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624-89-5 Usage

Chemical Properties

Different sources of media describe the Chemical Properties of 624-89-5 differently. You can refer to the following data:
1. clear colorless liquid
2. Methyl ethyl sulfide has a cabbage-like odor.

Occurrence

Reported found in tomato, cooked chicken, beef and pork, rum, bourbon, whiskey, cocoa and coffee

Uses

Ethyl Methyl Sulfide is used as a corrosion inhibitor for zinc metal which finds wide applications like electrode material in batteries, sacrificial anodes and metallic coatings. It is used in mixtures designed to odorize natural gas and is made to by-pass injection system.

Aroma threshold values

Aroma characteristics at 0.1%: sulfurous, tomato and cabbage vegetative with dimethyl sulfide, meaty and metallic nuances.

Taste threshold values

Taste characteristics at 0.25 to 2 ppm: sulfurous, vegetative, dimethyl sulfide-like sweet corn notes, eggy, meaty and clam nuances

General Description

Microwave spectra of the trans isomer of ethyl methyl sulfide and its 10 isotopic species has been investigated. Chlorination of ethyl methyl sulfide with N-chlorosuccinimide and sulfuryl chloride has been reported.

Check Digit Verification of cas no

The CAS Registry Mumber 624-89-5 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 6,2 and 4 respectively; the second part has 2 digits, 8 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 624-89:
(5*6)+(4*2)+(3*4)+(2*8)+(1*9)=75
75 % 10 = 5
So 624-89-5 is a valid CAS Registry Number.
InChI:InChI=1/C3H8S/c1-3-4-2/h3H2,1-2H3

624-89-5 Well-known Company Product Price

  • Brand
  • (Code)Product description
  • CAS number
  • Packaging
  • Price
  • Detail
  • TCI America

  • (E0143)  Ethyl Methyl Sulfide  >98.0%(GC)

  • 624-89-5

  • 25mL

  • 260.00CNY

  • Detail
  • TCI America

  • (E0143)  Ethyl Methyl Sulfide  >98.0%(GC)

  • 624-89-5

  • 100mL

  • 690.00CNY

  • Detail
  • Alfa Aesar

  • (L02859)  Ethyl methyl sulfide, 97%   

  • 624-89-5

  • 25g

  • 439.0CNY

  • Detail
  • Alfa Aesar

  • (L02859)  Ethyl methyl sulfide, 97%   

  • 624-89-5

  • 100g

  • 993.0CNY

  • Detail
  • Aldrich

  • (238317)  Ethylmethylsulfide  96%

  • 624-89-5

  • 238317-25G

  • 507.78CNY

  • Detail
  • Aldrich

  • (238317)  Ethylmethylsulfide  96%

  • 624-89-5

  • 238317-100G

  • 1,458.99CNY

  • Detail

624-89-5SDS

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 Methylthioethane

1.2 Other means of identification

Product number -
Other names methylsulfanylethane

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. Food additives -> Flavoring Agents
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:624-89-5 SDS

624-89-5Synthetic route

triethylsilane
617-86-7

triethylsilane

bis(ethylthio)methane
4396-19-4

bis(ethylthio)methane

A

Ethyl methyl sulfide
624-89-5

Ethyl methyl sulfide

B

triethyl(ethylthio)silane
18236-32-3

triethyl(ethylthio)silane

Conditions
ConditionsYield
With nickel at 120℃; for 1h; Product distribution;A 95%
B 97%
nickel at 120℃; for 1h;A 95%
B 97%
methylthiol
74-93-1

methylthiol

ethene
74-85-1

ethene

A

dimethylsulfide
75-18-3

dimethylsulfide

B

Ethyl methyl sulfide
624-89-5

Ethyl methyl sulfide

C

diethyl sulphide
352-93-2

diethyl sulphide

D

ethanethiol
75-08-1

ethanethiol

Conditions
ConditionsYield
With 2,2-dimethoxy-2-phenylacetophenone at 45℃; under 2250.23 - 6750.68 Torr; for 14.1h; UV-irradiation;A n/a
B 97%
C n/a
D n/a
triethylsilane
617-86-7

