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594-43-4 Usage

General Description

ETHYL METHYL SULFONE, also known as DMSO2, is a chemical compound with the molecular formula C3H8O2S. It is a sulfonyl functional group containing a methyl and an ethyl group attached to the sulfur atom. ETHYL METHYL SULFONE is a polar, aprotic solvent that is commonly used in organic synthesis, as a reaction solvent and as a reagent in various chemical reactions. It is also used in the pharmaceutical and agrochemical industries as a reaction medium and in the production of active ingredients. Additionally, ETHYL METHYL SULFONE has been investigated for its potential therapeutic properties, including its anti-inflammatory and analgesic effects.

Check Digit Verification of cas no

The CAS Registry Mumber 594-43-4 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 5,9 and 4 respectively; the second part has 2 digits, 4 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 594-43:
(5*5)+(4*9)+(3*4)+(2*4)+(1*3)=84
84 % 10 = 4
So 594-43-4 is a valid CAS Registry Number.
InChI:InChI=1/C3H8O2S/c1-3-6(2,4)5/h3H2,1-2H3

594-43-4 Well-known Company Product Price

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  • Aldrich

  • (709980)  Ethylmethylsulfone  for alternative energy applications, 97%

  • 594-43-4

  • 709980-5G

  • 746.46CNY

  • Detail

594-43-4SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name Ethyl Methyl Sulfone

1.2 Other means of identification

Product number -
Other names 1-methylsulfonylethane

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:594-43-4 SDS

594-43-4Synthetic route

Ethyl methyl sulfide
624-89-5

Ethyl methyl sulfide

ethyl methyl sulfone
594-43-4

ethyl methyl sulfone

Conditions
ConditionsYield
With dihydrogen peroxide In methanol; dichloromethane; water at 20℃; for 2.5h;96.2%
With dihydrogen peroxide; acetic acid at 50 - 75℃; Autoclave;91.2%
With sodium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid In dichloromethane for 16h;75%
methyl ethenyl sulphone
3680-02-2

methyl ethenyl sulphone

ethyl methyl sulfone
594-43-4

ethyl methyl sulfone

Conditions
ConditionsYield
With hydrogen; <((t-Bu)2PH)PdP(t-Bu)2>2 (pretreated with oxygen) In tetrahydrofuran under 760 Torr; for 1h; Ambient temperature;83%
Ethyl methyl sulfide
624-89-5

Ethyl methyl sulfide

A

Ethyl methyl sulfoxide
1669-98-3

Ethyl methyl sulfoxide

B

ethyl methyl sulfone
594-43-4

ethyl methyl sulfone

Conditions
ConditionsYield
With C30H24N2O7W; dihydrogen peroxide In dichloromethane; water for 1h; Reflux;A 30%
B 70%
With dihydrogen peroxide; [MoO(O2)2(C9H6ON)][PPh4] In dichloromethane at 40℃; for 1h; Product distribution; Further Variations:; Catalysts; Reagents;A 50 % Chromat.
B 48 % Chromat.
With tert.-butylhydroperoxide; aluminum tri-tert-butoxide In benzeneA n/a
B 20 % Chromat.
ethyl iodide
75-03-6

ethyl iodide

methanesulfonyl chloride
124-63-0

methanesulfonyl chloride

ethyl methyl sulfone
594-43-4

ethyl methyl sulfone

Conditions
ConditionsYield
With cadmium In tetrahydrofuran 1.) r.t., 30 min, 2.) r.t., 6 h;42%
2-(ethanesulfonyl)acetic acid
141811-44-1

2-(ethanesulfonyl)acetic acid

ethyl methyl sulfone
594-43-4

ethyl methyl sulfone

Conditions
ConditionsYield
at 210 - 250℃;
2-(ethanesulfonyl)acetic acid
141811-44-1

