Methyl Benzoate

An aromatic ester, C8H8O2, 136.15 g/mol. Boiling point 199 °C, melting point -12.35 °C, as published.

verified recordOrganic — aromatic ester9 measured properties

Identifiers

Molecular formula: C₈H₈O₂
Molecular weight: 136.15 g/mol
Exact mass: 136.052429 g/mol
IUPAC name: methyl benzoate
SMILES: COC(=O)c1ccccc1
InChI: InChI=1S/C8H8O2/c1-10-8(9)7-5-3-2-4-6-7/h2-6H,1H3
InChIKey: QPJVMBTYPHYUOC-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: 388 to 390 °F at 760 mmHg (NTP, 1992)measured · CAMEO Chemicals; 199 °Cmeasured · Hazardous Substances Data Bank (HSDB)
Melting Point: 10 °F (NTP, 1992)measured · CAMEO Chemicals; -12.35 °Cmeasured · Hazardous Substances Data Bank (HSDB)
Density: 1.0888 at 68 °F (USCG, 1999) - Denser than water; will sinkmeasured · CAMEO Chemicals; 1.0837 g/cu cm at 25 °Cmeasured · Hazardous Substances Data Bank (HSDB)
Solubility: less than 1 mg/mL at 72.5 °F (NTP, 1992)measured · CAMEO Chemicals; In water, 2100 mg/L at 20 °Cmeasured · Hazardous Substances Data Bank (HSDB)
Vapor Pressure: 1 mmHg at 102 °F ; 20 mmHg at 197.2 °F; 760 mmHg at 391.1 °F (NTP, 1992)measured · CAMEO Chemicals; 0.38 [mmHg]measured · Haz-Map, Information on Hazardous Chemicals and Occupational Diseases
LogP: log Kow = 2.12measured · Hazardous Substances Data Bank (HSDB); 2.12measured · Human Metabolome Database (HMDB)
Flash Point: 181 °F (NTP, 1992)measured · CAMEO Chemicals; 181 °F (83 °C) (Closed cup)measured · Hazardous Substances Data Bank (HSDB)
Viscosity: 1.33 mm²/s at 20 °Cmeasured · reference compound database
Refractive Index: Index of refraction: 1.5164 at 20 °Cmeasured · Haynes, W.M. (ed.). CRC Handbook of Chemistry and Physics. 95th Edition. CRC Press LLC, Boca Raton: FL 2014-2015, p. 3-360; Index of refraction: 1.094 at 15 °Cmeasured · O'Neil, M.J. (ed.). The Merck Index - An Encyclopedia of Chemicals, Drugs, and Biologicals. Cambridge, UK: Royal Society of Chemistry, 2013., p. 1118; 1.513-1.520measured · reference compound database

Calculated properties

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

Molecular weight: 136.15 g/molcalculated · reference compound database; Average mass of one molecule, from reference compound database.
Exact mass: 136.052429494 Dacalculated · reference compound database; Mass of the most common isotopic form.
XLogP3: 2.1calculated · reference compound database; Estimated oil/water partition, computed by reference compound database.
Polar surface area: 26.3 Å²calculated · reference compound database; Polar surface area as computed by reference compound database.
Complexity: 114calculated · reference compound database; A rough measure of how intricate the structure is.
H-bond donors: 0calculated · reference compound database
H-bond acceptors: 2calculated · reference compound database
logP: 1.4732calculated · chemistry engine; Estimated preference for oil over water. Higher means more oil-like.
Topological polar surface area: 26.3 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: 2calculated · chemistry engine; Atoms that can accept a hydrogen bond.
Rotatable bonds: 1calculated · chemistry engine; Single bonds the molecule can freely twist around.
Molar refractivity: 37.7815 cm³/molcalculated · chemistry engine; Relates to the molecule's polarisability.
Fraction sp³ carbons: 0.125calculated · chemistry engine; Share of carbon atoms with tetrahedral bonding.
QED drug-likeness: 0.5463calculated · chemistry engine; Quantitative estimate of drug-likeness (0–1).

What it is made of

Elements

C Carbon8 atoms · 70.6% by mass
O Oxygen2 atoms · 23.5% by mass
H Hydrogen8 atoms · 5.9% 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: 10
Total atoms, hydrogen included: 18
Rings: 1
Aromatic rings: 1
Stereocentres: 0
Formal charge: 0

Functional groups

Ester
A carbonyl bonded to an oxygen that links to another carbon.
Ether
An oxygen bridging two carbons.
Aromatic ring
A flat six-membered ring with delocalised electrons.

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 Methyl Benzoate yet.

Other names for it

The systematic name on this record is methyl benzoate.

The sources also call it benzoic acid methyl ester, Methylbenzoate, Benzoic acid, methyl ester, Clorius, Methyl benzenecarboxylate, Essence of niobe, FEMA No. 2683, Methylester kyseliny benzoove, DTXSID5025572, 6618K1VJ9T, NSC-9394.

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.

1,4-Benzodioxan

C8H8O2

Seen alongside it in reaction records

Molecules that appear in the same recorded reactions as Methyl Benzoate. 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.

1,8-Diazabicyclo(5.4.0)undec-7-ene

used as a reactant

C₉H₁₆N₂, 152.241 g/mol.

Where these values came from

reference compound database7150
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.