane In acetonitrile Ambient temperature; | A 15% B 66% |
diethyl sulphide
N-tert-butyl-α-tert-butyl nitrone
N-tert-butyl-N-(1-tert-butyl-2-ethylsulfinyl)propylhydroxylamine
Conditions | Yield |
---|---|
Stage #1: diethyl sulphide With n-butyllithium In tetrahydrofuran at -20℃; Stage #2: N-tert-butyl-α-tert-butyl nitrone In tetrahydrofuran at -78℃; for 4h; | 66% |
Conditions | Yield |
---|---|
With chloro-trimethyl-silane In acetonitrile Ambient temperature; | 65% |
Conditions | Yield |
---|---|
With iron(III) chloride; oxygen; hydrazine hydrate at 40℃; for 36h; | 65% |
Conditions | Yield |
---|---|
With iron(III) oxide; triethylamine In toluene at 20℃; for 2h; Pummerer Sulfoxide Rearrangement; Inert atmosphere; regioselective reaction; | 65% |
With triethylamine In toluene at 20℃; for 2h; Inert atmosphere; | 65% |
Empirical Formula of Diethyl sulfoxide (CAS NO.70-29-1): C4H10OS
Molecular Weight: 106.1866
EINECS: 200-732-2
Index of Refraction: 1.477
Density: 1.02 g/cm3
Flash Point: 82 °C
Enthalpy of Vaporization: 43 kJ/mol
Boiling Point: 212 °C at 760 mmHg
Vapour Pressure: 0.258 mmHg at 25 °C
Structure of Diethyl sulfoxide (CAS NO.70-29-1):
IUPAC Name of Diethyl sulfoxide (CAS NO.70-29-1): 1-Ethylsulfinylethane
Canonical SMILES: CCS(=O)CC
InChI: InChI=1S/C4H10OS/c1-3-6(5)4-2/h3-4H2,1-2H3
InChIKey: CCAFPWNGIUBUSD-UHFFFAOYSA-N
1. | orl-rat LD50:5650 mg/kg | COREAF Comptes Rendus Hebdomadaires des Seances de l’Academie des Sciences. 260 (1965),327. | ||
2. | ipr-rat LD50:4370 mg/kg | COREAF Comptes Rendus Hebdomadaires des Seances de l’Academie des Sciences. 260 (1965),327. | ||
3. | ivn-rat LD50:4990 mg/kg | COREAF Comptes Rendus Hebdomadaires des Seances de l’Academie des Sciences. 260 (1965),327. | ||
4. | orl-mus LD50:3610 mg/kg | COREAF Comptes Rendus Hebdomadaires des Seances de l’Academie des Sciences. 260 (1965),327. | ||
5. | ipr-mus LD50:2500 mg/kg | IJRBA3 International Journal of Radiation Biology and Related Studies in Physics, Chemistry and Medicine. 3 (1961),41. | ||
6. | ivn-mus LD50:4370 mg/kg | COREAF Comptes Rendus Hebdomadaires des Seances de l’Academie des Sciences. 260 (1965),327. |
Moderately toxic by ingestion and intraperitoneal routes. Mildly toxic by intravenous route. When heated to decomposition it emits toxic fumes of SOx.
Diethyl sulfoxide ,its cas register number is 70-29-1. It also can be called Ethyl sulfoxide ; 1,1'-Sulphinylbisethane ; Ethane, 1,1'-sulfinylbis- ; and Ethane, 1,1'-sulfinylbis- .
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