triethylsilane

tris(ethylsulfanyl)methane
6267-24-9

tris(ethylsulfanyl)methane

A

Ethyl methyl sulfide
624-89-5

Ethyl methyl sulfide

B

bis(ethylthio)methane
4396-19-4

bis(ethylthio)methane

C

triethyl(ethylthio)silane
18236-32-3

triethyl(ethylthio)silane

Conditions
ConditionsYield
With zinc(II) iodide at 100℃; for 3.5h; Product distribution; oth. reagent;A 90%
B 15%
C 94%
ethanethiol
75-08-1

ethanethiol

methyl iodide
74-88-4

methyl iodide

Ethyl methyl sulfide
624-89-5

Ethyl methyl sulfide

Conditions
ConditionsYield
With potassium hydroxide; dimethyl sulfoxide for 2h;88%
1-Methyl-2-methylsulfanyl-4,6-diphenyl-pyridinium; iodide
83318-99-4

1-Methyl-2-methylsulfanyl-4,6-diphenyl-pyridinium; iodide

sodium thioethylate
811-51-8

sodium thioethylate

A

Ethyl methyl sulfide
624-89-5

Ethyl methyl sulfide

B

2-Methylthio-4,6-diphenylpyridine
76950-91-9

2-Methylthio-4,6-diphenylpyridine

Conditions
ConditionsYield
at 190℃; for 1h;A 85%
B n/a
dimethyl sulfoxide
67-68-5

dimethyl sulfoxide

ethanethiol
75-08-1

ethanethiol

Ethyl methyl sulfide
624-89-5

Ethyl methyl sulfide

Conditions
ConditionsYield
With sodium hydroxide at 125℃; for 7h;2.4%
Diethyl disulfide
110-81-6

Diethyl disulfide

A

Ethyl methyl sulfide
624-89-5

Ethyl methyl sulfide

B

ethanethiol
75-08-1

ethanethiol

Conditions
ConditionsYield
durch Penicillium brevicaule Saccardo;
methylthiol
74-93-1

methylthiol

sodium ethyl sulfate
546-74-7

sodium ethyl sulfate

Ethyl methyl sulfide
624-89-5

Ethyl methyl sulfide

Conditions
ConditionsYield
With potassium hydroxide
dimethylsulfide
75-18-3

dimethylsulfide

diethyl sulphide
352-93-2

diethyl sulphide

Ethyl methyl sulfide
624-89-5

Ethyl methyl sulfide

Conditions
ConditionsYield
With iodine
With aluminum oxide at 270 - 380℃; under 16274.9 Torr; Reagent/catalyst; Temperature; Pressure;
diethyl sulphide
352-93-2

diethyl sulphide

Ethyl methyl sulfide
624-89-5

Ethyl methyl sulfide

Conditions
ConditionsYield
durch Einw.von Brotkulturen von Penicillium brevicaule Saccardo;
dimethyl sulfate
77-78-1

dimethyl sulfate

sodium thioethylate
811-51-8

sodium thioethylate

Ethyl methyl sulfide
624-89-5

Ethyl methyl sulfide

Conditions
ConditionsYield
im Druckgefaess;
sodium ethyl sulfate
546-74-7

sodium ethyl sulfate

ethanethiol
75-08-1

ethanethiol

Ethyl methyl sulfide
624-89-5

Ethyl methyl sulfide

Conditions
ConditionsYield
With potassium hydroxide
ethanethiol
75-08-1

ethanethiol

Ethyl methyl sulfide
624-89-5

Ethyl methyl sulfide

Conditions
ConditionsYield
in Kulturen von Penicillium brevicaule Saccardo;
durch Einw.von Brotkulturen von Penicillium brevicaule Saccardo;
methyl iodide
74-88-4

