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67-71-0

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67-71-0 Usage

description

Dimethyl Sulfone (MSM) is an organic sulfur-containing compound that occurs naturally in a variety of fruits, vegetables, grains, and animals including humans. a white, odorless, slightly bitter-tasting crystalline substance containing 34-percent elemental sulfur, MSM is a normal oxidative metabolite product of dimethyl sulfoxide (DMSO). Cow’s milk is the most abundant source of MSM, containing approximately 3.3 parts per million (ppm). Other foods containing MSM are coffee (1.6 ppm), tomatoes (trace to 0.86 ppm), tea (0.3 ppm), Swiss chard (0.05-0.18 ppm), beer (0.18 ppm), corn (up to 0.11 ppm), and alfalfa (0.07 ppm).MSM has been isolated from plants such as Equisetum arvense, also known as horsetail. Dimethyl Sulfone has the ability to enhance the body to produce insulin, while it can promote carbohydrate metabolism. It is essential for the synthesis of human collagen. It can not only promote wound healing, but also contribute for metabolic and neurological health requirement of vitamin B and vitamin C, biotin synthesis and activation, so it is known as "naturally beautiful carbon material". Dimethyl Sulfone exists in human skin, hair, nails, bones, muscles and various organs. Once people who are lack of it will get health disorders or diseases. It is the main substance for people to maintain the balance of biological sulfur. It has therapeutic value and healthcare function for people. It is an essential drug for human survial and health protection.

application

Dimethyl sulfone can eliminate the virus, enhance blood circulation, soften tissue, relieve pain, strengthen sinews and bones, calm the spirit, enhance physical strength, maintain skin, make beauty salons, treat the arthritis, oral ulcers, asthma and constipation, dredge the blood vessels, Clear gastrointestinal toxins. Dimethyl sulfone can be used as food and feed additives to supplement the organic sulfur nutrients for humans, pets and livestock. For external use, it can make the skin smooth, supple muscles, and reduce pigmentation. Recently, it surges in the amount as the cosmetic additives. In medicine, it has a good analgesic, it can promote wound healing and others. Dimethyl sulfone is a good penetrant in medicines production.

Purification methods

Using different purification methods, the products contained different impurities. in the finished product is different purification methods are also different. In general, it is decolored by active carbon, demineralized by ion exchange, and then recrystallized the solvent, dried by vacuum. After that, it is sieved and added an antistatic agent and a slip agent, in order to meet the export requirements. There is no national or ministerial standards. Currently, the countries in the world continue to enforce corporate standards or contract specifications.

Chemical properties

white needle-like crystals. Melting point 109 ℃, boiling point 238 ℃, relative density 1.1702 (110/0 ℃), refractive index 1.4226, flash point 143 ℃. Soluble in water, ethanol, benzene, methanol and acetone, slightly soluble in ether and chloroform. Stink.

Uses

Different sources of media describe the Uses of 67-71-0 differently. You can refer to the following data:
1. Use as high temperature solvent inorganic and organic substances, organic chemical raw materials, food additives and health products raw materials, also used as gas chromatography stationary phase (maximum use temperature 30 ℃, acetone as solvent) and analytical reagents.
2. antiinflammatory, antiproliferative, antiparasitic
3. Dimethyl sulfone is a high tempereture solvent for many inorganic and organic substances,it is used as antiinflammatory, antiproliferative, antiparasitic.
4. Dimethyl sulfone is used as a high-temperature solvent for both inorganic and organic substances. It acts as an intermediate as well as medium in organic synthesis. It plays an important role as a carbon source by the airborne bacteria Afipia. It is also employed as an extraction solvent for the separation of aromatic compounds like benzene, toluene and xylenes from aliphatic hydrocarbons. Further, it is used in the polymerization process. It finds application in pharmaceuticals, agrochemicals, paint and coating materials.

chemical synthesis

Dimethyl sulfone is obtained by oxidizing methyl sulfone using nitric acid as oxidation. Methyl sulfone was oxidized at 140-145 ℃ by nitric oxide. After completion of the reaction, It was cooled and filtered to give white needles crude. Then vacuum distillation, collecting 138-145 ℃ (98.42kPa) distillate products which are the finished goods.

Chemical Properties

colourless crystals

Synthesis Reference(s)

Journal of the American Chemical Society, 91, p. 3992, 1969 DOI: 10.1021/ja01042a075

Purification Methods

Crystallise the sulfone from water. Dry it over P2O5. [Beilstein 1 IV 1279.]

