Products Categories
CAS No.: | 67-68-5 |
---|---|
Name: | Dimethyl sulphoxide |
Article Data: | 171 |
Cas Database | |
Molecular Structure: | |
|
|
Formula: | C2H6OS |
Molecular Weight: | 78.135 |
Synonyms: | Methane,sulfinylbis- (9CI);Methyl sulfoxide (8CI);DMS 70;DMS 90;DMSO;Demavet;Demeso;Demsodrox;Dimethyl sulphoxide;Dimethylsulfoxide;Dimexide;Dimexidum;Dipirartril-tropico;Dolicur;Domoso;Dromisol;Durasorb;Gamasol 90;Herpid;Hyadur;Infiltrina;Kemsol;NSC 763;Rimso 50;SQ 9453;Sclerosol;Somipront;Sulfinylbismethane;Syntexan;Methyl Sulfoxide; |
EINECS: | 200-664-3 |
Density: | 1.1 g/cm3 |
Melting Point: | 18.4 °C |
Boiling Point: | 189 °C at 760 mmHg |
Flash Point: | 85 °C |
Appearance: | colorless liquid |
Hazard Symbols: |
![]() |
Risk Codes: | 36/37/38 |
Safety: | 24/25-37/39-26-36-23 |
PSA: | 36.28000 |
LogP: | 0.86040 |
Conditions | Yield |
---|---|
With Fe(AAEMA)3; oxygen; isovaleraldehyde In 1,2-dichloro-ethane under 760 Torr; for 20h; Ambient temperature; | 100% |
With lithium perchlorate; Re(O)(2-(2'-hydroxyphenyl)-2-oxazoline)2Cl In [D3]acetonitrile; water-d2 at 20℃; for 4h; | 100% |
With C12H11Cl3N2O3 In chloroform for 7h; Reflux; | 100% |
Conditions | Yield |
---|---|
With tert.-butylnitrite In chloroform at 25℃; for 0.166667h; | 100% |
With p-TolSO2NO In acetonitrile at 35℃; further solvents, reagents, sulfoximides; |
Sodium trans-Bis(dimethhyl sulfoxide) tetrachlororuthenate(III)
mer,cis-{RuCl3(2O)2(DMSO)}
B
dimethyl sulfoxide
Conditions | Yield |
---|---|
With HClO4; H2O In water Kinetics; byproducts: chlorode ion; Reaction was performed at pH=1 and temp. 35°C.; | A 100% B 100% |
dichlorotetrakis(dimethylsulfoxide)ruthenium
triars
A
RuCl2(OS(CH3)2)(CH3C(CH2As(C6H5)2)3)
B
dimethyl sulfoxide
Conditions | Yield |
---|---|
In toluene Ar atmosphere, heating (80°C, 10 min, 90°C, overnight), pptn.; washing of ppt. (toluene, Et2O), drying; elem. anal.; | A 96% B n/a |
dimethylbromosulphonium bromide
3,4,5-trimethoxybenzaldehyde oxime
A
dimethyl sulfoxide
B
3,4,5-trimethoxybenzonitrile
Conditions | Yield |
---|---|
In acetonitrile at 20℃; for 3h; | A n/a B 96% |
trifluoroacetic acid
A
2,2,2-trifluoro-N-(4-methylphenyl)acetamide
B
p-toluidine
C
dimethyl sulfoxide
Conditions | Yield |
---|---|
at 50℃; for 5h; Elimination; acylation; retro-Pummerer reaction; | A 3% B 95% C 67% |
Conditions | Yield |
---|---|
With C30H24N2O7W; dihydrogen peroxide In dichloromethane; water for 1h; Reflux; | A 94% B 6% |
With dihydrogen peroxide In ethanol; hexane; water at 60℃; for 0.0833333h; | A 92% B 6% |
With dihydrogen peroxide In water at 30 - 35℃; for 24h; Sealed tube; Green chemistry; | A 62% B 68% |
veratramide
dimethylbromosulphonium bromide
A
veratronitrile
B
dimethyl sulfoxide
Conditions | Yield |
---|---|
In acetonitrile for 2h; Reflux; | A 94% B n/a |
dimethylbromosulphonium bromide
Benzaldoxime
A
dimethyl sulfoxide
B
benzonitrile
Conditions | Yield |
---|---|
In acetonitrile at 20℃; for 5.5h; | A n/a B 94% |
A
1-(4-chlorophenyl)-3-phenylpropane-1,2,3-trione
B
dimethyl sulfoxide
Conditions | Yield |
---|---|
With ozone 1) CH2Cl2, -78 deg C, 2) Et2O, H2O; | A 93% B n/a |
Molecular Structure:
IUPAC Name: methylsulfinylmethane
Empirical Formula: C2H6OS
Molecular Weight: 78.1334
H bond acceptors: 1
H bond donors: 0
Freely Rotating Bonds: 0
Polar Surface Area: 36.28Å2
Index of Refraction: 1.479
Molar Refractivity: 20.17 cm3
Molar Volume: 71 cm3
Surface Tension: 43.6 dyne/cm
Density: 1.099 g/cm3
Flash Point: 85 °C
Enthalpy of Vaporization: 40.78 kJ/mol
Boiling Point: 189 °C at 760 mmHg
Vapour Pressure: 0.805 mmHg at 25°C
Melting point: 18.4 °C
InChI
InChI=1/C2H6OS/c1-4(2)3/h1-2H3
Smiles
S(C)(C)=O
EINECS: 200-664-3
Sensitive: Hygroscopic
Merck: 14,3259
BRN: 506008
Stability: Stable. Incompatible with a very wide range of materials, including acid chlorides, strong acids, strong oxidizing agents, strong reducing agents, phosphorus halides, moisture, copper wool + trichloroacetic acid. Reacts violently with a number of materials - consult a full data sheet before use. Hygroscopic.
