Isophthalic Acid

An aromatic carboxylic acid, C8H6O4, 166.132 g/mol. Boiling point Sublimes, melting point 347 °C, as published.

verified recordOrganic — aromatic carboxylic acid7 measured properties

Identifiers

Molecular formula: C₈H₆O₄
Molecular weight: 166.132 g/mol
Exact mass: 166.026609 g/mol
IUPAC name: benzene-1,3-dicarboxylic acid
SMILES: O=C(O)c1cccc(C(=O)O)c1
InChI: InChI=1S/C8H6O4/c9-7(10)5-2-1-3-6(4-5)8(11)12/h1-4H,(H,9,10)(H,11,12)
InChIKey: QQVIHTHCMHWDBS-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: Sublimesmeasured · Hazardous Substances Data Bank (HSDB); Boiling point = 753.00 K (Based on predicted value for phthalic acid by Meissner's method with a suitable adjustment for isomerism based on similar compound relationships.)measured · Hazardous Substances Data Bank (HSDB)
Melting Point: 653 °F (USCG, 1999)measured · CAMEO Chemicals; 347 °Cmeasured · Hazardous Substances Data Bank (HSDB)
Density: 1.54 at 77 °F (USCG, 1999) - Denser than water; will sinkmeasured · CAMEO Chemicals; 1.53 at 4 °Cmeasured · Hazardous Substances Data Bank (HSDB)
Solubility: Soluble in 8000 parts cold water, 460 parts boiling water; freely soluble in alcohol; practically insoluble in petroleum ethermeasured · Hazardous Substances Data Bank (HSDB); In methanol: 4.0 g/100 g at 25 °C; in propanol: 1.7 g/100 g at 25 °C, 2.7 g/100 g at 50 °C; in glacial acetic acid: 0.23 g/100 g at 25 °Cmeasured · Hazardous Substances Data Bank (HSDB)
Vapor Pressure: 0.00000002 [mmHg]measured · Haz-Map, Information on Hazardous Chemicals and Occupational Diseases; VP: 0.009 Pa (0.0675 mm Hg) at 100 °Cmeasured · Hazardous Substances Data Bank (HSDB)
LogP: log Kow = 1.66measured · Hazardous Substances Data Bank (HSDB); 1.66measured · ILO-WHO International Chemical Safety Cards (ICSCs)
Viscosity: 0.00025186 Pa-s at 619.15K (346 °C)measured · Daubert TE, Danner RP; Physical and Thermodynamic Properties of Pure Chemicals Data Compilation. Washington, D.C.: Taylor and Francis (2000)

Calculated properties

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

Molecular weight: 166.13 g/molcalculated · reference compound database; Average mass of one molecule, from reference compound database.
Exact mass: 166.02660867 Dacalculated · reference compound database; Mass of the most common isotopic form.
XLogP3: 1.7calculated · reference compound database; Estimated oil/water partition, computed by reference compound database.
Polar surface area: 74.6 Å²calculated · reference compound database; Polar surface area as computed by reference compound database.
Complexity: 179calculated · reference compound database; A rough measure of how intricate the structure is.
H-bond donors: 2calculated · reference compound database
H-bond acceptors: 4calculated · reference compound database
logP: 1.083calculated · chemistry engine; Estimated preference for oil over water. Higher means more oil-like.
Topological polar surface area: 74.6 Å²calculated · chemistry engine; Surface area from polar atoms; relates to how easily a molecule crosses membranes.
H-bond donors: 2calculated · chemistry engine; Atoms that can donate a hydrogen bond.
H-bond acceptors: 2calculated · chemistry engine; Atoms that can accept a hydrogen bond.
Rotatable bonds: 2calculated · chemistry engine; Single bonds the molecule can freely twist around.
Molar refractivity: 40.3606 cm³/molcalculated · chemistry engine; Relates to the molecule's polarisability.
Fraction sp³ carbons: 0calculated · chemistry engine; Share of carbon atoms with tetrahedral bonding.
QED drug-likeness: 0.6889calculated · chemistry engine; Quantitative estimate of drug-likeness (0–1).

What it is made of

Elements

C Carbon8 atoms · 57.8% by mass
O Oxygen4 atoms · 38.5% by mass
H Hydrogen6 atoms · 3.6% 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: 12
Total atoms, hydrogen included: 18
Rings: 1
Aromatic rings: 1
Stereocentres: 0
Formal charge: 0

Functional groups

Carboxylic acid
A carbon double-bonded to oxygen and bonded to an –OH group; acidic.
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 Isophthalic Acid yet.

Other names for it

The systematic name on this record is benzene-1,3-dicarboxylic acid.

The sources also call it Benzene-1,3-dicarboxylic acid, 1,3-Benzenedicarboxylic acid, m-Phthalic acid, m-Benzenedicarboxylic acid, Acide isophtalique, Kyselina isoftalova, DTXSID3021485, X35216H9FJ, NSC-15310, DTXCID301485, CHEBI:30802.

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.

1,3-Dioxaindane-4-carboxylic acid

C8H6O4

1,3-Benzodioxole-5-carboxylic acid

C8H6O4

(1,1'-Biphenyl)-3-carboxylic acid

C13H10O2

Seen alongside it in reaction records

Molecules that appear in the same recorded reactions as Isophthalic Acid. 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.

1,3-Benzenedicarboxylic acid, monomethyl ester

used as a reactant

C₉H₇O₄-, 179.151 g/mol.

Where these values came from

reference compound database8496
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.