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DIETHYL SULFOXIDE is a chemical with a specific purpose. Lookchem provides you with multiple data and supplier information of this chemical.

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  • 70-29-1 Structure
  • Basic information

    1. Product Name: DIETHYL SULFOXIDE
    2. Synonyms: diethylsulphoxide;Ethane, 1,1'-sulfinylbis-;Ethanesulfinyl-ethane;ethylsulfinylethane;ETHYLSULPHOXIDE;1-ethylsulfinylethane;ETHYL SULFOXIDE;DIETHYL SULFOXIDE
    3. CAS NO:70-29-1
    4. Molecular Formula: C4H10OS
    5. Molecular Weight: 106.19
    6. EINECS: 200-732-2
    7. Product Categories: N/A
    8. Mol File: 70-29-1.mol
  • Chemical Properties

    1. Melting Point: 14°C
    2. Boiling Point: 169.15°C (rough estimate)
    3. Flash Point: 82°C
    4. Appearance: /liquid
    5. Density: 1.0092
    6. Vapor Pressure: 0.258mmHg at 25°C
    7. Refractive Index: 1.5920 (estimate)
    8. Storage Temp.: Sealed in dry,Room Temperature
    9. Solubility: N/A
    10. CAS DataBase Reference: DIETHYL SULFOXIDE(CAS DataBase Reference)
    11. NIST Chemistry Reference: DIETHYL SULFOXIDE(70-29-1)
    12. EPA Substance Registry System: DIETHYL SULFOXIDE(70-29-1)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 70-29-1(Hazardous Substances Data)

70-29-1 Usage

Synthesis Reference(s)

Synthetic Communications, 26, p. 253, 1996 DOI: 10.1080/00397919608003612

Check Digit Verification of cas no

The CAS Registry Mumber 70-29-1 includes 5 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 2 digits, 7 and 0 respectively; the second part has 2 digits, 2 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 70-29:
(4*7)+(3*0)+(2*2)+(1*9)=41
41 % 10 = 1
So 70-29-1 is a valid CAS Registry Number.
InChI:InChI=1/C4H10OS/c1-3-6(5)4-2/h3-4H2,1-2H3

70-29-1SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 15, 2017

Revision Date: Aug 15, 2017

1.Identification

1.1 GHS Product identifier

Product name 1-ethylsulfinylethane

1.2 Other means of identification

Product number -
Other names ethylsulfinylethane

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:70-29-1 SDS

70-29-1Synthetic route

diethyl sulphide
352-93-2

diethyl sulphide

diethyl sulphide
70-29-1

diethyl sulphide

Conditions
ConditionsYield
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
352-93-2

diethyl sulphide

2-Oxobutyric acid
600-18-0

2-Oxobutyric acid

A

diethyl sulphide
70-29-1

diethyl sulphide

B

carbon dioxide
124-38-9

carbon dioxide

C

propionic acid
802294-64-0

propionic acid

Conditions
ConditionsYield
With oxygen; methylene blue In pyridine; acetonitrile for 2h; Irradiation;A 100%
B n/a
C 52%
diethyl sulphide
352-93-2

diethyl sulphide

benzophenone oxide O-<1-hydroperoxy-3,3-(dimethoxycarbonyl)-1-phenyl-2-propenyl> ether
218794-58-2

benzophenone oxide O-<1-hydroperoxy-3,3-(dimethoxycarbonyl)-1-phenyl-2-propenyl> ether

A

diethyl sulphide
70-29-1

diethyl sulphide

B

Benzophenone oxime
574-66-3

Benzophenone oxime

C

methyl 2-carbomethoxy-4-methylphenyl-4-oxo-2-butenoate
64677-34-5

methyl 2-carbomethoxy-4-methylphenyl-4-oxo-2-butenoate

Conditions
ConditionsYield
In tetrachloromethane for 0.5h; Product distribution;A n/a
B 98%
C 97%
diethyl sulphide
352-93-2

diethyl sulphide

2-oxopentanoic acid
1821-02-9

2-oxopentanoic acid

A

diethyl sulphide
70-29-1

diethyl sulphide

B

carbon dioxide
124-38-9

carbon dioxide

C

butyric acid
107-92-6

butyric acid

Conditions
ConditionsYield
With oxygen; methylene blue In pyridine; acetonitrile for 2h; Irradiation;A 92%
B n/a
C 19%
diethyl sulphide
352-93-2

diethyl sulphide

Benzoylformic acid
611-73-4

Benzoylformic acid

A

diethyl sulphide
70-29-1

diethyl sulphide

B

diethylsulfone
597-35-3

diethylsulfone

C

carbon dioxide
124-38-9

carbon dioxide

D

benzoic acid
65-85-0

benzoic acid

Conditions
ConditionsYield
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
352-93-2