Product Categories: Pharmaceutical Intermediates; Organics;Analytical Chemistry; Solvents for HPLC & Spectrophotometry; Solvents for Spectrophotometry; Sulfur Compounds (for Synthesis); Synthetic Organic Chemistry
Synonyms of Dimethyl sulfoxide (CAS NO.67-68-5): (CH3)2SO ; A 10846 ; Decap ; Deltan ; Demasorb ; Demavet ; Demeso ; DMSO
Dimethyl sulfoxide (CAS NO.67-68-5) was first synthesized in 1866 by the Russian scientist Alexander Zaytsev, who reported his findings in in 1867. Dimethyl sulfoxide is a by-product of kraft pulping, which produces dimethyl sulfide as a side product. Oxidation of dimethylsulfide with oxygen or nitrogen dioxide gives Dimethyl sulfoxide.
Dimethyl sulfoxide (CAS NO. 67-68-5) is an important polar aprotic solvent. It is widely used to strip photoresist in TFT-LCD 'flat panel' displays and advanced packaging applications (such as wafer-level packaging / solder bump patterning). It also used in biopresevation especially stem cell banking. It is predominantly used as a topical analgesic, a vehicle for topical application of pharmaceuticals, as an anti-inflammatory, and an antioxidant.
Dimethyl sulfoxide (CAS NO.67-68-5) is a by-product of kraft pulping. The sulfide used as a nucleophile also attacks the methoxy groups of lignin, producing methanethiol and Dimethyl Sulfide, which is oxidized to DMSO. Suppliers of DMSO are Arkema, Toray or the Gaylord Chemical Corporation.
It reacts with methyl iodide to form a sulfoxonium salt [(CH3)3SO]I, which can be deprotonated with sodium hydride to form the sulfur ylide:
(CH3)2SO + CH3I → [(CH3)3SO]I
[(CH3)2SO ]I + NaH → [(CH3)2CH2SO + NaI + H2
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
bird - wild | LD50 | oral | 100mg/kg (100mg/kg) | Toxicology and Applied Pharmacology. Vol. 21, Pg. 315, 1972. | |
cat | LDLo | intravenous | 200mg/kg (200mg/kg) | BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX) | Arzneimittel-Forschung. Drug Research. Vol. 28, Pg. 1571, 1978. |
chicken | LD50 | oral | 12gm/kg (12000mg/kg) | Journal of Pharmacy and Pharmacology. Vol. 15, Pg. 688, 1963. | |
dog | LD50 | intravenous | 2500mg/kg (2500mg/kg) | CARDIAC: OTHER CHANGES KIDNEY, URETER, AND BLADDER: HEMATURIA KIDNEY, URETER, AND BLADDER: OTHER CHANGES | Cancer Chemotherapy Reports. Vol. 31, Pg. 7, 1963. |
dog | LD50 | oral | > 10gm/kg (10000mg/kg) | Annals of the New York Academy of Sciences. Vol. 141, Pg. 96, 1967. | |
guinea pig | LDLo | intraperitoneal | > 5500mg/kg (5500mg/kg) | Journal of Pharmacy and Pharmacology. Vol. 15, Pg. 688, 1963. | |
guinea pig | LDLo | oral | > 11gm/kg (11000mg/kg) | Journal of Pharmacy and Pharmacology. Vol. 15, Pg. 688, 1963. | |
mammal (species unspecified) | LD50 | oral | 21400mg/kg (21400mg/kg) | Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 39(4), Pg. 86, 1974. | |
man | TDLo | intravenous | 606mg/kg (606mg/kg) | GASTROINTESTINAL: NAUSEA OR VOMITING LIVER: "JAUNDICE, OTHER OR UNCLASSIFIED" | Lancet. Vol. 2, Pg. 1004, 1980. |
mouse | LD50 | intraperitoneal | 2500mg/kg (2500mg/kg) | Russian Pharmacology and Toxicology Vol. 35, Pg. 300, 1972. | |
mouse | LD50 | intravenous | 3100mg/kg (3100mg/kg) | SENSE ORGANS AND SPECIAL SENSES: HEMORRHAGE: EYE SENSE ORGANS AND SPECIAL SENSES: CONJUNCTIVE IRRITATION: EYE | Toxicology and Applied Pharmacology. Vol. 15, Pg. 74, 1969. |