methyl iodide

sodium thioethylate
811-51-8

sodium thioethylate

Ethyl methyl sulfide
624-89-5

Ethyl methyl sulfide

methyl magnesium iodide
917-64-6

methyl magnesium iodide

Ethyl methyl sulfoxide
1669-98-3

Ethyl methyl sulfoxide

A

dimethylsulfide
75-18-3

dimethylsulfide

B

Ethyl methyl sulfide
624-89-5

Ethyl methyl sulfide

C

diethyl sulphide
352-93-2

diethyl sulphide

Conditions
ConditionsYield
With methyllithium In diethyl ether at 36℃; for 5h; Product distribution; other reagents ratios;A 7 % Chromat.
B 7 % Chromat.
C 18 % Chromat.
methylthiol
74-93-1

methylthiol

chloroethane
75-00-3

chloroethane

Ethyl methyl sulfide
624-89-5

Ethyl methyl sulfide

chloro-methylsulfanyl-methane
2373-51-5

chloro-methylsulfanyl-methane

ethylmagnesium bromide
925-90-6

ethylmagnesium bromide

A

dimethylsulfide
75-18-3

dimethylsulfide

B

Ethyl methyl sulfide
624-89-5

Ethyl methyl sulfide

C

1-(methylthio)-propane
3877-15-4

1-(methylthio)-propane

D

ethyl propyl sulfide
4110-50-3

ethyl propyl sulfide

Conditions
ConditionsYield
In diethyl ether at 36℃; for 5h; Product distribution;A 20 % Chromat.
B 3 % Chromat.
C 54 % Chromat.
D 2 % Chromat.
chloro-methylsulfanyl-methane
2373-51-5

chloro-methylsulfanyl-methane

ethyllithium
811-49-4

ethyllithium

A

dimethylsulfide
75-18-3

dimethylsulfide

B

Ethyl methyl sulfide
624-89-5

Ethyl methyl sulfide

C

1-(methylthio)-propane
3877-15-4

1-(methylthio)-propane

D

2,4-dithiapentane
1618-26-4

2,4-dithiapentane

Conditions
ConditionsYield
In diethyl ether at 36℃; for 5h; Product distribution;A 11 % Chromat.
B 5 % Chromat.
C 10 % Chromat.
D 23 % Chromat.
Ethyl methyl sulfoxide
1669-98-3

Ethyl methyl sulfoxide

ethylmagnesium bromide
925-90-6

ethylmagnesium bromide

A

Ethyl methyl sulfide
624-89-5

Ethyl methyl sulfide

B

diethyl sulphide
352-93-2

diethyl sulphide

C

ethyl propyl sulfide
4110-50-3

ethyl propyl sulfide

Conditions
ConditionsYield
With lithium diethylamide In diethyl ether at 36℃; for 5h; Product distribution; other reagents, reagents ratios;A 11 % Chromat.
B 3 % Chromat.
C 68 % Chromat.
Ethyl methyl sulfoxide
1669-98-3

Ethyl methyl sulfoxide

methyllithium
917-54-4

methyllithium

A

dimethylsulfide
75-18-3

dimethylsulfide

B

Ethyl methyl sulfide
624-89-5

Ethyl methyl sulfide

Conditions
ConditionsYield
In diethyl ether at 36℃; for 5h; Product distribution; other reagents ratios;A 3 % Chromat.
B 2 % Chromat.
Ethyl methyl sulfoxide
1669-98-3

Ethyl methyl sulfoxide

ethyllithium
811-49-4

ethyllithium

A

Ethyl methyl sulfide
624-89-5

Ethyl methyl sulfide

B

diethyl sulphide
352-93-2

diethyl sulphide

Conditions
ConditionsYield
In diethyl ether at 36℃; for 5h; Product distribution;A 12 % Chromat.
B 2 % Chromat.
ethyl iodide
75-03-6