Check Digit Verification of cas no

The CAS Registry Mumber 67-71-0 includes 5 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 2 digits, 6 and 7 respectively; the second part has 2 digits, 7 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 67-71:
(4*6)+(3*7)+(2*7)+(1*1)=60
60 % 10 = 0
So 67-71-0 is a valid CAS Registry Number.
InChI:InChI=1/C2H6O2S/c1-5(2,3)4/h1-2H3

67-71-0 Well-known Company Product Price

  • Brand
  • (Code)Product description
  • CAS number
  • Packaging
  • Price
  • Detail
  • Alfa Aesar

  • (B21747)  Dimethyl sulfone, 99%   

  • 67-71-0

  • 250g

  • 380.0CNY

  • Detail
  • Alfa Aesar

  • (B21747)  Dimethyl sulfone, 99%   

  • 67-71-0

  • 1000g

  • 731.0CNY

  • Detail
  • Sigma-Aldrich

  • (41867)  Dimethylsulfone  Standard for quantitative NMR, TraceCERT®

  • 67-71-0

  • 41867-1G

  • 1,731.60CNY

  • Detail
  • Sigma-Aldrich

  • (PHR1346)  Methylsulfonylmethane  pharmaceutical secondary standand; traceable to USP

  • 67-71-0

  • PHR1346-1G

  • 732.19CNY

  • Detail
  • USP

  • (1437600)  Methylsulfonylmethane  United States Pharmacopeia (USP) Reference Standard

  • 67-71-0

  • 1437600-200MG

  • 4,750.20CNY

  • Detail
  • Aldrich

  • (M81705)  Dimethylsulfone  98%

  • 67-71-0

  • M81705-5G

  • 239.85CNY

  • Detail
  • Aldrich

  • (M81705)  Dimethylsulfone  98%

  • 67-71-0

  • M81705-100G

  • 250.38CNY

  • Detail
  • Aldrich

  • (M81705)  Dimethylsulfone  98%

  • 67-71-0

  • M81705-500G

  • 560.43CNY

  • Detail

67-71-0SDS

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 sulfonyldimethane

1.2 Other means of identification

Product number -
Other names methylsulphonylmethane

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:67-71-0 SDS

67-71-0Synthetic route

dimethylsulfide
75-18-3

dimethylsulfide

dimethylsulfone
67-71-0

dimethylsulfone

Conditions
ConditionsYield
With sodium periodate; ruthenium-carbon composite In water at 20℃; for 2h;100%
With C4H9N2O9W In methanol; water at 20℃; for 1.16h; chemoselective reaction;99%
With anthracene; oxygen; acetic acid In isopropyl alcohol at 75℃; for 2h; Temperature; Irradiation;99%
dimethyl sulfoxide
67-68-5

dimethyl sulfoxide

dimethylsulfone
67-71-0

dimethylsulfone

Conditions
ConditionsYield
With sodium molybdate dihydrate; dihydrogen peroxide In methanol; water at 25℃; for 0.5h; Kinetics; Concentration;100%
With iron(II) perchlorate monohydrate; ozone; acetonitrile100%
With dihydrogen peroxide; [(η5-C5Me5)Mo(CO)3Cl] In acetonitrile at 35℃; for 2h;99%
benzoyl chloride
98-88-4

benzoyl chloride

C8H10CuO2S(1-)*Br(1-)*Mg(2+)

C8H10CuO2S(1-)*Br(1-)*Mg(2+)

A

benzophenone
119-61-9

benzophenone

B

dimethylsulfone
67-71-0

dimethylsulfone

Conditions
ConditionsYield
With ammonium chloride In tetrahydrofuran at -78℃; for 0.25h;A 97%
B n/a
cyclohexenone
930-68-7

cyclohexenone

lithium (methylsulfonyl)methyl(tert-butyl)cuprate

lithium (methylsulfonyl)methyl(tert-butyl)cuprate

A

dimethylsulfone
67-71-0

dimethylsulfone

B

3-tert-butylcyclohexanone
936-99-2

3-tert-butylcyclohexanone

Conditions
ConditionsYield
With ammonium chloride In tetrahydrofuran at 0℃;A n/a
B 96%
3-(4-chlorophenyl)-4-dimethylsulfiliminofurazan
106466-53-9

3-(4-chlorophenyl)-4-dimethylsulfiliminofurazan

A

dimethylsulfone
67-71-0

dimethylsulfone

B

3-(4-chlorophenyl)-4-nitrofurazan
106446-22-4

3-(4-chlorophenyl)-4-nitrofurazan

Conditions
ConditionsYield
With trifluoroacetyl peroxide In dichloromethane Heating;A n/a
B 96%
cyclohexenone
930-68-7

cyclohexenone

CH3SO2CH2CuCH3(1-)*Li(1+)=(CH3SO2CH2CuCH3)Li

CH3SO2CH2CuCH3(1-)*Li(1+)=(CH3SO2CH2CuCH3)Li

A

dimethylsulfone
67-71-0

dimethylsulfone

B

3-Methylcyclohexanone
591-24-2, 625-96-7

3-Methylcyclohexanone

Conditions
ConditionsYield
With ammonium chloride In tetrahydrofuran at 0℃;A n/a
B 95%
3-(4-chlorophenyl)-4-dimethylsulfiliminofurazan
106466-53-9