2-(ethanesulfonyl)acetic acid

A

ethyl methyl sulfone
594-43-4

ethyl methyl sulfone

B

methylammonium carbonate
15719-64-9, 15719-76-3, 97762-63-5

methylammonium carbonate

Conditions
ConditionsYield
at 180 - 190℃;
ethyl β,β-dichlorovinyl sulfone
70350-25-3

ethyl β,β-dichlorovinyl sulfone

ethyl methyl sulfone
594-43-4

ethyl methyl sulfone

Conditions
ConditionsYield
With piperidine In ethanol Heating;
ethylmagnesium bromide
925-90-6

ethylmagnesium bromide

(+/-)-3β-acetoxy-1-methylsulphonyloxymethyltropane
107268-47-3

(+/-)-3β-acetoxy-1-methylsulphonyloxymethyltropane

A

3-methylpentan-3-ol
77-74-7

3-methylpentan-3-ol

B

ethyl methyl sulfone
594-43-4

ethyl methyl sulfone

(1R,3S,5S)-1-Hydroxymethyl-8-methyl-8-aza-bicyclo[3.2.1]octan-3-ol
103040-02-4

(1R,3S,5S)-1-Hydroxymethyl-8-methyl-8-aza-bicyclo[3.2.1]octan-3-ol

Conditions
ConditionsYield
copper(l) iodide In tetrahydrofuran 1.) -30 deg C, 1 h; 2.) 20 deg C, 16 h;
benzthiazol-2-yl ethyl sulphone
2591-11-9

benzthiazol-2-yl ethyl sulphone

methyl iodide
74-88-4

methyl iodide

ethyl methyl sulfone
594-43-4

ethyl methyl sulfone

Conditions
ConditionsYield
With tetrabutyl ammonium fluoride 1) electrolysis, DMF; Yield given. Multistep reaction;
CH3SC2H5

CH3SC2H5

ethyl methyl sulfone
594-43-4

ethyl methyl sulfone

Conditions
ConditionsYield
With nitric acid
With potassium permanganate
1,3-bis-ethanesulfonyl-butan-2-one

1,3-bis-ethanesulfonyl-butan-2-one

KOH-solution

KOH-solution

A

ethyl methyl sulfone
594-43-4

ethyl methyl sulfone

B

diethylsulfone
597-35-3

diethylsulfone

C

2-(ethanesulfonyl)acetic acid
141811-44-1

2-(ethanesulfonyl)acetic acid

1-(ethanesulfonyl)propane-2-one
86453-13-6

1-(ethanesulfonyl)propane-2-one

KOH-solution

KOH-solution

A

ethyl methyl sulfone
594-43-4

ethyl methyl sulfone

B

acetic acid
64-19-7

acetic acid

C

CH3SO2C2H5

CH3SO2C2H5

1,3-bis-ethanesulfonyl-acetone

1,3-bis-ethanesulfonyl-acetone

concentrated KOH-solution

concentrated KOH-solution

A

ethyl methyl sulfone
594-43-4

ethyl methyl sulfone

B

ethanesulfonyl-acetate potassium

ethanesulfonyl-acetate potassium

ethanesulfonyl-acetic acid ; sodium-compound

ethanesulfonyl-acetic acid ; sodium-compound

potassium hydroxide

potassium hydroxide

A

ethyl methyl sulfone
594-43-4

ethyl methyl sulfone

B

sodium carbonate

sodium carbonate

ethyl methyl sulfone
594-43-4

ethyl methyl sulfone

N-methoxy-N-methyl-5-((trifluoromethyl)thio)benzo[d]oxazole-2-carboxamide

N-methoxy-N-methyl-5-((trifluoromethyl)thio)benzo[d]oxazole-2-carboxamide

2-(ethylsulfonyl)-1-(5-((trifluoromethyl)thio)benzo[d]oxazol-2-yl)ethan-1-one

2-(ethylsulfonyl)-1-(5-((trifluoromethyl)thio)benzo[d]oxazol-2-yl)ethan-1-one

Conditions
ConditionsYield
Stage #1: ethyl methyl sulfone With n-butyllithium In tetrahydrofuran; hexane at -70 - 0℃; for 0.166667h; Inert atmosphere;
Stage #2: N-methoxy-N-methyl-5-((trifluoromethyl)thio)benzo[d]oxazole-2-carboxamide In tetrahydrofuran; hexane at -70 - 20℃; Inert atmosphere;
83%
3-phenyl-propionaldehyde
104-53-0