ethyl iodide

sodium thiomethoxide
5188-07-8

sodium thiomethoxide

Ethyl methyl sulfide
624-89-5

Ethyl methyl sulfide

Conditions
ConditionsYield
In ethanol
diethylmagnesium
557-18-6

diethylmagnesium

dimethyl sulfoxide
67-68-5

dimethyl sulfoxide

A

dimethylsulfide
75-18-3

dimethylsulfide

B

Ethyl methyl sulfide
624-89-5

Ethyl methyl sulfide

C

1-(methylthio)-propane
3877-15-4

1-(methylthio)-propane

D

ethyl propyl sulfide
4110-50-3

ethyl propyl sulfide

Conditions
ConditionsYield
In diethyl ether at 36℃; for 5h; Product distribution; reagents ratios;A 21 % Chromat.
B 6 % Chromat.
C 60 % Chromat.
D 6 % Chromat.
ethylmagnesium bromide
925-90-6

ethylmagnesium bromide

dimethyl sulfoxide
67-68-5

dimethyl sulfoxide

A

dimethylsulfide
75-18-3

dimethylsulfide

B

Ethyl methyl sulfide
624-89-5

Ethyl methyl sulfide

C

1-(methylthio)-propane
3877-15-4

1-(methylthio)-propane

D

ethyl propyl sulfide
4110-50-3

ethyl propyl sulfide

E

2,4-dithiapentane
1618-26-4

2,4-dithiapentane

Conditions
ConditionsYield
With magnesium bromide In diethyl ether at 36℃; for 5h; Product distribution; other reagent, reagents ratios;A 13 % Chromat.
B 4 % Chromat.
C 8 % Chromat.
D 1 % Chromat.
E 11 % Chromat.
ethyllithium
811-49-4

ethyllithium

dimethyl sulfoxide
67-68-5

dimethyl sulfoxide

A

dimethylsulfide
75-18-3

dimethylsulfide

B

Ethyl methyl sulfide
624-89-5

Ethyl methyl sulfide

C

1-(methylthio)-propane
3877-15-4

1-(methylthio)-propane

D

2,4-dithiapentane
1618-26-4

2,4-dithiapentane

Conditions
ConditionsYield
In diethyl ether at 36℃; for 5h; Product distribution;A 22 % Chromat.
B 5 % Chromat.
C 7 % Chromat.
D 13 % Chromat.
(CH3)S(CH2)(1-)
61192-31-2, 56648-67-0

(CH3)S(CH2)(1-)

trimethylphosphane
594-09-2

trimethylphosphane

A

dimethylsulfide
75-18-3

dimethylsulfide

B

Ethyl methyl sulfide
624-89-5

Ethyl methyl sulfide

C

methane
34557-54-5

methane

D

C2H6P(1-)
31386-70-6

C2H6P(1-)

E

C3H8P(1-)
119405-80-0

C3H8P(1-)

F

C4H10PS(1-)

C4H10PS(1-)

Conditions
ConditionsYield
at 24.9℃; under 0.3 Torr; Product distribution; Mechanism;
aluminum tri-n-butoxide
3085-30-1

aluminum tri-n-butoxide

ethanethiol
75-08-1

ethanethiol

methyl-phenyl-triazene

methyl-phenyl-triazene

Ethyl methyl sulfide
624-89-5

Ethyl methyl sulfide

methyldiethyl sulfonium iodide

methyldiethyl sulfonium iodide

Ethyl methyl sulfide
624-89-5

Ethyl methyl sulfide

Conditions
ConditionsYield
With sodium hydroxide
methylthiol
74-93-1

methylthiol

ethene
74-85-1

ethene

carbon monoxide

carbon monoxide

A

Ethyl methyl sulfide
624-89-5

Ethyl methyl sulfide

B

3-(methylsulfenyl)propanal
3268-49-3

3-(methylsulfenyl)propanal

Conditions
ConditionsYield
With di-tert-butyl peroxide at 130℃; under 2206520 Torr;
With di-tert-butyl peroxide at 130℃; under 2206520 Torr;
Ethyl methyl sulfide
624-89-5

Ethyl methyl sulfide

11-iodo-undecanoic acid
63632-65-5

11-iodo-undecanoic acid

(10-Carboxy-decyl)-ethyl-methyl-sulfonium; perchlorate

(10-Carboxy-decyl)-ethyl-methyl-sulfonium; perchlorate

Conditions
ConditionsYield
With silver perchlorate In acetonitrile for 72h; Ambient temperature;99%
Ethyl methyl sulfide
624-89-5