3-(4-chlorophenyl)-4-dimethylsulfiliminofurazan

A

dimethylsulfone
67-71-0

dimethylsulfone

B

3-(4-chlorophenyl)-4-nitrofurazan
106446-22-4

3-(4-chlorophenyl)-4-nitrofurazan

C

3-(4-chlorophenyl)-4-dimethylsulfoximinofurazan

3-(4-chlorophenyl)-4-dimethylsulfoximinofurazan

D

azoxy(4-chlorophenylfurazan)
106446-23-5

azoxy(4-chlorophenylfurazan)

Conditions
ConditionsYield
With 4 A molecular sieve; 3,3-dimethyldioxirane In acetone for 16h; Ambient temperature;A n/a
B n/a
C 87%
D n/a
C95H88N4O4Pd

C95H88N4O4Pd

dimethyl sulfoxide
67-68-5

dimethyl sulfoxide

A

dimethylsulfone
67-71-0

dimethylsulfone

C95H88N4O3Pd

C95H88N4O3Pd

Conditions
ConditionsYield
In benzene at 20℃; for 6h;A n/a
B 82%
cyclohexene sulfide
286-28-2

cyclohexene sulfide

A

Tetramethyleethylenepisulfoxid
21386-28-7

Tetramethyleethylenepisulfoxid

B

dimethylsulfone
67-71-0

dimethylsulfone

Conditions
ConditionsYield
With oxygen; dimethyl sulfoxide at -40℃; Irradiation; methylene blue sensitizer;A 79%
B n/a
dimethylsulfide
75-18-3

dimethylsulfide

A

dimethylsulfone
67-71-0

dimethylsulfone

B

((methyl-d3)sulfonyl)methane-d3
22230-82-6

((methyl-d3)sulfonyl)methane-d3

C

dimethyl sulfoxide
67-68-5

dimethyl sulfoxide

Conditions
ConditionsYield
With <18O,2H6>DMSO; oxygen; methylene blue In [D3]acetonitrile for 0.166667h; Mechanism; Product distribution; Irradiation;A 7.4%
B n/a
C 77.5%
dimethyl sulfoxide
67-68-5

dimethyl sulfoxide

A

rans-2-pinanol

rans-2-pinanol

B

dimethylsulfone
67-71-0

dimethylsulfone

Conditions
ConditionsYield
With pinanyl hydroperoxide In various solvent(s) at 80℃; for 70h;A 71.7%
B 75.9%
benzophenone
119-61-9

benzophenone

C8H9ClO2S
89278-87-5

C8H9ClO2S

A

dimethylsulfone
67-71-0

dimethylsulfone

B

4-chloro-phenol
106-48-9

4-chloro-phenol

Conditions
ConditionsYield
for 5h; Product distribution;A 73%
B n/a
3-(Dimethylsulfonio)-2,4-dioxo-1-oxaspiro<4.5>decan-3-id

3-(Dimethylsulfonio)-2,4-dioxo-1-oxaspiro<4.5>decan-3-id

A

dimethylsulfone
67-71-0

dimethylsulfone

B

1-Oxaspiro<4.5>decan-2,3,4-trion
83527-51-9

1-Oxaspiro<4.5>decan-2,3,4-trion

C

dimethyl sulfoxide
67-68-5

dimethyl sulfoxide

Conditions
ConditionsYield
With ozone In dichloromethane at 0℃;A n/a
B 73%
C n/a
dimethyl sulfoxide
67-68-5

dimethyl sulfoxide

diazodiphenylmethane
908093-98-1

diazodiphenylmethane

A

benzophenone
119-61-9

benzophenone

B

dimethylsulfone
67-71-0

dimethylsulfone

Conditions
ConditionsYield
With oxygen In acetonitrile at 25℃; Product distribution; Flash photolysis;A 71%
B 23.6%
C8H9ClO2S
89278-87-5

C8H9ClO2S

benzaldehyde
100-52-7

benzaldehyde

A

dimethylsulfone
67-71-0

dimethylsulfone

B

(E)-methyl styryl sulfone
15436-11-0

(E)-methyl styryl sulfone

C

2-(p-Chlorophenoxy)-2-phenylethyl methyl sulfone
89278-80-8

2-(p-Chlorophenoxy)-2-phenylethyl methyl sulfone

D

2-(Benzoyloxy)-2-phenylethyl methyl sulfone
89278-86-4

2-(Benzoyloxy)-2-phenylethyl methyl sulfone

E

4-chloro-phenol
106-48-9

4-chloro-phenol

Conditions
ConditionsYield
for 3h; Product distribution;A 30%
B 6%
C 4.5%
D 6.6%
E 70%
3-chloro-2H-thiete 1,1-dioxide
90344-86-8