diethyl sulphide

2-oxo-propionic acid
127-17-3

2-oxo-propionic acid

A

diethyl sulphide
70-29-1

diethyl sulphide

B

diethylsulfone
597-35-3

diethylsulfone

C

carbon dioxide
124-38-9

carbon dioxide

D

acetic acid
64-19-7

acetic acid

Conditions
ConditionsYield
With oxygen; methylene blue In pyridine; acetonitrile for 2h; Irradiation;A 65%
B 3%
C n/a
D 64%
ethylmagnesium bromide
925-90-6

ethylmagnesium bromide

benzyl (2S,4S,5R)-4-methyl-5-phenyl-1,2,3-oxathiazolidine-2-oxide-3-carboxylate
499140-11-3

benzyl (2S,4S,5R)-4-methyl-5-phenyl-1,2,3-oxathiazolidine-2-oxide-3-carboxylate

A

diethyl sulphide
70-29-1

diethyl sulphide

B

(1R,2S)-2-{[(benzyloxy)carbonyl]amino}-1-phenylpropyl (S)-ethanesulfinate

(1R,2S)-2-{[(benzyloxy)carbonyl]amino}-1-phenylpropyl (S)-ethanesulfinate

Conditions
ConditionsYield
In dichloromethane at -78℃;A n/a
B 46%
ethylmagnesium bromide
925-90-6

ethylmagnesium bromide

benzyl (2R,4S,5R)-4-methyl-5-phenyl-1,2,3-oxathiazolidine-2-oxide-3-carboxilate
499140-12-4

benzyl (2R,4S,5R)-4-methyl-5-phenyl-1,2,3-oxathiazolidine-2-oxide-3-carboxilate

A

diethyl sulphide
70-29-1

diethyl sulphide

B

(1R,2S)-2-{[(benzyloxy)carbonyl]amino}-1-phenylpropyl (S)-ethanesulfinate

(1R,2S)-2-{[(benzyloxy)carbonyl]amino}-1-phenylpropyl (S)-ethanesulfinate

Conditions
ConditionsYield
In dichloromethane at -78℃;A n/a
B 46%
diethyl ether
60-29-7

diethyl ether

ethyl chlorosulfate
625-01-4

ethyl chlorosulfate

ethylmagnesium bromide
925-90-6

ethylmagnesium bromide

A

diethyl sulphide
352-93-2

diethyl sulphide

B

diethyl sulphide
70-29-1

diethyl sulphide

diethyl ether
60-29-7

diethyl ether

ethyl chlorosulfate
625-01-4

ethyl chlorosulfate

ethylmagnesium bromide

ethylmagnesium bromide

A

diethyl sulphide
352-93-2

diethyl sulphide

B

diethyl sulphide
70-29-1

diethyl sulphide

ethyl chlorosulfate
625-01-4

ethyl chlorosulfate

ethylmagnesium bromide
925-90-6

ethylmagnesium bromide

A

diethyl sulphide
352-93-2

diethyl sulphide

B

diethyl sulphide
70-29-1

diethyl sulphide

Conditions
ConditionsYield
With diethyl ether Zersetzen mit Wasser und Essigsaeure;
furan
110-00-9

furan

ethylmagnesium bromide
925-90-6

ethylmagnesium bromide

ethyl (2-bromo)phenyl sulfoxide
112921-53-6

ethyl (2-bromo)phenyl sulfoxide

A

1,4-dihydronaphthalene-1,4-epoxide
573-57-9

1,4-dihydronaphthalene-1,4-epoxide

B

diethyl sulphide
70-29-1

diethyl sulphide

Conditions
ConditionsYield
1.) THF, 60 deg C, 11 h; Yield given. Multistep reaction. Yields of byproduct given;
diethyl sulphide
352-93-2

diethyl sulphide

3-(4-nitrophenyl)-2-(phenylsulfonyl)-1,2-oxaziridine
86428-23-1, 78377-89-6

3-(4-nitrophenyl)-2-(phenylsulfonyl)-1,2-oxaziridine

diethyl sulphide
70-29-1

diethyl sulphide

Conditions
ConditionsYield
In chloroform-d1 Kinetics; Competition Oxidation Rate;
diethyl sulphide
352-93-2