Ethyl methyl sulfide

C25H23NO2S

C25H23NO2S

C25H23NO2S

C25H23NO2S

Conditions
ConditionsYield
With n-butyllithium; C23H25NO2 In 5,5-dimethyl-1,3-cyclohexadiene; benzene at -20℃; for 10h; Reagent/catalyst; Time; enantioselective reaction;98%
Ethyl methyl sulfide
624-89-5

Ethyl methyl sulfide

5-bromo-2(trifluoromethyl)pyridine
436799-32-5

5-bromo-2(trifluoromethyl)pyridine

(±)5-(1-(methylthio)ethyl)-2-trifluoromethyl pyridine

(±)5-(1-(methylthio)ethyl)-2-trifluoromethyl pyridine

Conditions
ConditionsYield
With triethylamine In nitrobenzene; toluene at 125 - 149℃; under 1900.13 - 4560.31 Torr; for 14.6667h; Temperature; Pressure; Inert atmosphere;97.6%
5-iodo-2-(trifluoromethyl)pyridine
873107-98-3

5-iodo-2-(trifluoromethyl)pyridine

Ethyl methyl sulfide
624-89-5

Ethyl methyl sulfide

(±)5-(1-(methylthio)ethyl)-2-trifluoromethyl pyridine

(±)5-(1-(methylthio)ethyl)-2-trifluoromethyl pyridine

Conditions
ConditionsYield
With triethylamine In 5,5-dimethyl-1,3-cyclohexadiene at 135 - 155℃; under 2280.15 - 5320.36 Torr; for 15.75h; Inert atmosphere;97.1%
Ethyl methyl sulfide
624-89-5

Ethyl methyl sulfide

Ethyl methyl sulfoxide
1669-98-3

Ethyl methyl sulfoxide

Conditions
ConditionsYield
With dihydrogen peroxide In neat (no solvent) at 20℃; for 1h; chemoselective reaction;97%
With dihydrogen peroxide In neat (no solvent) at 20℃; for 0.383333h; chemoselective reaction;92%
With dihydrogen peroxide In neat (no solvent) at 20℃; for 0.416667h; Green chemistry; chemoselective reaction;91%
Ethyl methyl sulfide
624-89-5

Ethyl methyl sulfide

C26H25NO2S

C26H25NO2S

A

C26H25NO2S

C26H25NO2S

B

C26H25NO2S

C26H25NO2S

Conditions
ConditionsYield
With n-butyllithium; C23H25NO2 In 5,5-dimethyl-1,3-cyclohexadiene; benzene at -20℃; for 5h; enantioselective reaction;A 97%
B n/a
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%
3-chloro-6-(trifluoromethyl)pyridine
349-94-0

3-chloro-6-(trifluoromethyl)pyridine

Ethyl methyl sulfide
624-89-5

Ethyl methyl sulfide

(±)5-(1-(methylthio)ethyl)-2-trifluoromethyl pyridine

(±)5-(1-(methylthio)ethyl)-2-trifluoromethyl pyridine

Conditions
ConditionsYield
With ethylenediamine In toluene; benzene at 110 - 140℃; under 1520.1 - 3040.2 Torr; for 10.5h; Inert atmosphere;96.2%
Ethyl methyl sulfide
624-89-5

Ethyl methyl sulfide

C20H21NO2S

C20H21NO2S

A

C20H21NO2S

C20H21NO2S

B

C20H21NO2S

C20H21NO2S

Conditions
ConditionsYield
With n-butyllithium; C23H25NO2 In 5,5-dimethyl-1,3-cyclohexadiene; benzene at -20℃; for 5h; enantioselective reaction;A n/a
B 96%
tetrafluoroboric acid diethyl ether
67969-82-8

tetrafluoroboric acid diethyl ether

(η5-C5H5)(Me)(NO)(PPh3)rhenium(II)

(η5-C5H5)(Me)(NO)(PPh3)rhenium(II)