3-chloro-2H-thiete 1,1-dioxide

dimethylsulfone
67-71-0

dimethylsulfone

Conditions
ConditionsYield
With sodium hydroxide for 0.166667h; Heating;68%
Bis-[2,6-bis-(difluoro-nitro-methyl)-2,6-bis-trifluoromethyl-3,6-dihydro-2H-[1,3,5]oxadiazin-4-yl]-amine; compound with methanesulfinylmethane
74379-39-8

Bis-[2,6-bis-(difluoro-nitro-methyl)-2,6-bis-trifluoromethyl-3,6-dihydro-2H-[1,3,5]oxadiazin-4-yl]-amine; compound with methanesulfinylmethane

A

dimethylsulfide
75-18-3

dimethylsulfide

B

dimethylsulfone
67-71-0

dimethylsulfone

C

4,4'-iminobis<2,6-bis(difluoronitromethyl)-5,6-dihydro-2,6-bis(trifluoromethyl)-2H-1,3,5-oxadiazine>
74379-34-3

4,4'-iminobis<2,6-bis(difluoronitromethyl)-5,6-dihydro-2,6-bis(trifluoromethyl)-2H-1,3,5-oxadiazine>

Conditions
ConditionsYield
With sulfuric acid at 50 - 60℃; for 2h;A n/a
B n/a
C 67%
6-amino-1,3-dimethyl-5-<(p-nitrobenzylidene)amino>uracil
76473-17-1

6-amino-1,3-dimethyl-5-<(p-nitrobenzylidene)amino>uracil

A

8-(p-Nitrophenyl)theophylline
1094-63-9

8-(p-Nitrophenyl)theophylline

B

dimethylsulfone
67-71-0

dimethylsulfone

Conditions
ConditionsYield
With Ni-PO In dimethyl sulfoxide at 80℃; for 7.5h;A 65%
B n/a
C8H9ClO2S
89278-87-5

C8H9ClO2S

benzaldehyde
100-52-7

benzaldehyde

A

dimethylsulfone
67-71-0

dimethylsulfone

B

(E)-methyl styryl sulfone
15436-11-0

(E)-methyl styryl sulfone

C

2-(p-Chlorophenoxy)-2-phenylethyl methyl sulfone
89278-80-8

2-(p-Chlorophenoxy)-2-phenylethyl methyl sulfone

D

4-chloro-phenol
106-48-9

4-chloro-phenol

Conditions
ConditionsYield
at -60℃; for 3h; Product distribution;A 65%
B 27.5%
C 22%
D n/a
C8H9ClO2S
89278-87-5

C8H9ClO2S

4-tercbutyl-cyclohexanone
98-53-3

4-tercbutyl-cyclohexanone

A

dimethylsulfone
67-71-0

dimethylsulfone

B

(4-tert-Butyl-1-cyclohexenyl)methyl methyl sulfone
89278-78-4

(4-tert-Butyl-1-cyclohexenyl)methyl methyl sulfone

C

<1-<(Methylsulfonyl)methyl>-1-(p-chlorophenoxy)-4-tert-butyl>cyclohexane
89278-77-3

<1-<(Methylsulfonyl)methyl>-1-(p-chlorophenoxy)-4-tert-butyl>cyclohexane

D

4-chloro-phenol
106-48-9

4-chloro-phenol

Conditions
ConditionsYield
at -60℃; for 3h; Product distribution;A 64%
B 42%
C 3.7%
D n/a
di-tert-butyl peroxide
110-05-4

di-tert-butyl peroxide

sodium methansulfinate
20277-69-4

sodium methansulfinate

dimethylsulfone
67-71-0

dimethylsulfone

Conditions
ConditionsYield
In water at 100℃; for 12h; Sealed tube;61%
With water at 110℃; for 12h; Sealed tube; Green chemistry;61%
dimethylsulfone
67-71-0

dimethylsulfone

C10H15N3O5

C10H15N3O5

C10H14ClN3O4

C10H14ClN3O4

Conditions
ConditionsYield
With triethylamine In dichloromethane at 20℃; for 26h;100%
3-phenyl-1,3,4,5-tetrahydro-benzo[b]azepine-2-thione
30570-86-6

3-phenyl-1,3,4,5-tetrahydro-benzo[b]azepine-2-thione

dimethylsulfone
67-71-0

dimethylsulfone

2-methylsulfanyl-3-phenyl-4,5-dihydro-3H-benzo[b]azepine
28717-73-9

2-methylsulfanyl-3-phenyl-4,5-dihydro-3H-benzo[b]azepine

Conditions
ConditionsYield
In sodium hydroxide99%
dimethylsulfone
67-71-0

dimethylsulfone

(3S)-3-hydroxydihydrofuran-2(3H)-one
52079-23-9

(3S)-3-hydroxydihydrofuran-2(3H)-one

methyl (S)-4-hydroxy-2-methoxybutyrate
1177369-50-4

methyl (S)-4-hydroxy-2-methoxybutyrate

Conditions
ConditionsYield
Stage #1: (3S)-3-hydroxydihydrofuran-2(3H)-one With sodium hydride In tetrahydrofuran at 0℃; for 0.5h;
Stage #2: dimethylsulfone In tetrahydrofuran at 20℃;
Stage #3: potassium carbonate In methanol at 0℃; for 1h;
99%
5-bromo-2-fluoro-4-methyl-pyridine
864830-16-0