diethyl sulphide

potassium N-bromo-p-toluenesulfonamide
70284-20-7

potassium N-bromo-p-toluenesulfonamide

A

diethyl sulphide
70-29-1

diethyl sulphide

B

S,S-Diethyl-N-p-tolylsulfonylsulfilimin
13553-69-0

S,S-Diethyl-N-p-tolylsulfonylsulfilimin

C

toluene-4-sulfonamide
70-55-3

toluene-4-sulfonamide

Conditions
ConditionsYield
With Britton-Robinson buffer In methanol; water at 20℃; Rate constant; Mechanism; Product distribution; NaOH, pH = 12.70; also in unbuffered solution;
diethyl sulphide
352-93-2

diethyl sulphide

A

diethyl sulphide
70-29-1

diethyl sulphide

B

diethylsulfone
597-35-3

diethylsulfone

Conditions
ConditionsYield
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
3839-88-1, 57083-05-3, 57083-06-4

di-p-tolylsulfur diimide

A

diethyl ether
60-29-7

diethyl ether

B

diethyl sulphide
70-29-1

diethyl sulphide

C

p-toluidine
106-49-0

p-toluidine

Conditions
ConditionsYield
With ethanol; copper dichloride at 22℃; Rate constant; further catalysts; pseudo-first-order rate constants for ethanolysis reactions;

A

diethyl ether
60-29-7

diethyl ether

B

diethyl sulphide
70-29-1

diethyl sulphide

C

aniline
62-53-3

aniline

Conditions
ConditionsYield
With ethanol; copper dichloride at 22℃; Rate constant; pseudo-first-order rate constants for ethanolysis reactions;
bis(p-chlorophenyl)sulfur diimide
2648-43-3, 57083-07-5, 57155-78-9

bis(p-chlorophenyl)sulfur diimide

A

diethyl ether
60-29-7

diethyl ether

B

diethyl sulphide
70-29-1

diethyl sulphide

C

4-chloro-aniline
106-47-8

4-chloro-aniline

Conditions
ConditionsYield
With ethanol; copper dichloride at 22℃; Rate constant; pseudo-first-order rate constants for ethanolysis reactions;
N,N'-dip-bromophenylsulfodiimide
3839-86-9

N,N'-dip-bromophenylsulfodiimide

A

diethyl ether
60-29-7

diethyl ether

B

diethyl sulphide
70-29-1

diethyl sulphide

C

4-bromo-aniline
106-40-1

4-bromo-aniline

Conditions
ConditionsYield
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
15148-19-3

1,3-bis(p-nitrophenyl)-2-thia-1,3-diazaallene

A

diethyl ether
60-29-7

diethyl ether

B

diethyl sulphide
70-29-1

diethyl sulphide

C

4-nitro-aniline
100-01-6

4-nitro-aniline

Conditions
ConditionsYield
With ethanol; copper dichloride at 22℃; Rate constant; pseudo-first-order rate constants for ethanolysis reactions;
N,N'-bis-(3-nitro-phenyl)-sulfur diimide
17426-08-3

N,N'-bis-(3-nitro-phenyl)-sulfur diimide

A

diethyl ether
60-29-7

diethyl ether

B

diethyl sulphide
70-29-1

diethyl sulphide

C

3-nitro-aniline
99-09-2

3-nitro-aniline

Conditions
ConditionsYield
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
23721-53-1

4,4'-(λ4-sulfanediylidenediamino)-bis-benzoic acid diethyl ester

A

diethyl ether
60-29-7

diethyl ether

B

diethyl sulphide
70-29-1

diethyl sulphide

C

p-aminoethylbenzoate
94-09-7

p-aminoethylbenzoate

Conditions
ConditionsYield
With ethanol; copper dichloride at 22℃; Rate constant; pseudo-first-order rate constants for ethanolysis reactions;
N,N'-di-m-tolyl-sulfur diimide
19349-01-0

N,N'-di-m-tolyl-sulfur diimide

A

diethyl ether
60-29-7

diethyl ether

B

diethyl sulphide
70-29-1

diethyl sulphide

C

1-amino-3-methylbenzene
108-44-1

1-amino-3-methylbenzene

Conditions
ConditionsYield
With ethanol; copper dichloride at 22℃; Rate constant; pseudo-first-order rate constants for ethanolysis reactions;
diethyl sulfoxide radical cation
70-29-1

diethyl sulfoxide radical cation

diethyl sulphide
70-29-1

diethyl sulphide

Conditions
ConditionsYield
With hydrogenchloride In water at 18℃; Equilibrium constant; Irradiation;
C12H8Cl2N2S

C12H8Cl2N2S

A

diethyl ether
60-29-7

diethyl ether

B

diethyl sulphide
70-29-1

diethyl sulphide

C

3-chloro-aniline
108-42-9

3-chloro-aniline

Conditions
ConditionsYield
With ethanol; copper dichloride at 22℃; Rate constant; pseudo-first-order rate constants for ethanolysis reactions;
3-acetyl-2-methoxy-5-phenylfuran
59624-45-2

