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CAS No.: | 624-92-0 |
---|---|
Name: | Dimethyl disulfide |
Article Data: | 190 |
Molecular Structure: | |
Formula: | C2H6S2 |
Molecular Weight: | 94.2016 |
Synonyms: | FEMA No. 3536;Disulfide,dimethyl;Methyl disulfide (8CI);Disulfide, dimethyl;Methyldisulfide;(Methyldithio)methane;Methyldithiomethane;Dimethyl disulphide;2,3-Dithiabutane;Sulfa-Hitech; |
EINECS: | 210-871-0 |
Density: | 1.052 g/cm3 |
Melting Point: | -85 °C |
Boiling Point: | 109.7 °C at 760 mmHg |
Flash Point: | 24.4 °C |
Solubility: | <0.1 g/100 mL at 20 °C in water |
Appearance: | colourless to yellow liquid |
Hazard Symbols: | Xn,F, T+, N |
Risk Codes: | 11-20/22-36-51/53-36/37/38-26-22 |
Safety: | 26-61-45-38-36/37/39-28A-16-60 |
Transport Information: | UN 2381 3/PG 2 |
PSA: | 50.60000 |
LogP: | 1.62740 |
Conditions | Yield |
---|---|
With trimethylsilyl iodide In 1,2-dichloro-ethane for 16h; Heating; | 100% |
With sulfuric acid; sulfur dioxide; potassium iodide In water at 80℃; for 1h; | 92.9% |
With tungsten(VI) chloride; sodium iodide In acetonitrile for 12h; Ambient temperature; | 90% |
Conditions | Yield |
---|---|
With copper(l) chloride; copper dichloride In acetonitrile for 96h; Ambient temperature; | A 100% B 60% |
Conditions | Yield |
---|---|
Stage #1: 9-methylsulfinyl-10-(methylthio)anthracene With air; sulfuric acid In dichloromethane at 20℃; for 0.0833333h; Rearrangement; Stage #2: With water; sodium hydrogencarbonate Hydrolysis; | A n/a B 100% |
Conditions | Yield |
---|---|
Stage #1: methylthiol With sodium hydroxide at 51℃; Stage #2: With oxygen at 55℃; under 4500.45 Torr; Temperature; Pressure; Reagent/catalyst; | 97.6% |
With Cu,Na-X zeolite; oxygen at 189.9℃; Product distribution; Mechanism; other catalysts; other temp.; | |
With air at 170 - 270℃; |
N,N-dimethylmethane sulfenamide
methyl iodide
A
Dimethyldisulphide
B
tertamethylammonium iodide
Conditions | Yield |
---|---|
In chloroform Product distribution; Ambient temperature; var. amino thioethers, var. electrophiles; | A 96% B 96% |
Conditions | Yield |
---|---|
[RhCl(PPh3)] In 1,2-dichloro-benzene at 150℃; for 1.5h; | A n/a B 95% |
methanol
methylthiol
A
carbon disulfide
B
Dimethyldisulphide
C
dimethyltrisulfane
Conditions | Yield |
---|---|
Stage #1: methanol; methylthiol With hydrogen sulfide; aluminum oxide with 14percent by weight of potassium tungstate at 400℃; Stage #2: With sulfur; N-cyclohexyl-cyclohexanamine | A n/a B 94.9% C n/a |
2,3-dimethyl-3-methylsulfanyl-3H-indole
A
2,3-dimethylindole
B
Dimethyldisulphide
Conditions | Yield |
---|---|
With mercaptoacetic acid In dichloromethane for 0.5h; Heating; | A 93% B n/a |
With mercaptoacetic acid In dichloromethane for 0.5h; Mechanism; Heating; |
bis(2-methoxyethyl) disulfide
S-methyl decanethioate
A
S-(2-methoxy)ethyl decanethioate
B
Dimethyldisulphide
Conditions | Yield |
---|---|
[RhCl(PPh3)] In 1,2-dichloro-benzene at 150℃; for 1.5h; | A 93% B n/a |
S-methyl decanethioate
di-tert-butyl(disulfanediylbis(ethane-2,1-diyl))dicarbamate
A
S-[2-(t-butoxycarbonyl)amino]ethyl decanethioate
B
Dimethyldisulphide
Conditions | Yield |
---|---|
[RhCl(PPh3)] In 1,2-dichloro-benzene at 150℃; for 1.5h; | A 92% B n/a |
The IUPAC name of Dimethyl disulfide is (methyldisulfanyl)methane. With the CAS registry number 624-92-0, it is also named as Methyl disulfide. The product's category is Sulfide Flavor. Besides, it is colourless to yellow liquid with a very unpleasant smell, which should be stored in sealed containers in a cool, dry place away from oxidizing agents and reducing agents. It is stable, but incompatible with strong bases, strong oxidizing agents, strong reducing agents. In addition, its molecular formula is C2H6S2 and molecular weight is 94.19.