3-phenyl-propionaldehyde

ethyl methyl sulfone
594-43-4

ethyl methyl sulfone

1-ethanesulfonyl-4-phenyl-butan-2-ol

1-ethanesulfonyl-4-phenyl-butan-2-ol

Conditions
ConditionsYield
With 2,6-dimethylpyridine; n-butyllithium In tetrahydrofuran at -60℃;52%
ethyl methyl sulfone
594-43-4

ethyl methyl sulfone

1-(3-((4-(1-methyl-1H-pyrazol-4-yl)phenyl)amino)-6,7-dihydro-1H-pyrazolo[4,3-c]pyridin-5(4H)-yl)ethanone

1-(3-((4-(1-methyl-1H-pyrazol-4-yl)phenyl)amino)-6,7-dihydro-1H-pyrazolo[4,3-c]pyridin-5(4H)-yl)ethanone

1-(3-((4-(1-methyl-1H-pyrazol-4-yl)phenyl)amino)-1-(2-(methylsulfonyl)ethyl)-6,7-dihydro-1H-pyrazolo[4,3-c]pyridin-5(4H)-yl)ethanone

1-(3-((4-(1-methyl-1H-pyrazol-4-yl)phenyl)amino)-1-(2-(methylsulfonyl)ethyl)-6,7-dihydro-1H-pyrazolo[4,3-c]pyridin-5(4H)-yl)ethanone

Conditions
ConditionsYield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In acetonitrile at 90℃; for 16h;1%
Isobutyronitrile
78-82-0

Isobutyronitrile

ethyl methyl sulfone
594-43-4

ethyl methyl sulfone

1-ethanesulfonylmethyl-2-methyl-propylideneamine
69143-28-8

1-ethanesulfonylmethyl-2-methyl-propylideneamine

Conditions
ConditionsYield
(i) nBuLi, hexane, (ii) /BRN= 1340512/, benzene; Multistep reaction;
tert-butyl isocyanide
630-18-2

tert-butyl isocyanide

ethyl methyl sulfone
594-43-4

ethyl methyl sulfone

1-ethanesulfonylmethyl-2,2-dimethyl-propylideneamine
69143-29-9

1-ethanesulfonylmethyl-2,2-dimethyl-propylideneamine

Conditions
ConditionsYield
(i) nBuLi, hexane, (ii) /BRN= 1361449/, benzene; Multistep reaction;
propyl cyanide
109-74-0

propyl cyanide

ethyl methyl sulfone
594-43-4

ethyl methyl sulfone

1-ethanesulfonylmethyl-butylideneamine
69143-27-7

1-ethanesulfonylmethyl-butylideneamine

Conditions
ConditionsYield
(i) nBuLi, hexane, (ii) /BRN= 1361452/, benzene; Multistep reaction;
ethyl methyl sulfone
594-43-4

ethyl methyl sulfone

2-Methylbenzonitrile
529-19-1

2-Methylbenzonitrile

2-ethanesulfonyl-1-o-tolyl-ethylideneamine
69143-31-3

2-ethanesulfonyl-1-o-tolyl-ethylideneamine

Conditions
ConditionsYield
(i) nBuLi, hexane, (ii) /BRN= 1857417/, benzene; Multistep reaction;
ethyl methyl sulfone
594-43-4

ethyl methyl sulfone

benzonitrile
100-47-0

benzonitrile

2-ethanesulfonyl-1-phenyl-ethylideneamine
69143-30-2

2-ethanesulfonyl-1-phenyl-ethylideneamine

Conditions
ConditionsYield
(i) nBuLi, hexane, (ii) /BRN= 506893/, benzene; Multistep reaction;
ethyl methyl sulfone
594-43-4

ethyl methyl sulfone

para-methylbenzonitrile
104-85-8

para-methylbenzonitrile

2-ethanesulfonyl-1-p-tolyl-ethylideneamine
69143-33-5

2-ethanesulfonyl-1-p-tolyl-ethylideneamine

Conditions
ConditionsYield
(i) nBuLi, hexane, (ii) /BRN= 507386/, benzene; Multistep reaction;
ethyl methyl sulfone
594-43-4