3-acetyl-2-methoxy-5-phenylfuran

A

diethyl sulphide
70-29-1

diethyl sulphide

B

methyl (Z)-2-acetyl-3-benzoylacrylate
75519-88-9

methyl (Z)-2-acetyl-3-benzoylacrylate

Conditions
ConditionsYield
With methanol; diethyl sulphide; oxygen; methylene blue 1.) irradiation, 2.) CCl4, 10 min; Yield given. Multistep reaction;
diethyl sulphide
352-93-2

diethyl sulphide

A

diethyl sulphide
70-29-1

diethyl sulphide

B

(E)-2-benzoylbut-2-enedioic acid dimethyl ester
6237-61-2

(E)-2-benzoylbut-2-enedioic acid dimethyl ester

Conditions
ConditionsYield
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
115852-13-6

methyl 2-methoxy-5-phenyl-furan-3-carboxylate

A

diethyl sulphide
70-29-1

diethyl sulphide

B

methyl 2-carbomethoxy-4-methylphenyl-4-oxo-2-butenoate
64677-34-5

methyl 2-carbomethoxy-4-methylphenyl-4-oxo-2-butenoate

Conditions
ConditionsYield
With methanol; diethyl sulphide; oxygen; methylene blue 1.) irradiation, 2.) methanol, 30 min; Yield given. Multistep reaction;
dihydrogen hexachloroplatinate(IV) hexahydrate

dihydrogen hexachloroplatinate(IV) hexahydrate

diethyl sulphide
70-29-1

diethyl sulphide

tetraethylammonium chloride

tetraethylammonium chloride

tetraethylammonium diethylsulfoxidopentachloroplatinate

tetraethylammonium diethylsulfoxidopentachloroplatinate

Conditions
ConditionsYield
In acetonitrile93%
diethyl sulphide
70-29-1

diethyl sulphide

diethyl sulphide
352-93-2

diethyl sulphide

Conditions
ConditionsYield
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;
diethyl sulphide
70-29-1

diethyl sulphide

diethylsulfone
597-35-3

diethylsulfone

Conditions
ConditionsYield
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
dihydrogen hexachloroplatinate(IV) hexahydrate

dihydrogen hexachloroplatinate(IV) hexahydrate

diethyl sulphide
70-29-1

diethyl sulphide

ethyltriphenylphosphonium chloride
896-33-3

ethyltriphenylphosphonium chloride

triphenylethylphosphonium diethylsulfoxidopentachloroplatinate

triphenylethylphosphonium diethylsulfoxidopentachloroplatinate

Conditions
ConditionsYield
In acetonitrile86%
potassium tetrachloroplatinate(II)
10025-99-7

potassium tetrachloroplatinate(II)

diethyl sulphide
70-29-1

diethyl sulphide

[Pt(diethyl sulphoxide)I2]2
1044254-31-0, 72557-00-7

[Pt(diethyl sulphoxide)I2]2

Conditions
ConditionsYield
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%
potassium hexabromoplatinate(IV)

potassium hexabromoplatinate(IV)

tetraphenylstibonium bromide
16894-69-2, 21450-52-2

tetraphenylstibonium bromide

diethyl sulphide
70-29-1

diethyl sulphide

2C28H30OSSb(1+)*Br6Pt(2-)

2C28H30OSSb(1+)*Br6Pt(2-)

Conditions
ConditionsYield
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))
54762-43-5

bis(ruthenium(2,3,7,8,12,13,17,18-octaethylporphyrin))

diethyl sulphide
70-29-1

diethyl sulphide

bis(diethyl sulfoxide)(octaethylporphyrinato)ruthenium(II)
164535-53-9

bis(diethyl sulfoxide)(octaethylporphyrinato)ruthenium(II)

Conditions
ConditionsYield
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%
diethyl sulphide
70-29-1

diethyl sulphide

N-tert-butyl-α-phenylnitrone
3376-24-7

N-tert-butyl-α-phenylnitrone

N-tert-butyl-N-(1-phenyl-2-methyl-2-ethylsulfinyl) ethyl hydroxylamine

N-tert-butyl-N-(1-phenyl-2-methyl-2-ethylsulfinyl) ethyl hydroxylamine

Conditions
ConditionsYield
Stage #1: diethyl sulphide With n-butyllithium In tetrahydrofuran
Stage #2: N-tert-butyl-α-phenylnitrone In tetrahydrofuran at -78℃; for 2h;
76%
1,2,5-trimethyl-1H-pyrrole
930-87-0

