Methyl Methanesulfonate

An organic compound, C2H6O3S, 110.134 g/mol. Boiling point 203 °C at 753 mm Hg, melting point 20 °C, as published.

verified recordOrganic compound7 measured properties

Identifiers

Molecular formula: C₂H₆O₃S
Molecular weight: 110.134 g/mol
Exact mass: 110.003765 g/mol
IUPAC name: methyl methanesulfonate
SMILES: COS(C)(=O)=O
InChI: InChI=1S/C2H6O3S/c1-5-6(2,3)4/h1-2H3
InChIKey: MBABOKRGFJTBAE-UHFFFAOYSA-N

Open in ReactionLens Use in reaction prediction

Measured properties

Published measurements, each with its source. Two readings of one property are both shown, in the units each used.

Boiling Point: 396 to 397 °F at 760 mmHg (NTP, 1992)measured · CAMEO Chemicals; 203 °C at 753 mm Hgmeasured · Hazardous Substances Data Bank (HSDB)
Melting Point: 68 °F (NTP, 1992)measured · CAMEO Chemicals; 20 °Cmeasured · Hazardous Substances Data Bank (HSDB)
Density: 1.2943 at 68 °F (NTP, 1992) - Denser than water; will sinkmeasured · CAMEO Chemicals; 1.2943 at 20 °C/4 °Cmeasured · Hazardous Substances Data Bank (HSDB)
Solubility: greater than or equal to 100 mg/mL at 73 °F (NTP, 1992)measured · CAMEO Chemicals; Solubility in water about 1:5; slightly sol in nonpolar solventsmeasured · Hazardous Substances Data Bank (HSDB)
Vapor Pressure: 0.31 [mmHg]measured · Haz-Map, Information on Hazardous Chemicals and Occupational Diseases
Flash Point: 220 °F (NTP, 1992)measured · CAMEO Chemicals
Refractive Index: Index of refraction 1.4140 at 20 °C/Dmeasured · O'Neil, M.J. (ed.). The Merck Index - An Encyclopedia of Chemicals, Drugs, and Biologicals. 13th Edition, Whitehouse Station, NJ: Merck and Co., Inc., 2001., p. 1087

Calculated properties

Derived from the structure, not from a sample; kept apart from the measurements above.

Molecular weight: 110.13 g/molcalculated · reference compound database; Average mass of one molecule, from reference compound database.
Exact mass: 110.00376522 Dacalculated · reference compound database; Mass of the most common isotopic form.
XLogP3: -0.4calculated · reference compound database; Estimated oil/water partition, computed by reference compound database.
Polar surface area: 51.8 Å²calculated · reference compound database; Polar surface area as computed by reference compound database.
Complexity: 105calculated · reference compound database; A rough measure of how intricate the structure is.
H-bond donors: 0calculated · reference compound database
H-bond acceptors: 3calculated · reference compound database
logP: -0.4076calculated · chemistry engine; Estimated preference for oil over water. Higher means more oil-like.
Topological polar surface area: 43.37 Å²calculated · chemistry engine; Surface area from polar atoms; relates to how easily a molecule crosses membranes.
H-bond donors: 0calculated · chemistry engine; Atoms that can donate a hydrogen bond.
H-bond acceptors: 3calculated · chemistry engine; Atoms that can accept a hydrogen bond.
Rotatable bonds: 1calculated · chemistry engine; Single bonds the molecule can freely twist around.
Molar refractivity: 21.8528 cm³/molcalculated · chemistry engine; Relates to the molecule's polarisability.
Fraction sp³ carbons: 1calculated · chemistry engine; Share of carbon atoms with tetrahedral bonding.
QED drug-likeness: 0.4309calculated · chemistry engine; Quantitative estimate of drug-likeness (0–1).

What it is made of

Elements

O Oxygen3 atoms · 43.6% by mass
S Sulfur1 atom · 29.1% by mass
C Carbon2 atoms · 21.8% by mass
H Hydrogen6 atoms · 5.5% by mass

Percentages are of the molecular weight above, worked out the same way the molar mass calculator does it.

Structure

Heavy atoms, hydrogen excluded: 6
Total atoms, hydrogen included: 12
Rings: 0
Aromatic rings: 0
Stereocentres: 0
Formal charge: 0

The molecule in three dimensions

Rotate and inspect the atoms. Loaded only when you ask, so the page stays light.

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

No documented reaction with a written procedure and a source involves Methyl Methanesulfonate yet.

Other names for it

The systematic name on this record is methyl methanesulfonate.

The sources also call it Methyl mesylate, Methanesulfonic acid methyl ester, Methanesulfonic acid, methyl ester, Methylmethanesulfonate, methylmethane sulfonate, as-Dimethyl sulfite, Methyl methanesulphonate, Methylmethansulfonat, as-Dimethyl sulphite, Methyl methansulfonate, Methyl methansulphonate.

Structurally related

Nothing structurally close to Methyl Methanesulfonate has a page here yet.

Where these values came from

reference compound database4156
compound record
chemistry engine
structure perception

compound record.

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.