ethyl methyl sulfone

3-Methylbenzonitrile
620-22-4

3-Methylbenzonitrile

2-ethanesulfonyl-1-m-tolyl-ethylideneamine
69143-32-4

2-ethanesulfonyl-1-m-tolyl-ethylideneamine

Conditions
ConditionsYield
(i) nBuLi, hexane, (ii) /BRN= 507391/, benzene; Multistep reaction;
ethyl methyl sulfone
594-43-4

ethyl methyl sulfone

A

methanesulfonamide
3144-09-0

methanesulfonamide

B

Ethanesulfonamide
1520-70-3

Ethanesulfonamide

Conditions
ConditionsYield
Yield given. Multistep reaction. Yields of byproduct given;
tris(6,6,7,7,8,8-heptafluoro-2,2-dimethyl-3,5-octadionato)europium(III)

tris(6,6,7,7,8,8-heptafluoro-2,2-dimethyl-3,5-octadionato)europium(III)

ethyl methyl sulfone
594-43-4

ethyl methyl sulfone

Eu(CF3CF2CF2COCHCOC(CH3)3)3*CH3SO2C2H5

Eu(CF3CF2CF2COCHCOC(CH3)3)3*CH3SO2C2H5

Conditions
ConditionsYield
In benzene Kinetics; at 280 K; not isolated, detected by fluorescence spectroscopy;
5-chloro-1H-indole-2-carboxylic acid-{(1S)-[(R)-hydroxy-(methoxy-methyl-carbamoyl)-methyl]-2-phenyl-ethyl}-amide

5-chloro-1H-indole-2-carboxylic acid-{(1S)-[(R)-hydroxy-(methoxy-methyl-carbamoyl)-methyl]-2-phenyl-ethyl}-amide

ethyl methyl sulfone
594-43-4

ethyl methyl sulfone

5-chloro-1H-indole-2-carboxylic acid (1-benzyl-4-ethanesulfonyl-2-hydroxy-3-oxo-butyl)-amide

5-chloro-1H-indole-2-carboxylic acid (1-benzyl-4-ethanesulfonyl-2-hydroxy-3-oxo-butyl)-amide

Conditions
ConditionsYield
Stage #1: ethyl methyl sulfone With lithium diisopropyl amide In tetrahydrofuran at -78 - 0℃;
Stage #2: 5-chloro-1H-indole-2-carboxylic acid-{(1S)-[(R)-hydroxy-(methoxy-methyl-carbamoyl)-methyl]-2-phenyl-ethyl}-amide In tetrahydrofuran at 0℃; for 0.5h;
ethyl methyl sulfone
594-43-4

ethyl methyl sulfone

sodium methylate
124-41-4

sodium methylate

methyl 5-chloropyrazine-2-carboxylate
33332-25-1

methyl 5-chloropyrazine-2-carboxylate

C9H12N2O4S

C9H12N2O4S

Conditions
ConditionsYield
Stage #1: sodium methylate; methyl 5-chloropyrazine-2-carboxylate In tetrahydrofuran; methanol for 3h; Cooling with ice;
Stage #2: ethyl methyl sulfone In tetrahydrofuran; methanol at 80℃; for 24h;
11 g
Stage #1: sodium methylate; methyl 5-chloropyrazine-2-carboxylate In tetrahydrofuran; methanol for 3h; Cooling with ice;
Stage #2: ethyl methyl sulfone In tetrahydrofuran; methanol at 80℃; for 24h;
11 g
Stage #1: sodium methylate; methyl 5-chloropyrazine-2-carboxylate In tetrahydrofuran; methanol for 3h; Cooling with ice;
Stage #2: ethyl methyl sulfone In tetrahydrofuran; methanol at 80℃; for 24h; Cooling with ice;
11 g
Stage #1: sodium methylate; methyl 5-chloropyrazine-2-carboxylate In tetrahydrofuran; methanol for 3h; Cooling with ice;
Stage #2: ethyl methyl sulfone In tetrahydrofuran; methanol at 80℃; for 24h; Cooling with ice;
11 g
Stage #1: sodium methylate; methyl 5-chloropyrazine-2-carboxylate In tetrahydrofuran; methanol for 3h; Cooling with ice;
Stage #2: ethyl methyl sulfone In tetrahydrofuran; methanol at 80℃; for 24h; Cooling with ice;
11 g