5-bromo-2-fluoro-4-methyl-pyridine

dimethylsulfone
67-71-0

dimethylsulfone

5-bromo-4-methyl-2-((methylsulfonyl)methyl)pyridine

5-bromo-4-methyl-2-((methylsulfonyl)methyl)pyridine

Conditions
ConditionsYield
With sodium hexamethyldisilazane In tetrahydrofuran at -30 - 30℃;98%
dimethylsulfone
67-71-0

dimethylsulfone

desoxydemethylenechicanine
117142-10-6, 50376-42-6

desoxydemethylenechicanine

isoguaiacin dimethyl ether
54548-00-4

isoguaiacin dimethyl ether

Conditions
ConditionsYield
With potassium carbonate In acetone95%
dimethylsulfone
67-71-0

dimethylsulfone

3-ethoxy-4-methoxybenzoic acid methyl ester
97966-31-9

3-ethoxy-4-methoxybenzoic acid methyl ester

1-(3-ethoxy-4-methoxyphenyl)-2-(methylsulfonyl)ethan-1-one
1450657-28-9

1-(3-ethoxy-4-methoxyphenyl)-2-(methylsulfonyl)ethan-1-one

Conditions
ConditionsYield
Stage #1: dimethylsulfone With sodium hydride In hexane at 15 - 35℃; Inert atmosphere;
Stage #2: 3-ethoxy-4-methoxybenzoic acid methyl ester In hexane at 30 - 35℃; for 6h; Solvent; Temperature; Reagent/catalyst; Inert atmosphere;
95%
With potassium tert-butylate In dimethyl sulfoxide at 55℃; for 1.5h; Temperature; Inert atmosphere;50%
dimethylsulfone
67-71-0

dimethylsulfone

3-Methyl-2-(methylpropionylamino)benzofuran-5-ol
108947-14-4

3-Methyl-2-(methylpropionylamino)benzofuran-5-ol

5-Methoxy-3-methyl-2-(methylpropionylamino)benzofuran
108947-16-6

5-Methoxy-3-methyl-2-(methylpropionylamino)benzofuran

Conditions
ConditionsYield
With potassium hydroxide In 1,4-dioxane; water Ambient temperature;94%
dimethylsulfone
67-71-0

dimethylsulfone

1-naphthalene methanol
4780-79-4

1-naphthalene methanol

1-vinylnaphthalene
826-74-4

1-vinylnaphthalene

Conditions
ConditionsYield
With platinum on carbon; potassium tert-butylate; hydrogen In toluene under 1875.19 Torr; for 15h; Inert atmosphere; Reflux;94%
With C24H20ClN2OPRu; potassium tert-butylate In 1,4-dioxane at 125℃; for 5h; Inert atmosphere; Schlenk technique; Glovebox;50%
dimethylsulfone
67-71-0

dimethylsulfone

biphenyl-4-yl methanol
3597-91-9

biphenyl-4-yl methanol

p-vinylbiphenyl
2350-89-2

p-vinylbiphenyl

Conditions
ConditionsYield
With platinum on carbon; potassium tert-butylate; hydrogen In toluene under 1875.19 Torr; for 12h; Catalytic behavior; Inert atmosphere; Reflux;94%
dimethylsulfone
67-71-0

dimethylsulfone

2,7-dichloro-3,8-dihydroxy-1,4,9-trimethyl-11-oxo-11H-dibenzo<1,4>dioxepin-6-carbaldehyde
84592-24-5

2,7-dichloro-3,8-dihydroxy-1,4,9-trimethyl-11-oxo-11H-dibenzo<1,4>dioxepin-6-carbaldehyde

2,7-dichloro-3,8-dimethoxy-1,4,9-trimethyl-11-oxo-11H-dibenzo<1,4>dioxepin-6-carbaldehyde
84608-39-9

2,7-dichloro-3,8-dimethoxy-1,4,9-trimethyl-11-oxo-11H-dibenzo<1,4>dioxepin-6-carbaldehyde

Conditions
ConditionsYield
With potassium carbonate In acetone for 0.25h; Heating;93%
dimethylsulfone
67-71-0

dimethylsulfone

C30H44N2O3S

C30H44N2O3S

(1aS,3aR,3bS,5aR,6R,8aS,8bS,10R,10aR)-10-Methoxy-3a,5a-dimethyl-6-((R)-1-methyl-allyl)-hexadecahydro-cyclopenta[a]cyclopropa[2,3]cyclopenta[1,2-f]naphthalene