Ethyl methyl sulfide
624-89-5

Ethyl methyl sulfide

{(η5-cyclopentadienyl)(NO)(PPh3)(ethyl methyl sulfide)rhenium}BF4

{(η5-cyclopentadienyl)(NO)(PPh3)(ethyl methyl sulfide)rhenium}BF4

Conditions
ConditionsYield
In chlorobenzene a Schlenk flask charged with Re complex and PhCl, cooled to -45°C, HBF4OEt2 added with stirring; after 10 min, sulfide added; after 15 min the cold bath removed; reacted for 5 h; ether added, ppt. filtered off, washed (ether), dried (vac.); elem. anal.;93%
Ethyl methyl sulfide
624-89-5

Ethyl methyl sulfide

benzoic acid
65-85-0

benzoic acid

(ethylthio)methyl benzoate

(ethylthio)methyl benzoate

Conditions
ConditionsYield
With tetrabutylammonium tetrafluoroborate In methanol; acetonitrile at 20℃; for 6h; Inert atmosphere; Electrochemical reaction;86%
(η5-cyclopentadienyl)Re(NO)(P(C6H5)3)(CF3SO3)
92695-35-7

(η5-cyclopentadienyl)Re(NO)(P(C6H5)3)(CF3SO3)

Ethyl methyl sulfide
624-89-5

Ethyl methyl sulfide

[(η5-C5H5)Re(NO)(PPh3)(S(Me)Et)]TfO

[(η5-C5H5)Re(NO)(PPh3)(S(Me)Et)]TfO

Conditions
ConditionsYield
In dichloromethane stirred for 12 h at room temp.; solvent removed in vacuo, CH2Cl2 and ether added with stirring, washed with ether, dissolved in THF, layered with ether, elem. anal.;81%
Ethyl methyl sulfide
624-89-5

Ethyl methyl sulfide

hexacarbonyl(2-propynylium)dicobalt tetrafluoroborate

hexacarbonyl(2-propynylium)dicobalt tetrafluoroborate

{Co2(CO)6(CHCCH2S(CH3)(C2H5))}(1+)*BF4(1-) = {Co2(CO)6(CHCCH2S(CH3)(C2H5))}BF4

{Co2(CO)6(CHCCH2S(CH3)(C2H5))}(1+)*BF4(1-) = {Co2(CO)6(CHCCH2S(CH3)(C2H5))}BF4

Conditions
ConditionsYield
In dichloromethane (Ar); addn. of a soln. of an excess of SMeEt to a suspn. of Co-complex; stirring for 1 h; addn. of diethyl ether; pptn.; washing with diethyl ether; recrystn. from CH2Cl2/diethyl ether;80%
Ethyl methyl sulfide
624-89-5

Ethyl methyl sulfide

acrylic acid
79-10-7

acrylic acid

EMSP*HCl
878782-37-7

EMSP*HCl

Conditions
ConditionsYield
With hydrogenchloride In water at 80℃; for 2h;76%
copper(l) iodide
7681-65-4

copper(l) iodide

Ethyl methyl sulfide
624-89-5

Ethyl methyl sulfide

[(MeSEt)3{Cu4(μ3-I)4}]n

[(MeSEt)3{Cu4(μ3-I)4}]n

Conditions
ConditionsYield
In n-heptane for 2h; Schlenk technique;76%
Ethyl methyl sulfide
624-89-5

Ethyl methyl sulfide

C14H20B9(1-)*C4H12N(1+)

C14H20B9(1-)*C4H12N(1+)

C17H27B9S

C17H27B9S

Conditions
ConditionsYield
With lithium perchlorate In water; acetonitrile at 20℃; for 6h; Electrochemical reaction; Inert atmosphere; Schlenk technique;75%
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 methyl sulfide
624-89-5