1,2,5-trimethyl-1H-pyrrole

diethyl sulphide
70-29-1

diethyl sulphide

Diethyl-(1,2,5-trimethyl-1H-pyrrol-3-yl)-sulfonium; chloride

Diethyl-(1,2,5-trimethyl-1H-pyrrol-3-yl)-sulfonium; chloride

Conditions
ConditionsYield
With chloro-trimethyl-silane In acetonitrile Ambient temperature;72%
diethyl sulphide
70-29-1

diethyl sulphide

4-methyl-N-{2-(phenylethynyl)phenyl}benzenesulfonamide
442155-91-1

4-methyl-N-{2-(phenylethynyl)phenyl}benzenesulfonamide

3-(ethylthio)-2-phenyl-1-tosyl-1H-indole

3-(ethylthio)-2-phenyl-1-tosyl-1H-indole

Conditions
ConditionsYield
With thionyl chloride at 0 - 70℃; for 10h;72%
2-phenyl-1H-pyrrole
3042-22-6

2-phenyl-1H-pyrrole

diethyl sulphide
70-29-1

diethyl sulphide

Diethyl-(5-phenyl-1H-pyrrol-2-yl)-sulfonium; chloride

Diethyl-(5-phenyl-1H-pyrrol-2-yl)-sulfonium; chloride

Conditions
ConditionsYield
With chloro-trimethyl-silane In acetonitrile Ambient temperature;71%
di-μ-chloro-dichlorobis(diethyl sulfoxide)diplatinum

di-μ-chloro-dichlorobis(diethyl sulfoxide)diplatinum

diethyl sulphide
70-29-1

diethyl sulphide

trans-dichlorobis(diethyl sulfoxide)platinum(II)
66767-30-4

trans-dichlorobis(diethyl sulfoxide)platinum(II)

Conditions
ConditionsYield
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
70-29-1

diethyl sulphide

5-chloro-6H-anthra[1,9-cd]isoxazol-6-one
70730-92-6

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
1192657-31-0

N-(4-chloro-9,10-dioxo-9,10-dihydroanthracen-1-yl)-S,S-diethylsulfoximide

B

1-amino-4-chloroanthraquinone
2872-47-1

1-amino-4-chloroanthraquinone

Conditions
ConditionsYield
In sulfolane at 130℃; for 2h;A 70%
B n/a
N-Methylpyrrole
96-54-8

N-Methylpyrrole

diethyl sulphide
70-29-1

diethyl sulphide

Diethyl-(1-methyl-1H-pyrrol-2-yl)-sulfonium; chloride

Diethyl-(1-methyl-1H-pyrrol-2-yl)-sulfonium; chloride

Conditions
ConditionsYield
With chloro-trimethyl-silane In acetonitrile Ambient temperature;68%
diethyl sulphide
70-29-1

diethyl sulphide

hydrogen bromide
10035-10-6, 12258-64-9

hydrogen bromide

platinum
7440-06-4

platinum

trans-tetrabromobis(diethyl sulfide) platinum(IV)
19525-76-9

trans-tetrabromobis(diethyl sulfide) platinum(IV)

Conditions
ConditionsYield
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
70-29-1

diethyl sulphide

6H-anthra<1,9-cd>isoxazol-6-one
70730-89-1

6H-anthra<1,9-cd>isoxazol-6-one

A

N-(9,10-dioxo-9,10-dihydroanthracen-1-yl)-S,S-diethylsulfoximide
1192656-58-8

N-(9,10-dioxo-9,10-dihydroanthracen-1-yl)-S,S-diethylsulfoximide

B

1-amino-9,10-anthracenedione
82-45-1

1-amino-9,10-anthracenedione

Conditions
ConditionsYield
In sulfolane at 130℃; for 3h;A 67%
B n/a
diethyl sulphide
70-29-1

diethyl sulphide

potassium o-nitrobenzoate
15163-59-4

potassium o-nitrobenzoate

1-ethylsulfanyl-2-nitrobenzene
3058-46-6

1-ethylsulfanyl-2-nitrobenzene

Conditions
ConditionsYield
With 1,10-Phenanthroline; zinc trifluoromethanesulfonate; copper(I) bromide at 150℃; for 24h; Molecular sieve;67%
2,5-dimethyl-1-phenyl-1H-pyrrole
83-24-9