(1aS,3aR,3bS,5aR,6R,8aS,8bS,10R,10aR)-10-Methoxy-3a,5a-dimethyl-6-((R)-1-methyl-allyl)-hexadecahydro-cyclopenta[a]cyclopropa[2,3]cyclopenta[1,2-f]naphthalene

Conditions
ConditionsYield
Stage #1: dimethylsulfone With n-butyllithium In tetrahydrofuran; hexane for 0.25h; Metallation;
Stage #2: C30H44N2O3S In tetrahydrofuran; hexane for 16h; Substitution;
93%
dimethylsulfone
67-71-0

dimethylsulfone

3α,5-cyclo-23,24-dinor-6β-methoxy-5α-cholane-24-al (E)-tosylhydrazone
279222-12-7

3α,5-cyclo-23,24-dinor-6β-methoxy-5α-cholane-24-al (E)-tosylhydrazone

6β-methoxy-3α,5-cyclo-24-nor-5α-chol-22-ene
54604-87-4

6β-methoxy-3α,5-cyclo-24-nor-5α-chol-22-ene

Conditions
ConditionsYield
Stage #1: dimethylsulfone With n-butyllithium In tetrahydrofuran; hexane for 0.25h;
Stage #2: 3α,5-cyclo-23,24-dinor-6β-methoxy-5α-cholane-24-al (E)-tosylhydrazone In tetrahydrofuran; hexane at 20℃; for 16h; Further stages.;
93%
dimethylsulfone
67-71-0

dimethylsulfone

3-ethoxy-4-methoxybenzenecarbonitrile
60758-86-3

3-ethoxy-4-methoxybenzenecarbonitrile

1-(3-ethoxy-4-methoxyphenyl)-2-(methylsulfonyl)ethan-1-one
1450657-28-9

1-(3-ethoxy-4-methoxyphenyl)-2-(methylsulfonyl)ethan-1-one

Conditions
ConditionsYield
Stage #1: dimethylsulfone With n-butyllithium In tetrahydrofuran; hexane Large scale;
Stage #2: 3-ethoxy-4-methoxybenzenecarbonitrile In tetrahydrofuran; hexane at 0 - 5℃; Large scale;
Stage #3: With hydrogenchloride; water In tetrahydrofuran; hexane Large scale;
93%
Stage #1: dimethylsulfone With n-butyllithium In tetrahydrofuran; hexane at 0 - 10℃; for 3h; Inert atmosphere;
Stage #2: 3-ethoxy-4-methoxybenzenecarbonitrile In tetrahydrofuran at 0 - 20℃; for 6h;
81%
Stage #1: dimethylsulfone With n-butyllithium In tetrahydrofuran; hexane at 0 - 10℃; for 3h; Inert atmosphere; Industrial scale;
Stage #2: 3-ethoxy-4-methoxybenzenecarbonitrile In tetrahydrofuran at 0 - 20℃; for 6h; Solvent; Concentration; Industrial scale;
81%
dimethylsulfone
67-71-0

dimethylsulfone

8-phenylindeno<1,2-c>isoxazol-7-one
87885-96-9

8-phenylindeno<1,2-c>isoxazol-7-one

C18H15NO3S
87885-98-1

C18H15NO3S

Conditions
ConditionsYield
at 85 - 90℃; for 312h; sealed flask;92%
dimethylsulfone
67-71-0

dimethylsulfone

3-ethoxy-4-methoxybenzaldehyde
1131-52-8

3-ethoxy-4-methoxybenzaldehyde

2-(3-ethoxy-4-methoxyphenyl)-1-(methylsulfonyl)eth-2-ylamine
253168-94-4

2-(3-ethoxy-4-methoxyphenyl)-1-(methylsulfonyl)eth-2-ylamine

Conditions
ConditionsYield
Stage #1: dimethylsulfone With n-butyllithium In tetrahydrofuran; hexane at -20 - 0℃; for 1h;
Stage #2: 3-ethoxy-4-methoxybenzaldehyde With lithium hexamethyldisilazane In tetrahydrofuran; hexane at -40 - -30℃; for 1h;
Stage #3: With boron trifluoride diethyl etherate In tetrahydrofuran; hexane at -30 - 0℃; Temperature;
91.5%
Stage #1: 3-ethoxy-4-methoxybenzaldehyde With lithium hexamethyldisilazane at -78℃;
Stage #2: dimethylsulfone With n-butyllithium; boron trifluoride diethyl etherate at -78℃;
41%
dimethylsulfone
67-71-0

dimethylsulfone

2-phenyl-4,5-tridecamethylenepyrazolone
75446-68-3

2-phenyl-4,5-tridecamethylenepyrazolone

2-phenyl-1-methyl-4,5-tridecamethylenepyrazol-3-one
75446-69-4

2-phenyl-1-methyl-4,5-tridecamethylenepyrazol-3-one

Conditions
ConditionsYield
In toluene at 120℃; for 1.5h;91%

67-71-0Relevant articles and documents

Kinetics and mechanism of oxidation of dimethyl sulphoxide by mono- and di-substituted N,N-dichlorobenzenesulphonamides in aqueous acetic acid