The other characteristics of this product can be summarized as: (1)EINECS: 210-871-0; (2)ACD/LogP: 1.77; (3)# of Rule of 5 Violations: 0; (4)ACD/LogD (pH 5.5): 1.77; (5)ACD/LogD (pH 7.4): 1.77; (6)ACD/BCF (pH 5.5): 13.04; (7)ACD/BCF (pH 7.4): 13.04; (8)ACD/KOC (pH 5.5): 218.72; (9)ACD/KOC (pH 7.4): 218.72; (10)#H bond acceptors: 0; (11)#H bond donors: 0; (12)#Freely Rotating Bonds: 1; (13)Index of Refraction: 1.522; (14)Molar Refractivity: 27.3 cm3; (15)Molar Volume: 89.4 cm3; (16)Surface Tension: 32.1 dyne/cm; (17)Density: 1.052 g/cm3; (18)Flash Point: 24.4 °C; (19)Melting Point: -85 °C; (20)Water Solubility: <0.1 g/100 mL at 20 °C; (21)Enthalpy of Vaporization: 33.78 kJ/mol; (22)Boiling Point: 109.7 °C at 760 mmHg; (23)Vapour Pressure: 28.7 mmHg at 25 °C.
Preparation of Dimethyl disulfide: this chemical can be prepared by the reaction of Dimethyl sulfate with Disodium disulfide.
Na2S+S→Na2S2
Na2S2+(CH3)2SO4→CH3SSCH3+Na2SO4
Uses of Dimethyl disulfide: this chemical is used as an intermediate of solvent and pesticide. It is also used as additive of fuel and lubricant. Additionally, it can be used as cooking inhibitor in ethylene furnace and refining equipment. The product can be used in the preparation of food flavors. Similarly, it can react with Diethyldisulfane to get Ethyl-methyl-disulfane.
This reaction needs NO, air and CD3CN at temperature of 20 °C for 1 hour. The yield is 49 %.
When you are using this chemical, please be cautious about it as the following: it is highly Flammable. Please keep away from sources of ignition. It is also harmful and very toxic by inhalation and if swallowed. And it is irritating to eyes, respiratory system and skin. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. Moreover, you should wear suitable protective clothing, gloves and eye/face protection. After contact with skin, wash immediately with plenty of soap-suds. And in case of insufficient ventilation, wear suitable respiratory equipment. In case of accident or if you feel unwell, seek medical advice immediately (show label where possible). Additionally, it is toxic to aquatic organisms that may cause long-term adverse effects in the aquatic environment. Please avoid release to the environment. Refer to special instructions safety data sheet. This material and its container must be disposed of as hazardous waste.
People can use the following data to convert to the molecule structure.
(1)SMILES: S(SC)C
(2)InChI: InChI=1/C2H6S2/c1-3-4-2/h1-2H3
(3)InChIKey: WQOXQRCZOLPYPM-UHFFFAOYAV
The toxicity data is as follows:
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
mammal (species unspecified) | LD50 | unreported | 138mg/kg (138mg/kg) | Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 16(6), Pg. 46, 1972. | |
mouse | LC50 | inhalation | 12300ug/m3/2H (12.3mg/m3) | Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 16(6), Pg. 46, 1972. | |
rat | LC50 | inhalation | 15850ug/m3/2H (15.85mg/m3) | Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 16(6), Pg. 46, 1972. |