594-43-4Relevant articles and documents

Paquette,Wittenbroock

, p. 6783,6788 (1968)

Accurate Regulating of Visible-Light Absorption in Polyoxotitanate-Calix[8]arene Systems by Ligand Modification

Liu, Chao,Yang, Xin-Xue,Yi, Xiao-Yi,Yu, Wei-Dong

, (2020/06/08)

With use of a macrocyclic polyphenol, tert-butylcalix[8]arene (TBC[8]), as ligands, a series of TBC[8]-stabilized {Ti4O2}clusters, containing penta- and hexacoordinated Ti centers, were synthesized. Such complexes are "core-shell" shaped containing a {Ti4O2} core arranged in a zigzag fashion. While outer walls of the clusters are decorated by deprotonated TBC[8], their upper and lower surfaces can be modified by various O- or N-donor ligands, and the ratio of the penta- and hexacoordinated Ti(IV) centers in the {Ti4O2} core can be precisely regulated from 4:0, to 3:1, to 2:2, to 1:3, and finally to 0:4. The combined coordination of different ligands in the axial direction shows significant influence on the adsorption of the TBC[8]-Ti4 system in the visible-light region, and their absorption edge can be precisely regulated from 600 to 700 nm. The above structural functionalization in the TBC[8]-Ti4 system also tunes their photocatalytic H2 production activities and oxidative desulfurization ability. Thus, for the first time, by confining the polyoxotitanium cluster in macrocyclic molecules, we provide an example of understanding the structure-property relationship of titanium-oxygen materials by ligand modification.

Organophosphonate-Functionalized Lanthanopolyoxomolybdate: Synthesis, Characterization, Magnetism, Luminescence, and Catalysis of H2O2-Based Thioether Oxidation

Wang, Jiawei,Niu, Yanjun,Zhang, Meng,Ma, Pengtao,Zhang, Chao,Niu, Jingyang,Wang, Jingping

, p. 1796 - 1805 (2018/02/23)

A novel class of organophosphonate-based polyoxomolybdate derivatives, K4H5[Ln3(H2O)14{(Mo8O24)(O3PCH2COO)3}2]·23H2O (Ln = Gd (1Gd), Tb (2Tb), Dy (3Dy)), have been fully investigated by a few characterization methods such as single-crystal X-ray crystallography, XRPD, elemental analysis, TGA, and IR spectra. The magnetic properties of 1Gd, 2Tb, and 3Dy were investigated, as well as the solid-state luminescence properties of 2Tb and 3Dy. The catalysis properties of 1Gd, 2Tb, and 3Dy for thioether oxidization have been investigated using hydrogen peroxide (H2O2) as an oxidant. The catalysis study demonstrated the efficient and selective conversion of various thioethers to their corresponding sulfones in excellent yields.

A Crown-Shaped Ru-Substituted Arsenotungstate for Selective Oxidation of Sulfides with Hydrogen Peroxide

Han, Mengdan,Niu, Yanjun,Wan, Rong,Xu, Qiaofei,Lu, Jingkun,Ma, Pengtao,Zhang, Chao,Niu, Jingyang,Wang, Jingping

, p. 11059 - 11066 (2018/08/09)

An acetate-bridged Ru-substituted arsenotungstate [H2N(CH3)2]14[As4W40O140{Ru2(CH3COO)}2]?22 H2O (1) has been synthesized and structurally characterized. Four Ru atoms occupy the respective lacunary S2 sites of the crown-shaped polyanion [As4W40O140]28?, and each Ru atom is coordinated by one As atom and five μ2-O atoms, comprising four from the S2 site and one from the acetate ligand. To the best of our knowledge, this coordination of the Ru atom, with an Ru?As bond length of 2.377(3)–2.387(3) ?, is unprecedented in polyoxometalate (POM) chemistry. Notably, 1 exhibits high efficiency, excellent selectivity, and good recyclability for the oxidation of sulfides with hydrogen peroxide (H2O2). Catalytic oxidation of various sulfides in the presence of 1 gives superior conversion and selectivity for sulfones in acetonitrile, whereas sulfoxides are obtained in methanol.

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