Gowda, B. Thimme,Jayalakshmi,Jyothi

, p. 787 - 794 (2003)

In an effort to introduce N,N-dichloroarylsulphonamides of different oxidising strengths, four mono- and five di-substituted N,N-dichlorobenzenesulphonamides are prepared, characterised and employed as oxidants for studying the kinetics of oxidation of dimethyl sulphoxide (DMSO) in 50% aqueous acetic acid. The reactions show first order kinetics in [oxidant], fractional to first order in [DMSO] and nearly zero order in [H +]. Increase in ionic strength of the medium slightly increases the rates, while decrease in dielectric constant of the medium decreases the rates. The results along with those of the oxidation of DMSO by N,N-dichlorobenzenesulphonamide and N,N-dichloro-4-methylbenzenesulphonamide have been analysed. Effective oxidising species of the oxidants employed in the present oxidations is Cl+ in different forms, released from the oxidants. Therefore the introduction of different substituent groups into the benzene ring of the oxidant is expected to affect the ability of the reagent to release Cl+ and hence its capacity to oxidise the substrate. Significant changes in the kinetic and thermodynamic data are observed in the present investigations with change of substituent in the benzene ring. The electron releasing groups such as CH3 inhibit the ease with which Cl+ is released from the oxidant, while electron-withdrawing groups such as Cl enhance this ability. The Hammett equation, log kobs = -3.19 + 1.05 σ, is found to be valid for oxidations by all the p-substituted N,N-dichlorobenzenesulphonamides. The substituent effect on the energy of activation, Ea and log A for the oxidations is also analysed. The enthalpies and free energies of activation correlate with an isokinetic temperature of 320 K.

Micellar effect on the reaction of picolinic acid catalyzed chromium(VI) oxidation of dimethyl sulfoxide in aqueous acidic media: A kinetic study

Das,Mondal,Kar,Das

, p. 173 - 181 (2001)

The kinetics and mechanism of picolinic acid (PA) catalyzed oxidation of dimethyl sulfoxide (DMSO) to dimethyl sulfone by chromium(VI) in both aqueous H2SO4 and HClO4 media have been studied in the absence and presence of surfactants at different temperatures. Cr(VI)-PA complex formed in preequilibrium steps is the active oxidant that experiences the nucleophilic attack by DMSO to form a positively charged intermediate ternary complex. Within the proposed ternary complex, an oxygen transfer or a ligand coupling or both occurs to generate the product, dimethyl sulfone. Cr(VI) is ultimately converted to Cr(III)-PA complex. Under the experimental conditions, the process shows a first-order dependence on each of the reactants (i.e., [Cr(VI)]T, [PA]T, [DMSO]T, and [H+]). HCrO4- has been found kinetically active. The reaction is catalyzed by sodium dodecyl sulfate (SDS, a representative anionic surfactant) monotonically, while cetylpyridinium chloride (CPC, a representative cationic surfactant) retards the reaction continuously. The observed micellar effects have been explained by considering the hydrophobic and electrostatic interaction between the surfactants and reactants. A pseudo-phase ion exchange (PIE) model has been applied to explain the micellar effect. The Piszkiewicz cooperative model has been applied to determine the kinetic parameters, and it indicates the existence of catalytically productive submicellar aggregates. Because of this reactant-promoted micellization of the surfactant before or below the cmc value, the present systems do not show any discontinuity at the respective reported cmc values of the surfactants.

OXIDATION OF DIMETHYLSUPHOXIDE BY SODIUM N-BROMOBENZENESULPHONAMIDE: A KINETIC AND MECHANISTIC STUDY

Mahadevappa, D.S.,Ananda, S.,Murthy, A.S.A.,Rangappa, K.S.

, p. 1673 - 1682 (1984)

The kinetics of oxidation of dimethylsulphoxide (DMSO) by sodium N-bromobenzenesulphonamide or bromamine-B (BAB) has been studied in HClO4, HCl and NaOH media, at 35 deg C, with OsO4 as a catalyst in the latter medium.In acid medium, the rateshows a first order dependence on and second order in +>, but is independent of substrate concentration.Alkali retards the reaction (inverse first order) and rate is independent of oxidant concentration, but shows fractional order in and depends on 4>2.The solvent isotope effect was studied by using D2O.Activation parameters have also been determined.Mechanisms pro posed and the derived rate laws are consistent with the observed kinetics.