2,5-dimethyl-1-phenyl-1H-pyrrole

diethyl sulphide
70-29-1

diethyl sulphide

A

3-Chloro-2,5-dimethyl-1-phenyl-1H-pyrrole

3-Chloro-2,5-dimethyl-1-phenyl-1H-pyrrole

B

(2,5-Dimethyl-1-phenyl-1H-pyrrol-3-yl)-diethyl-sulfonium; chloride

(2,5-Dimethyl-1-phenyl-1H-pyrrol-3-yl)-diethyl-sulfonium; chloride

Conditions
ConditionsYield
With chloro-trimethyl-silane In acetonitrile Ambient temperature;A 15%
B 66%
diethyl sulphide
70-29-1

diethyl sulphide

N-tert-butyl-α-tert-butyl nitrone
72331-68-1

N-tert-butyl-α-tert-butyl nitrone

N-tert-butyl-N-(1-tert-butyl-2-ethylsulfinyl)propylhydroxylamine
412929-83-0

N-tert-butyl-N-(1-tert-butyl-2-ethylsulfinyl)propylhydroxylamine

Conditions
ConditionsYield
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%
pyrrole
109-97-7

pyrrole

diethyl sulphide
70-29-1

diethyl sulphide

Diethyl-(1H-pyrrol-2-yl)-sulfonium; chloride

Diethyl-(1H-pyrrol-2-yl)-sulfonium; chloride

Conditions
ConditionsYield
With chloro-trimethyl-silane In acetonitrile Ambient temperature;65%
styrene
292638-84-7

styrene

diethyl sulphide
70-29-1

diethyl sulphide

2-(ethylsulfonyl)-1-phenylethan-1-one
77970-53-7

2-(ethylsulfonyl)-1-phenylethan-1-one

Conditions
ConditionsYield
With iron(III) chloride; oxygen; hydrazine hydrate at 40℃; for 36h;65%
diethyl sulphide
70-29-1

diethyl sulphide

benzoyl chloride
98-88-4

benzoyl chloride

1-(ethylthio)ethyl benzoate
91970-36-4

1-(ethylthio)ethyl benzoate

Conditions
ConditionsYield
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%

70-29-1Relevant articles and documents

Air atmospheric photocatalytic oxidation by ultrathin C,N-TiO2nanosheets

Cheng, Xiuyan,Zhang, Jianling,Liu, Lifei,Zheng, Lirong,Zhang, Fanyu,Duan, Ran,Sha, Yufei,Su, Zhuizhui,Xie, Fei

supporting information, p. 1165 - 1170 (2021/02/26)

Herein, we demonstrate the highly efficient photocatalytic sulfide oxidation reaction under mild conditions,i.e.in air, at room temperature and in the absence of a sacrificial reagent, co-catalyst or redox mediator, by using ultrathin C,N-TiO2nanosheets as a photocatalyst.

A novel binuclear iron(III)-salicylaldazine complex; synthesis, X-ray structure and catalytic activity in sulfide oxidation

Akbari, Ali,Amini, Mojtaba,Bagherzadeh, Mojtaba,Ellern, Arkady,Mesbahi, Elnaz,Woo, L. Keith

, (2020/04/08)

A novel binuclear iron(III)-salicylaldazine complex has been synthesized and characterized by various techniques such as IR and UV–Vis spectroscopy and X-ray crystallography. The catalytic oxidation of sulfides in the presence of the aforementioned complex was explored at room temperature using urea hydrogen peroxide (UHP) as an oxidant. Effects of different reaction conditions consisting catalyst and oxidant amount, solvent effect and reaction time on the catalytic activity and selectivity in the reaction of methylphenylsulfide oxidation has been surveyed. Perfect selectivity toward sulfoxide was achieved after 15 min in CH3CN by choice of a properly optimized reaction condition.

Selective catalytic oxidation of sulfides to sulfoxides or sulfones over amorphous Nb2O5/AC catalysts in aqueous phase at room temperature

Zhang, Junjie,Jiang, Tingting,Mai, Yuliang,Wang, Xi,Chen, Jiazhi,Liao, Bing

, p. 10 - 14 (2019/04/29)

Selective oxidation of sulfides into sulfoxides or sulfones is an important transformation in organic synthesis. Activated carbon supported Nb-based catalysts were prepared by the impregnation method and then characterized by the XRD, TEM and XPS. The characterization results indicate Nb species is amorphous Nb2O5. The catalysts were applied for the catalytic oxidation of sulfides in aqueous phase with H2O2 as the oxidant. Sulfides could be converted into the corresponding sulfoxides or sulfones with high conversion and selectivity at room temperature. The recycling experiments showed the Nb2O5/AC catalysts exhibited good reusability. They could be recycled for 10 times without obvious loss of activity and selectivity.

