Methyl Salicylate

C8H8O3, 152.149 g/mol. Its structure, the values that were measured, the values that were calculated, and where each one came from.

verified recordOrganic — aromatic ester9 measured properties

Drawn from the SMILES. It shows how the atoms are connected — not a photograph of a molecule, and not its shape in space.

Identifiers

Molecular formula: C₈H₈O₃
Molecular weight: 152.149 g/mol
Exact mass: 152.047344 g/mol
SMILES: COC(=O)c1ccccc1O
InChI: InChI=1S/C8H8O3/c1-11-8(10)6-4-2-3-5-7(6)9/h2-5,9H,1H3
InChIKey: OSWPMRLSEDHDFF-UHFFFAOYSA-N

Open in ReactionLens Use in reaction prediction

Both are open without an account.

Measured properties

Values somebody obtained from a sample and published. Where two sources report the same property they are both shown, in the units each used — a disagreement between them is information, and averaging it away would be inventing a number neither one gave.

Boiling Point: 432 °F at 760 mmHg (NTP, 1992)measured · National Toxicology Program, Institute of Environmental Health Sciences, National Institutes of Health (NTP). 1992. National Toxicology Program Chemical Repository Database. Research Triangle Park, North Carolina.; 220-224measured · MSDS; 220-224 °Cmeasured · Budavari, S. (ed.). The Merck Index - Encyclopedia of Chemicals, Drugs and Biologicals. Rahway, NJ: Merck and Co., Inc., 1989., p. 961; 222.00 to 224.00 °C. @ 760.00 mm Hgmeasured · The Good Scents Company Information System; 223 °Cmeasured · reference compound database; 222 °Cmeasured · reference compound database; 223.3 °C @760 [mm Hg]measured · reference compound database
Melting Point: 16.5 °F (NTP, 1992)measured · National Toxicology Program, Institute of Environmental Health Sciences, National Institutes of Health (NTP). 1992. National Toxicology Program Chemical Repository Database. Research Triangle Park, North Carolina.; -8.6measured · MSDS; -8.6 °Cmeasured · Budavari, S. (ed.). The Merck Index - Encyclopedia of Chemicals, Drugs and Biologicals. Rahway, NJ: Merck and Co., Inc., 1989., p. 961; -8.6 °Cmeasured · reference compound database; -8 °Cmeasured · reference compound database; -8.6 °Cmeasured · reference compound database
Flash Point: 205 °F (NTP, 1992)measured · National Toxicology Program, Institute of Environmental Health Sciences, National Institutes of Health (NTP). 1992. National Toxicology Program Chemical Repository Database. Research Triangle Park, North Carolina.; 205 °F (96 °C) (Closed cup)measured · Fire Protection Guide to Hazardous Materials. 12 ed. Quincy, MA: National Fire Protection Association, 1997., p. 325-72; 101 °C c.c.measured · reference compound database
Solubility: less than 1 mg/mL at 66 °F (NTP, 1992)measured · National Toxicology Program, Institute of Environmental Health Sciences, National Institutes of Health (NTP). 1992. National Toxicology Program Chemical Repository Database. Research Triangle Park, North Carolina.; Slightly solublemeasured · MSDS; SOL IN CHLOROFORM, ETHER; MISCIBLE WITH ALC, GLACIAL ACETIC ACIDmeasured · Budavari, S. (ed.). The Merck Index - Encyclopedia of Chemicals, Drugs and Biologicals. Rahway, NJ: Merck and Co., Inc., 1989., p. 961; SOL IN DIETHYL ETHERmeasured · Sunshine, I. (ed.). CRC Handbook of Analytical Toxicology. Cleveland: The Chemical Rubber Co., 1969., p. 76; SOLUBLE IN MOST COMMON ORGANIC SOLVENTSmeasured · Fenaroli's Handbook of Flavor Ingredients. Volume 2. Edited, translated, and revised by T.E. Furia and N. Bellanca. 2nd ed. Cleveland: The Chemical Rubber Co., 1975., p. 406; Sol in water: 0.74%w @ 30 °Cmeasured · Riddick, J.A., W.B. Bunger, Sakano T.K. Techniques of Chemistry 4th ed., Volume II. Organic Solvents. New York, NY: John Wiley and Sons., 1985., p. 715; 0.7 mg/mL at 30 °Cmeasured · reference compound database; Solubility in water, g/l at 30 °C: 0.74 (very slightly soluble)measured · reference compound database; slightly soluble in water; soluble in organic solvents, oilsmeasured · reference compound database; miscible at room temperature (in ethanol)measured · reference compound database
Density: 1.174 (USCG, 1999) - Denser than water; will sinkmeasured · U.S. Coast Guard. 1999. Chemical Hazard Response Information System (CHRIS) - Hazardous Chemical Data. Commandant Instruction 16465.12C. Washington, D.C.: U.S. Government Printing Office.; 1.184 @ 25 °C/25 °Cmeasured · Budavari, S. (ed.). The Merck Index - Encyclopedia of Chemicals, Drugs and Biologicals. Rahway, NJ: Merck and Co., Inc., 1989., p. 961; DENSITY OF NATURAL ESTER IS ABOUT 1.180measured · Budavari, S. (ed.). The Merck Index - Encyclopedia of Chemicals, Drugs and Biologicals. Rahway, NJ: Merck and Co., Inc., 1989., p. 961; Relative density (water = 1): 1.18measured · reference compound database; 1.176-1.185measured · reference compound database; 1.184 @25 °Cmeasured · reference compound database
Vapor Pressure: 0.0975 mmHg at 68 °F ; 1 mmHg at 129 °F (NTP, 1992)measured · National Toxicology Program, Institute of Environmental Health Sciences, National Institutes of Health (NTP). 1992. National Toxicology Program Chemical Repository Database. Research Triangle Park, North Carolina.; 0.03 [mmHg]measured · reference compound database; Vapor pressure = 0.0343 mm Hg @ 25 °Cmeasured · Daubert, T.E., R.P. Danner. Physical and Thermodynamic Properties of Pure Chemicals Data Compilation. Washington, D.C.: Taylor and Francis, 1989.; Vapor pressure, Pa at 20 °C: 13measured · reference compound database; 0.0343 [mm Hg] @25 °Cmeasured · reference compound database
LogP: 2.5measured · MSDS; Log Kow = 2.55measured · Hansch, C. and A. Leo. The Log P Database. Claremont, CA: Pomona College, 1987.; 2.55measured · reference compound database; 2.55measured · reference compound database; 2.08measured · reference compound database
Viscosity: 1.535 mPa*s at 25 °Cmeasured · reference compound database
Refractive Index: INDEX OF REFRACTION: 1.5369 AT 20 °C/D; MAX ABSORPTION: 306 NM (LOG E= 3.64); SADTLER REFERENCE NUMBER: 2238 (IR, PRISM); MAX ABSORPTION (ALC): 238 NM (LOG E= 3.97)measured · Weast, R.C. (ed.). Handbook of Chemistry and Physics. 60th ed. Boca Raton, Florida: CRC Press Inc., 1979., p. C-192; 1.534-1.538measured · reference compound database