Polyoxometalate nanocone nanoreactors: Magnetic manipulation and enhanced catalytic performance

Nisar, Amjad,Lu, Yao,Zhuang, Jing,Wang, Xun

, p. 3187 - 3192 (2011)

Magnetic personality: Nanocone nanoreactors consisting of polyoxometalates functionalized with surfactant alkyl chains and magnetite nanocrystals (NCs) provide enhanced catalytic performance for the oxidation of sulfides to sulfones by a trap-release mechanism and advanced catalyst recovery under an external magnetic field. Copyright

Oxygen-atom-transfer reactions of a palladium(II) peroxocarbonate complex

Sase, Shohei,Hashimoto, Maki,Goto, Kei

, p. 157 - 159 (2015)

Reactivity of a palladium(II) peroxocarbonate complex was investigated. It was found that a bis(N-heterocyclic carbene) palladium(II) peroxocarbonate acts as an oxygen-atom-transfer (OAT) reagent toward a phosphine and a sulfoxide. In these OAT reactions, the peroxocarbonate was converted to the corresponding palladium(II) carbonate. While the OAT reaction toward triphenylphosphine proceeded only sluggishly, addition of lithium chloride remarkably facilitated the reaction. It was proposed that the chloride ion induces the liberation of the peroxocarbonate moiety from the coordination sphere of palladium.

Oxovanadium and dioxomolybdenum complexes: synthesis, crystal structure, spectroscopic characterization and applications as homogeneous catalysts in sulfoxidation

Kargar, Hadi,Kaka-Naeini, Azar,Fallah-Mehrjardi, Mehdi,Behjatmanesh-Ardakani, Reza,Amiri Rudbari, Hadi,Munawar, Khurram Shahzad

, p. 1563 - 1583 (2021/05/11)

New oxovanadium and dioxomolybdenum Schiff base complexes, [VO(L)(OCH3)] n and [MoO2(L)(CH3OH)], were synthesized by treating an ONO donor Schiff base (H2L) derived by condensation of 3-ethoxysalicylaldehyde and nicotinic hydrazide with oxo and dioxo acetylacetonate salts of vanadium and molybdenum (VO(acac)2 and MoO2(acac)2), respectively. The synthesized ligand and complexes were characterized by FTIR, multinuclear (1H, 13C) NMR, elemental and single crystal X-ray diffraction analysis. In both complexes, the geometry around the central metal ions was distorted octahedral as revealed by diffraction studies. Theoretical calculations of the synthesized compounds were carried out by DFT at B3LYP/Def2-TZVP level of theory, which showed good correlation with the experimental results. Moreover, the catalytic efficiency of both complexes was investigated by oxidizing aryl and alkyl sulfides in the presence of 30% H2O2 in ethanol.

A sustainable approach towards solventless organic oxidations catalyzed by polymer immobilized Nb(V)-peroxido compounds with H2O2 as oxidant

Ahmed, Kabirun,Gogoi, Sandhya Rani,Islam, Nashreen S.,Saikia, Gangutri,Sultana, Sazida Yasmin,Talukdar, Hiya

, (2021/11/16)

New heterogeneous catalysts comprising of peroxidoniobium(V) complexes immobilized on amino acid grafted cross-linked poly(styrene-divinylbenzene) resin has been developed. Results of FTIR, Raman, NMR, XPS, XRD, EDX, SEM, BET, TGA, and elemental analysis confirmed the successful anchoring of triperoxidoniobium(V), [Nb(O2)3]? species to the host polymer via the pendant amino acid groups. The supported catalysts exhibited excellent performance in epoxidation of styrene and a range of cyclic and terpenic compounds under environmentally acceptable solvent-free condition, with aqueous H2O2 as oxidant. The catalytic protocols provided excellent conversion to the desired epoxide (up to 100%) with selectivity > 99%, TON as high as 1000, and high H2O2 utilization efficiency (92–97%). Moreover, the catalysts efficiently facilitated chemoselective solvent-free oxidation of a variety of thioethers to sulfones at room temperature. Simple operational strategy, easy recyclability for multiple reaction cycles with the consistent activity-selectivity profile are the additional significant attributes of the developed catalytic processes.

A new approach to large scale production of dimethyl sulfone: A promising and strong recyclable solvent for ligand-free Cu-catalyzed C-C cross-coupling reactions

Cheng, Shen,Wei, Wei,Zhang, Xingyu,Yu, Hewei,Huang, Mingming,Kazemnejadi, Milad

, p. 2069 - 2076 (2020/04/07)

Dimethyl sulfone (DMSN) was easily prepared through efficient oxidation of dimethyl sulfoxide (DMSO) and used as a strong and green solvent for organic reactions. A mixture of HNO3/NaOCl was used as an oxidizing agent for efficient oxidation of DMSO to DMSN. The effect of DMSN was evaluated for copper-catalyzed coupling reactions. It is worth noting that DMSN could play the role of a ligand for copper ions. A general survey was accomplished for various types of C-C cross-coupling reactions catalyzed by CuI in DMSN in the absence of any ligand. Moderate to good yields were achieved for Sonogashira, Heck, and Suzuki cross-coupling reactions. Finally, DMSN was recovered and reused for several consecutive runs without any loss of its activity.

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