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Methyl Anthranilate

C8H9NO2, 151.165 g/mol. Its structure, the values that were measured, the values that were calculated, and where each one came from.

verified recordOrganic — aromatic ester8 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
C₈H₉NO₂
Molecular weight
151.165 g/mol
Exact mass
151.063329 g/mol
IUPAC name
methyl 2-aminobenzoate
SMILES
COC(=O)c1ccccc1N
InChI
InChI=1S/C8H9NO2/c1-11-8(10)6-4-2-3-5-7(6)9/h2-5H,9H2,1H3
InChIKey
VAMXMNNIEUEQDV-UHFFFAOYSA-N

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
493 °F at 760 mmHg (NTP, 1992)measured · CAMEO Chemicals
256 °Cmeasured · Hazardous Substances Data Bank (HSDB)
Melting Point
75 to 77 °F (NTP, 1992)measured · CAMEO Chemicals
24.4 °Cmeasured · Hazardous Substances Data Bank (HSDB)
Density
1.1682 at 50 °F (NTP, 1992) - Denser than water; will sinkmeasured · CAMEO Chemicals
1.168 at 20 °Cmeasured · Hazardous Substances Data Bank (HSDB)
Solubility
Slightly soluble (NTP, 1992)measured · CAMEO Chemicals
In water, 2,850 mg/L at 25 °Cmeasured · Hazardous Substances Data Bank (HSDB)
Vapor Pressure
0.02 [mmHg]measured · Haz-Map, Information on Hazardous Chemicals and Occupational Diseases
2.71X10-2 mm Hg at 25 °C /Extrapolated/measured · Hazardous Substances Data Bank (HSDB)
LogP
log Kow = 1.88measured · Hazardous Substances Data Bank (HSDB)
1.88measured · Human Metabolome Database (HMDB)
Flash Point
220 °F (NTP, 1992)measured · CAMEO Chemicals
Above 212 °F (> 100 °C)measured · Hazardous Substances Data Bank (HSDB)
Refractive Index
Index of refraction: 1.5810 at 25 °C/Dmeasured · Haynes, W.M. (ed.). CRC Handbook of Chemistry and Physics. 95th Edition. CRC Press LLC, Boca Raton: FL 2014-2015, p. 3-354
1.581-1.585 (supercooled liquid)measured · 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.

Molecular weight
151.16 g/molcalculated · reference compound database
Average mass of one molecule, from reference compound database.
Exact mass
151.06332853 Dacalculated · reference compound database
Mass of the most common isotopic form.
XLogP3
1.9calculated · reference compound database
Estimated oil/water partition, computed by reference compound database.
Polar surface area
52.3 Ųcalculated · reference compound database
Polar surface area as computed by reference compound database.
Complexity
147calculated · reference compound database
A rough measure of how intricate the structure is.
H-bond donors
1calculated · reference compound database
H-bond acceptors
3calculated · reference compound database
logP
1.0554calculated · chemistry engine
Estimated preference for oil over water. Higher means more oil-like.
Topological polar surface area
52.32 Ųcalculated · 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
42.1939 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
0.4819calculated · chemistry engine
Quantitative estimate of drug-likeness (0–1).

What it is made of

Elements

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
20
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.

  • Primary aromatic amine

    An –NH2 group attached directly to an aromatic ring, as in aniline. Much less basic than an alkyl amine, because the lone pair is delocalised into the ring.

  • 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 Anthranilate yet.

Other names for it

The systematic name on this record is methyl 2-aminobenzoate.

The sources also call it Methyl 2-aminobenzoate, 2-Aminobenzoic acid methyl ester, Methyl o-aminobenzoate, Anthranilic acid methyl ester, o-Carbomethoxyaniline, 2-Carbomethoxyaniline, 2-(Methoxycarbonyl)aniline, Benzoic acid, 2-amino-, methyl ester, FEMA No. 2682, o-Aminobenzoic acid methyl ester, DTXSID6025567.

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.

Seen alongside it in reaction records

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

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.