Calculated properties

Derived from the structure rather than from a sample. These are reproducible and they are not measurements: a calculated partition coefficient and a measured one can differ by a long way, and where both exist they are listed apart on purpose.

logP: 1.1788calculated · chemistry engine; Estimated preference for oil over water. Higher means more oil-like.
Topological polar surface area: 46.53 Å²calculated · chemistry engine; Surface area from polar atoms; relates to how easily a molecule crosses membranes.
H-bond donors: 1calculated · 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: 39.4463 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: 0.6144calculated · chemistry engine; Quantitative estimate of drug-likeness (0–1).

What it is made of

Elements

C Carbon8 atoms · 63.2% by mass
O Oxygen3 atoms · 31.5% by mass
H Hydrogen8 atoms · 5.3% 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: 11
Total atoms, hydrogen included: 19
Rings: 1
Aromatic rings: 1
Stereocentres: 0
Formal charge: 0

Functional groups

Ester
A carbonyl bonded to an oxygen that links to another carbon.
Phenol
An –OH group attached to an aromatic ring.
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 Salicylate yet.

Other names for it

No systematic name is recorded.

The sources also call it Methyl 2-hydroxybenzoate, Analgit, Flucarmit, Exagien, Betula, 2-Hydroxybenzoic acid methyl ester, Gaultheriaoel, Wintergruenoel, 2-Carbomethoxyphenol, Methyl o-hydroxybenzoate, methylsalicylate, 2-(Methoxycarbonyl)phenol.

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.

(2-Hydroxyphenyl)acetic acid

C8H8O3

Where these values came from

chemistry engine
structure perception

compound record.

What this page does not claim

The identifiers are what the source record holds, copied rather than recomputed. Measured values are reported as their source gave them, units and all; calculated values are marked as calculated and are not measurements. Where a field is absent the page says so, because a blank cell reads as a zero and a guessed value reads as a fact.

Nothing here is a hazard assessment, a purity statement or advice about handling a sample. A flash point quoted from a safety database is a number somebody published, not a judgement by us about whether this molecule is safe for what you intend.