Mesityl oxide

A ketone, C6H10O, 98.145 g/mol. Boiling point 130 °C at 760 mm Hg, melting point -59 °C, as published.

verified recordOrganic — ketone9 measured properties

Identifiers

Molecular formula: C₆H₁₀O
Molecular weight: 98.145 g/mol
Exact mass: 98.073165 g/mol
IUPAC name: 4-methylpent-3-en-2-one
SMILES: CC(=O)C=C(C)C
InChI: InChI=1S/C6H10O/c1-5(2)4-6(3)7/h4H,1-3H3
InChIKey: SHOJXDKTYKFBRD-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: 266 °F at 760 mmHg (USCG, 1999)measured · CAMEO Chemicals; 130 °C at 760 mm Hgmeasured · Hazardous Substances Data Bank (HSDB)
Melting Point: -51 °F (USCG, 1999)measured · CAMEO Chemicals; -59 °Cmeasured · Hazardous Substances Data Bank (HSDB)
Density: 0.853 at 68 °F (USCG, 1999) - Less dense than water; will floatmeasured · CAMEO Chemicals; 0.8592 at 15 °C/4 °Cmeasured · Hazardous Substances Data Bank (HSDB)
Solubility: 3 % (NIOSH, 2024)measured · CAMEO Chemicals; Sol in about 30 parts water; miscible with most org liqmeasured · Hazardous Substances Data Bank (HSDB)
Vapor Pressure: 9 mmHg (NIOSH, 2024)measured · CAMEO Chemicals; 8.21 [mmHg]measured · Haz-Map, Information on Hazardous Chemicals and Occupational Diseases
LogP: 1.7measured · ILO-WHO International Chemical Safety Cards (ICSCs)
Flash Point: 73 °F (USCG, 1999)measured · CAMEO Chemicals; 31 °Cmeasured · Haz-Map, Information on Hazardous Chemicals and Occupational Diseases
Viscosity: 0.0060 cP at 20 °Cmeasured · Lewis, R.J. Sr.; Hawley's Condensed Chemical Dictionary 14th Edition. John Wiley & Sons, Inc. New York, NY 2001., p. 713; 0.75 mm²/s at 20 °Cmeasured · reference compound database
Refractive Index: Index of refraction: 1.4425 at 22 °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. 1056; 1.442-1.447measured · reference compound database

Calculated properties

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

Molecular weight: 98.14 g/molcalculated · reference compound database; Average mass of one molecule, from reference compound database.
Exact mass: 98.073164938 Dacalculated · reference compound database; Mass of the most common isotopic form.
XLogP3: 1.4calculated · reference compound database; Estimated oil/water partition, computed by reference compound database.
Polar surface area: 17.1 Å²calculated · reference compound database; Polar surface area as computed by reference compound database.
Complexity: 96calculated · reference compound database; A rough measure of how intricate the structure is.
H-bond donors: 0calculated · reference compound database
H-bond acceptors: 1calculated · reference compound database
logP: 1.5416calculated · chemistry engine; Estimated preference for oil over water. Higher means more oil-like.
Topological polar surface area: 17.07 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: 1calculated · chemistry engine; Atoms that can accept a hydrogen bond.
Rotatable bonds: 1calculated · chemistry engine; Single bonds the molecule can freely twist around.
Molar refractivity: 30.112 cm³/molcalculated · chemistry engine; Relates to the molecule's polarisability.
Fraction sp³ carbons: 0.5calculated · chemistry engine; Share of carbon atoms with tetrahedral bonding.
QED drug-likeness: 0.4545calculated · chemistry engine; Quantitative estimate of drug-likeness (0–1).

What it is made of

Elements

C Carbon6 atoms · 73.4% by mass
O Oxygen1 atom · 16.3% by mass
H Hydrogen10 atoms · 10.3% 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: 7
Total atoms, hydrogen included: 17
Rings: 0
Aromatic rings: 0
Stereocentres: 0
Formal charge: 0

Functional groups

Ketone
A carbonyl bonded to two carbons.
Alkene
A carbon–carbon double bond.

Matched by structural pattern, not by a measurement.

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 Mesityl oxide yet.

Other names for it

The systematic name on this record is 4-methylpent-3-en-2-one.

The sources also call it 4-Methylpent-3-en-2-one, 4-Methyl-3-penten-2-one, Isopropylideneacetone, Methyl isobutenyl ketone, 3-Penten-2-one, 4-methyl-, Isobutenyl methyl ketone, Mesityloxid, Mesityloxyde, Ossido di mesitile, 3-Isohexen-2-one, Oxyde de mesityle.

Structurally related

Molecules sharing this formula, or whose fingerprint is at least 40% similar to this one. Similarity is Tanimoto on Morgan fingerprints over this library only — it is a measure of structural overlap, not of how alike they behave.

1,2-Epoxy-5-hexene

C6H10O

1,1,1-Trifluoro-4-methylpent-3-en-2-one

C6H7F3O

Where these values came from

reference compound database8858
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.