Generation of VBr? VBi? VO?? defect clusters for 1O2 production for molecular oxygen activation in photocatalysis

Ding, Jie,Dai, Zan,Tian, Fan,Zhou, Bo,Zhao, Bin,Zhao, Huiping,Chen, Zhiquan,Liu, Yunling,Chen, Rong

supporting information, p. 23453 - 23459 (2017/11/30)

Defect engineering on a semiconductor surface can provide coordinatively unsaturated sites for molecular oxygen activation in photocatalysis. In this work, we demonstrated that the vacancy type was key to modulate the molecular oxygen activation process on BiOBr nanosheets. By regulating the reaction time, an oxygen vacancy (VO??), a double atom defect cluster (VBi? VO??) and triple atom clusters (VBi? VO?? VBi? and VBr? VBi? VO??) were accordingly generated on the surface, subsurface and bulk of BiOBr. More importantly, the newly-discovered VBr? VBi? VO?? defect cluster was highly related to the singlet oxygen (1O2) production ability of BiOBr. Meanwhile, the excellent photocatalytic selective oxidation reactions were successfully realized over BiOBr with the VBr? VBi? VO?? defect cluster. In addition, time-dependent defect cluster generation and the associated molecular oxygen activation were discussed.

Chemoselective oxidation of sulfides to sulfoxides with urea hydrogen peroxide (UHP) catalyzed by non-, partially and fully β-brominated meso-tetraphenylporphyrinatomanganese(III) acetate

Rayati, Saeed,Nejabat, Fatemeh,Zakavi, Saeed

, p. 82 - 86 (2014/01/06)

Selective oxidation of sulfides to sulfoxides with urea hydrogen peroxide in the presence of the manganese complex of non-, partially and fully brominated meso-tetraphenylporphyrin, (MnTPPBrx(OAc) (x = 0, 2, 4, 6 and 8)) is reported. Although, the maximum conversion was achieved in the case of MnTPPBr4(OAc), little difference was found between the catalytic activity of MnTPP(OAc), MnTPPBr2(OAc) and MnTPPBr4(OAc). MnTPPBr8(OAc) showed an unusually very low catalytic efficiency compared to the other manganese porphyrins. The presence of small amounts of acetic acid was shown to have significant effect on the total conversion and the oxidative stability of the catalyst.

Synthesis and characterization of 3-[N,N′-bis-3-(salicylidenamino) ethyltriamine] Mo(vi)O2@SBA-15: A highly stable and reusable catalyst for epoxidation and sulfoxidation reactions

Lazar, Anish,Thiel, Werner R.,Singh

, p. 14063 - 14073 (2014/04/17)

The efficient and reusable oxidation catalyst 3-[N,N′-bis-3- (salicylidenamino)ethyltriamine] Mo(vi)O2@SBA-15 has been synthesized by the anchoring of the 3-[N,N-bis-3-(salicylidenamino)ethyltriamine] ligand (L or Salpr) on the inner surfaces of organofunctionalized SBA-15 and subsequent complexation with Mo(vi)O2(acac)2. The physico-chemical properties of the functionalized catalysts were analyzed by elemental analysis, ICP-OES, XRD, N2-sorption measurements, TG & DTA, solid state 13C, 29Si NMR spectroscopy, FT-IR, Raman spectroscopy, XPS, DRS UV-Vis spectroscopy, SEM and TEM. XRD and N2 sorption analyses helped to find out the morphological and textural properties of the synthesized catalysts and confirm that an ordered mesoporous channel structure was retained even after the multistep synthetic procedures. The (100), (110) and (200) reflections in SBA-15 provide hints of a good structural stability, the existence of long range ordering and a high pore wall thickness. TG and DTA results reveal that the thermal stability of (L)Mo(vi)O2@SBA-15 was maintained up to 300°C. The organic moieties anchored over the surface of the SBA-15 support were determined by solid state 13C NMR and FT-IR spectroscopy. Further, solid state 29Si NMR spectroscopy provides the information about the degree of functionalization of the surface silanol groups with the organic moiety. The electronic environment and the oxidation state of the molybdenum site in (L)Mo(vi)O2@SBA-15 were monitored by Raman spectroscopy, XPS and DRS UV-Vis techniques. Moreover, the morphology and topographic information of the synthesized catalysts were confirmed by SEM and TEM imaging. The synthesized catalysts were evaluated in epoxidation and sulfoxidation reactions, and the results show that (L)Mo(vi)O2@SBA-15 exhibits high conversion and selectivity towards epoxidation and sulfoxidation reactions in combination with high stability. The anchored solid catalysts can be recycled effectively and reused several times without major loss in activity. In addition, Sheldon's hot filtration test was also carried out.