mouse | LD50 | oral | 7920mg/kg (7920mg/kg) | Chimica Therapeutica. Vol. 3, Pg. 10, 1968. | |
mouse | LD50 | skin | 50gm/kg (50000mg/kg) | Annals of the New York Academy of Sciences. Vol. 141, Pg. 96, 1967. | |
mouse | LD50 | subcutaneous | 14gm/kg (14000mg/kg) | BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY) LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES KIDNEY, URETER, AND BLADDER: HEMATURIA | Annals of the New York Academy of Sciences. Vol. 141, Pg. 96, 1967. |
mouse | LD50 | unreported | 12gm/kg (12000mg/kg) | United States Patent Document. Vol. #4767763, | |
rat | LD50 | intraperitoneal | 8200mg/kg (8200mg/kg) | Food and Chemical Toxicology. Vol. 22, Pg. 665, 1984. | |
rat | LD50 | intravenous | 5360mg/kg (5360mg/kg) | BEHAVIORAL: TREMOR LUNGS, THORAX, OR RESPIRATION: DYSPNEA BEHAVIORAL: MUSCLE WEAKNESS | Toxicology and Applied Pharmacology. Vol. 7, Pg. 104, 1965. |
rat | LD50 | oral | 14500mg/kg (14500mg/kg) | SENSE ORGANS AND SPECIAL SENSES: HEMORRHAGE: EYE SENSE ORGANS AND SPECIAL SENSES: CONJUNCTIVE IRRITATION: EYE | Toxicology and Applied Pharmacology. Vol. 15, Pg. 74, 1969. |
rat | LD50 | skin | 40gm/kg (40000mg/kg) | Annals of the New York Academy of Sciences. Vol. 141, Pg. 96, 1967. | |
rat | LD50 | subcutaneous | 12gm/kg (12000mg/kg) | BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY) LUNGS, THORAX, OR RESPIRATION: DYSPNEA | Arzneimittel-Forschung. Drug Research. Vol. 14, Pg. 1050, 1964. |
rat | LD50 | unreported | 1300mg/kg (1300mg/kg) | National Technical Information Service. Vol. AD-A159-418, | |
women | TDLo | skin | 1800mg/kg (1800mg/kg) | LUNGS, THORAX, OR RESPIRATION: DYSPNEA LUNGS, THORAX, OR RESPIRATION: CYANOSIS BLOOD: OTHER CHANGES | Veterinary and Human Toxicology. Vol. 40, Pg. 87, 1998. |
Hazard Codes of Dimethyl sulfoxide (CAS NO.67-68-5): Xi
Risk Statements: 36/37/38
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 24/25-37/39-26-36-23
S24/25:Avoid contact with skin and eyes.
S37/39:Wear suitable gloves and eye/face protection.
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36:Wear suitable protective clothing.
S23:Do not breathe vapour.
WGK Germany: 1
RTECS: PV6210000
F: 3
HS Code: 29309070
Dimethyl sulfoxide with a CAS number of 67-68-5. This colorless liquid is an important polar aprotic solvent that dissolves both polar and nonpolar compounds and is miscible in a wide range of organic solvents as well as water. It has a distinctive property of penetrating the skin very readily, so that one may taste it soon after it comes into contact with the skin. Its taste has been described as oyster- or garlic-like.
Chemical Stability of Dimethyl sulfoxide (CAS NO. 67-68-5): Stable under normal temperatures and pressures. Hygroscopic: absorbs moisture or water from the air.
Conditions to Avoid: Incompatible materials, exposure to moist air or water.
Dimethyl sulfoxide is incompatibilities with Other Materials Strong oxidizing agents, perchloric acid.
Hazardous decomposition products of Dimethyl sulfoxide are carbon monoxide, oxides of sulfur, carbon dioxide, formaldehyde.
Hazardous polymerization of Dimethyl sulfoxide will not occur.