Ethyl methyl sulfide

copper(I) bromide
7787-70-4

copper(I) bromide

4Cu(1+)*4Br(1-)*4C3H8S

4Cu(1+)*4Br(1-)*4C3H8S

Conditions
ConditionsYield
In n-heptane for 5h; Schlenk technique;68%
copper(l) iodide
7681-65-4

copper(l) iodide

Ethyl methyl sulfide
624-89-5

Ethyl methyl sulfide

acetonitrile
75-05-8

acetonitrile

[(MeSEt)2{Cu4(μ3-I)2(μ2-I)2}(MeCN)2]n

[(MeSEt)2{Cu4(μ3-I)2(μ2-I)2}(MeCN)2]n

Conditions
ConditionsYield
for 2h; Schlenk technique;68%
Ethyl methyl sulfide
624-89-5

Ethyl methyl sulfide

chlorobromomethane
74-97-5

chlorobromomethane

1,21,23,25-tetrakis(2-phenylethyl)-2,20:3,19-dimetheno-1H,21H,23H,25H-bis[1,3]dioxocino[5,4-i:5',4'-i']benzo[1,2-d:5,4-d']bis[1,3]benzodioxocin-7,11,15,28-tetrol
121424-78-0

1,21,23,25-tetrakis(2-phenylethyl)-2,20:3,19-dimetheno-1H,21H,23H,25H-bis[1,3]dioxocino[5,4-i:5',4'-i']benzo[1,2-d:5,4-d']bis[1,3]benzodioxocin-7,11,15,28-tetrol

C132H112O24*C3H8S

C132H112O24*C3H8S

Conditions
ConditionsYield
With 1-methyl-pyrrolidin-2-one; potassium carbonate at 60℃; for 48h;67%
tert-butyl 4-(5-vinyl-6,7-dihydro-5H-cyclopenta[d]pyrimidin-4-yl)piperazine-1-carboxylate
1001180-89-7

tert-butyl 4-(5-vinyl-6,7-dihydro-5H-cyclopenta[d]pyrimidin-4-yl)piperazine-1-carboxylate

Ethyl methyl sulfide
624-89-5

Ethyl methyl sulfide

tert-butyl 4-(5-(hydroxymethyl)-6,7-dihydro-5H-cyclopenta[d]pyrimidin-4-yl)piperazine-1-carboxylate
1001180-91-1

tert-butyl 4-(5-(hydroxymethyl)-6,7-dihydro-5H-cyclopenta[d]pyrimidin-4-yl)piperazine-1-carboxylate

Conditions
ConditionsYield
Stage #1: tert-butyl 4-(5-vinyl-6,7-dihydro-5H-cyclopenta[d]pyrimidin-4-yl)piperazine-1-carboxylate With ozone In dichloromethane at -78℃; for 0.25h;
Stage #2: Ethyl methyl sulfide at 20℃; for 1h;
Stage #3: With methanol; sodium tetrahydroborate at 0℃; for 20h;
55%
N-methylphthalimide
550-44-7

N-methylphthalimide

Ethyl methyl sulfide
624-89-5

Ethyl methyl sulfide

A

3-hydroxy-3-(ethylthiomethyl)-2-methyl-2,3-dihydro-1H-isoindol-1-one
143142-80-7

3-hydroxy-3-(ethylthiomethyl)-2-methyl-2,3-dihydro-1H-isoindol-1-one

erythro-3-hydroxy-3-<1-(methylthio)ethyl>-2-methyl-2,3-dihydro-1H-isoindol-1-one
143142-81-8

erythro-3-hydroxy-3-<1-(methylthio)ethyl>-2-methyl-2,3-dihydro-1H-isoindol-1-one

threo-3-hydroxy-3-<1-(methylthio)ethyl>-2-methyl-2,3-dihydro-1H-isoindol-1-one
143142-82-9

threo-3-hydroxy-3-<1-(methylthio)ethyl>-2-methyl-2,3-dihydro-1H-isoindol-1-one

Conditions
ConditionsYield
In acetonitrile for 2.5h; Ambient temperature; Irradiation;A 52%
B 15%
C 19%
Ethyl methyl sulfide
624-89-5