Selective oxidation of sulfides and olefins by a manganese (III) complex containing an N,O-type bidentate oxazine ligand

Amini, Mojtaba,Bagherzadeh, Mojtaba,Moradi-Shoeili, Zeinab,Boghaei, Davar M.,Ellern, Arkady,Woo, L. Keith

, p. 464 - 472 (2013/08/24)

A new manganese(III) complex [(N-O)2Mn(OAc)] was synthesized using 2-(2'-hydroxyphenyl)-5,6-dihydro-1,3-oxazine (N-O) as a bidentate O, N donor. The complex has been characterized by elemental analysis, IR, UV-vis spectroscopy, and X-ray structure analysis. Oxidation of sulfides and epoxidation of olefins, respectively, to their corresponding sulfoxides and epoxides were conducted by this catalyst using urea hydrogen peroxide as oxidant at room temperature under air. The catalyst is efficient in oxidation reactions giving high yields and selectivities.

Selective oxidation of nonrefractory and refractory sulfides by cyclopentadienyl molybdenum acetylide complexes as efficient catalysts

Chandgude, MacChindra G.,Biradar, Ankush V.,Kotbagi, Trupti V.,Puranik, Vedavati G.,Dongare, Mohan K.,Umbarkar, Shubhangi B.

, p. 1352 - 1360 (2013/01/15)

The synthesis and catalytic properties of molybdenum acetylide complexes CpMo(CO)3(-C≡CR), R = Ph(1), C6H4-p- CF3 (2) and C6H4-p-CH3 (3) has been studied. The molybdenum acetylide complexes were synthesized from CpMo(CO) 3Cl and aryl acetylenes via Stephens- Castro coupling reaction. These complexes were characterized by single crystal X-ray diffraction analysis, FTIR and 1H NMR spectroscopy. These complexes on treatment with hydrogen peroxide, formed corresponding molybdenum oxo-peroxo species. These in situ formed oxo-peroxo species were found very active (up to 100 % conversion) and selective (up to 100 %) oxidation catalysts for various refractory and nonrefractory sulfides. Interestingly, even though the molybdenum acetylide complexes are homogeneous, they could be recycled very efficiently by extracting the catalytically active molybdenum oxoperoxo species in aqueous phase. Springer Science+Business Media, LLC 2012.

CARBOCATALYSTS FOR CHEMICAL TRANSFORMATIONS

-

Page/Page column 58-59, (2011/12/14)

The disclosure relates to catalytically active carbocatalysts, e.g., a graphene oxide or graphite oxide catalyst suitable for use in a variety of chemical transformations. In one embodiment, it relates to a method of catalyzing a chemical reaction of an organic molecule by reacting the organic molecule in the presence of a sufficient amount of graphene oxide or graphite oxide for a time and at a temperature sufficient to allow catalysis of a chemical reaction. According to other embodiments, the reaction may be an oxidation reaction, a hydration reaction, a dehydrogenation reaction, a condensation reaction, or a polymerization reaction. Some reactions may include auto-tandem reactions. The disclosure further provides reaction mixtures containing an organic molecule and graphene oxide or graphite oxide in an amount sufficient to catalyze a reaction of the organic molecule.

Controlled oxidation of organic sulfides to sulfoxides under ambient conditions by a series of titanium isopropoxide complexes using environmentally benign H2O2 as an oxidant

Panda, Manas K.,Shaikh, Mobin M.,Ghosh, Prasenjit

experimental part, p. 2428 - 2440 (2010/06/18)

Controlled oxidation of organic sulfides to sulfoxides under ambient conditions has been achieved by a series of titanium isopropoxide complexes that use environmentally benign H2O2 as a primary oxidant. Specifically, the [N,N′-bis(2-oxo-3-R1-5-R2- phenylmethyl)-N,N′-bis(methylene-R3)-ethylenediamine]Ti(O iPr)2 [R1 = t-Bu, R2 = Me, R 3 = C7H5O2 (1b); R1 = R2 = t-Bu, R3 = C7H5O2 (2b); R1 = R2 = Cl, R3 = C7H 5O2 (3b) and R1 = R2 = Cl, R 3 = C6H5 (4b)] complexes efficiently catalyzed the sulfoxidation reactions of organic sulfides to sulfoxides at room temperature within 30 min of the reaction time using aqueous H2O 2 as an oxidant. A mechanistic pathway, modeled using density functional theory for a representative thioanisole substrate catalyzed by 4b, suggested that the reaction proceeds via a titanium peroxo intermediate 4c′, which displays an activation barrier of 22.5 kcal mol-1 (ΔG?) for the overall catalytic cycle in undergoing an attack by the S atom of the thioanisole substrate at its σ*-orbital of the peroxo moiety. The formation of the titanium peroxo intermediate was experimentally corroborated by a mild ionization atmospheric pressure chemical ionization (APCI) mass spectrometric technique. The Royal Society of Chemistry 2010.

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