Dimethyl Sulfoxide
An organic compound, C2H6OS, 78.136 g/mol. Boiling point 372 °F at 760 mmHg, melting point 18.5 °C, as published. Appears in 4,000 documented reactions across 8 classes.
Identifiers
- Molecular formula
- C₂H₆OS
- Molecular weight
- 78.136 g/mol
- Exact mass
- 78.013936 g/mol
- IUPAC name
- methylsulfinylmethane
- CS(C)=O
- InChI=1S/C2H6OS/c1-4(2)3/h1-2H3
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N
Measured properties
- Boiling Point
- 372 °F at 760 mmHg (NTP, 1992)
- 63
- Melting Point
- 65.3 °F (NTP, 1992)
- 18.5 °C
- Density
- 1.101 at 68 °F (USCG, 1999) - Denser than water; will sink
- 1.100 at 20 °C/4 °C
- Solubility
- greater than or equal to 100 mg/mL at 68 °F (NTP, 1992)
- 1000000 mg/L
- Vapor Pressure
- 0.42 mmHg at 68 °F (NTP, 1992)
- 0.61 [mmHg]
- LogP
- -1.35
- log Kow = -1.35
- Flash Point
- 203 °F (NTP, 1992)
- 95 °C (203 °F) (Open cup)
Calculated properties
- Molecular weight
- 78.14 g/mol
- Exact mass
- 78.01393598 Da
- XLogP3
- -0.6
- Polar surface area
- 36.3 Ų
- Complexity
- 29
- H-bond donors
- 0
- H-bond acceptors
- 2
- logP
- -0.0053
- Topological polar surface area
- 17.07 Ų
- H-bond donors
- 0
- H-bond acceptors
- 1
- Rotatable bonds
- 0
- Molar refractivity
- 19.9904 cm³/mol
- Fraction sp³ carbons
- 1
- QED drug-likeness
- 0.3982
What it is made of
Structure
- Heavy atoms, hydrogen excluded
- 4
- Total atoms, hydrogen included
- 10
- Rings
- 0
- Aromatic rings
- 0
- Stereocentres
- 0
- Formal charge
- 0
The molecule in three dimensions
The drawing above is a diagram of what is bonded to what. A molecule is not flat, and the model here is one low-energy shape generated from the connectivity — useful for seeing which groups can reach each other, and not a measured structure. A real sample is a population of conformations, interconverting.
Reactions it appears in
4,000 documented reactions involve Dimethyl Sulfoxide, each with a written procedure and a source across 8 classes. A few from each are shown.
Buchwald–Hartwig phosphination
Buchwald–Hartwig phosphination · as a solvent
A recorded experiment with its conditions, its yield where one was published, and a link to the source.
Buchwald–Hartwig amination
Buchwald–Hartwig amination · as a solvent
A recorded experiment with its conditions, its yield where one was published, and a link to the source.
Buchwald–Hartwig etherification
Buchwald–Hartwig etherification · as a solvent
A recorded experiment with its conditions, its yield where one was published, and a link to the source.
Palladium-catalysed enolate arylation
Palladium-catalysed enolate arylation · as a solvent
A recorded experiment with its conditions, its yield where one was published, and a link to the source.
Buchwald–Hartwig thioetherification
Buchwald–Hartwig thioetherification · as a solvent
A recorded experiment with its conditions, its yield where one was published, and a link to the source.
Suzuki–Miyaura coupling
Suzuki–Miyaura coupling · as a solvent
A recorded experiment with its conditions, its yield where one was published, and a link to the source.
Sonogashira coupling
Sonogashira coupling · as a solvent
A recorded experiment with its conditions, its yield where one was published, and a link to the source.
Mizoroki–Heck reaction
Mizoroki–Heck reaction · as a solvent
A recorded experiment with its conditions, its yield where one was published, and a link to the source.
Buchwald–Hartwig phosphination
Buchwald–Hartwig phosphination · as a solvent
A recorded experiment with its conditions, its yield where one was published, and a link to the source.
All 5 buchwald–hartwig phosphination recordsAll 5 buchwald–hartwig amination recordsAll 5 buchwald–hartwig etherification recordsAll 5 palladium-catalysed enolate arylation recordsAll 5 buchwald–hartwig thioetherification recordsAll 5 suzuki–miyaura coupling recordsAll 5 sonogashira coupling recordsAll 5 mizoroki–heck reaction records
Other names for it
The systematic name on this record is methylsulfinylmethane.
The sources also call it DMSO, Methylsulfinylmethane, Methyl sulfoxide, Dimethyl sulphoxide, Dimethylsulfoxide, sulfinylbismethane, Demasorb, Domoso, Methane, sulfinylbis-, Demsodrox, Dromisol.
Structurally related
Seen alongside it in reaction records
Molecules that appear in the same recorded reactions as Dimethyl Sulfoxide. This says nothing about structure: most of them are the bases, solvents, ligands and catalysts the chemistry needed, and they are here because somebody put them in the same flask.
Where these values came from
chemistry engine
What this page does not claim
Identifiers are copied from the source record, measured values are reported as published, and calculated values are marked as calculated. Nothing here is a hazard, purity or handling assessment — how the library is checked.
Where to next
More molecules under D
The rest of this shelf, a hundred names at a time.
Molar mass calculator
Work with C2H6OS in a calculation, with every element's contribution shown.
Molarity calculator
Grams of Dimethyl Sulfoxide for a volume and a concentration, or the concentration a mass gives.
Open in ReactionLens
The full record in the workstation: every atom, every bond, and the reactions it appears in.