Ethyl methyl sulfide

[N-(p-tolylsulfonyl)imino]phenyliodinane
55962-05-5

[N-(p-tolylsulfonyl)imino]phenyliodinane

S-ethyl-S-methyl-N-(toluene-4-sulfonyl)-sulfimide
21992-47-2

S-ethyl-S-methyl-N-(toluene-4-sulfonyl)-sulfimide

Conditions
ConditionsYield
copper(I) triflate In acetonitrile at 25℃; for 28h;50%
With copper(I) triflate In acetonitrile at 25℃; for 28h;50%
Ethyl methyl sulfide
624-89-5

Ethyl methyl sulfide

(C5H5Mo)2(S2CH2)(SCH3)(S(CH3)2)(1+)*CF3SO3(1-)={(C5H5Mo)2(S2CH2)(SCH3)(S(CH3)2)}CF3SO3

(C5H5Mo)2(S2CH2)(SCH3)(S(CH3)2)(1+)*CF3SO3(1-)={(C5H5Mo)2(S2CH2)(SCH3)(S(CH3)2)}CF3SO3

(C5H5Mo)2(S2CH2)(SCH3)(SCH3(C2H5))(1+)*CF3SO3(1-)={(C5H5Mo)2(S2CH2)(SCH3)(SCH3(C2H5))}CF3SO3

(C5H5Mo)2(S2CH2)(SCH3)(SCH3(C2H5))(1+)*CF3SO3(1-)={(C5H5Mo)2(S2CH2)(SCH3)(SCH3(C2H5))}CF3SO3

Conditions
ConditionsYield
In acetonitrile 50-60°C, 10 days (sealed tube, vac.); solvent removal (vac.), chromy. (Al2O3, hexanes/CH2Cl2, then 5% EtOH in CH2Cl2), drying;41%
Ethyl methyl sulfide
624-89-5

Ethyl methyl sulfide

Phenyl azide
622-37-7

Phenyl azide

A

4-(ethylthio)aniline
3463-02-3

4-(ethylthio)aniline

B

2-(ethylthio)aniline
13920-91-7

2-(ethylthio)aniline

C

2-(Methylthio)aniline
2987-53-3

2-(Methylthio)aniline

D

4-methylsulfanylaniline
104-96-1

4-methylsulfanylaniline

Conditions
ConditionsYield
With trifluorormethanesulfonic acid; trifluoroacetic acid Ambient temperature;A 11%
B 38%
C 5%
D 4%

624-89-5Relevant articles and documents

Synthesis of Asymmetrical Sulfide Compounds and Asymmetrical Ether Compounds

-

Paragraph 0108-0112, (2019/09/15)

The present invention discloses methods for synthesizing asymmetrical sulfide compounds and asymmetrical ether compounds from a variety of ether, sulfide, alcohol, and thiol reactants that are contacted in the presence of a suitable catalyst. Conversions of the limiting reactant to the desired asymmetrical sulfide or asymmetrical ether compound generally exceed 50%.

Semi-continuous photochemical method and device therefor

-

Page/Page column 2, (2008/06/13)

In the photochemical synthetic process in semi-continuous mode according to the invention, a reactor comprising two zones is used, the radiating portion of the lamp(s) being totally immersed in a first zone which is completely filled with reaction medium and spills off via an overflow into a second zone whose volume is sufficient to contain the volume of reaction medium originating from the first zone and corresponding substantially to the volume of the reagent(s) gradually introduced.

Thermal degradation processes in polysulphide polymers investigated by flash pyrolysis gas chromatography/mass spectrometry

Sundarrajan, Subramanian,Ganesh, Kannan,Kishore, Kaushal,Surianarayanan, Mahadevan

, p. 491 - 496 (2007/10/03)

Thermal degradation of four polysulphides, poly(methylenesulphide), poly(methylenedisulphide), poly(methylenetetrasulphide), and poly(styrenesulphide)-co-poly(methylenesulphide) have been investigated by pyrolysis gas chromatography/mass spectrometry technique (Py-GC/MS). The pyrolysis products detected by Py-GC/MS indicate that the thermal decomposition of these polymers yields cyclic sulphides by an intramolecular exchange process. The linear products with thiol end groups also form along with the cyclic products through a β-CH hydrogen transfer reaction.

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