Product Name
Isophthalic Acid
Category
Metal Organic Frameworks (MOFs); Monomers
Synonyms
5-CARBOXAMINODOTRYPTAMINE;5-carboxamidotrypamine;5-CAT;m-Phthalic Acid;1,3-Benzenedicarboxylic acid
Description
Isophthalic acid is an organic compound with the formula C6H4(CO2H)2. This colourless solid is an isomer of phthalic acid and terephthalic acid.
IUPAC Name
benzene-1,3-dicarboxylic acid
Canonical SMILES
C1=CC(=CC(=C1)C(=O)O)C(=O)O
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)
InChI Key
QQVIHTHCMHWDBS-UHFFFAOYSA-N
Boiling Point
214.32°C (rough estimate)
Solubility
6.02e-04 M;Soluble in 8000 parts cold water, 460 parts boiling water; freely soluble in alcohol; practically insoluble in petroleum ether;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 °C;Insoluble in benzene, ligroin and ether;Water solubility: 120 mg/L at 25 °C, 350 mg/L at 50 °C, 3200 mg/L at 100 °C;In water, 5400 mg/L at 14 °C (pH adjusted water for complete dissociation);Solubility in water: none in cold water, poor in boiling water
Application
Isophthalic Acid serves as a versatile component integral to numerous industrial applications. As an aromatic dicarboxylic acid, it plays a crucial role in the production of high-performance unsaturated polyester resins, which are essential for creating durable gel coats. Its properties, such as hardness and resistance to stains and detergents, make it an excellent choice for polyester solid-surface countertops, offering a cost-effective alternative to acrylics. Isophthalic Acid's utility extends to enhancing the properties of resins used in coatings and high solids paints, as well as acting as a modifier in the production of PET bottles. Additionally, it is employed in the manufacture of alkyd and polyester resins, and its derivatives are pivotal in the creation of fire-resistant materials like Nomex, as well as high-performance polymers such as polybenzimidazole.
Storage
Store under inert gas
Color/Form
Crystalline powder;Colorless crystals;Needles from water or alcohol
Covalently-Bonded Unit Count
1
Exact Mass
166.026609g/mol
Hazard Statements
H320 : Causes eye irritation.
Heat of Vaporization
1.0921X10+8 J/kmol at the melting point of 619.15 K (346 °C)
MeSH Entry Terms
isophthalate;isophthalate, calcium (1:1)salt;isophthalate, copper (+2) salt;isophthalate, copper (+2) salt (1:1);isophthalate, disodium salt;isophthalate, iron (+2) salt;isophthalate, iron (+2) salt (1:1);isophthalic acid
Monoisotopic Mass
166.026609g/mol
Other Experimental
Heat of formation: -802 kJ/mol at 25 °C;VP: 0.009 Pa (0.0675 mm Hg) at 100 °C;Triple point temperature and pressure = 619.15 K (estimated to be equal to the melting point), 2.8020X10+3 Pa;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.);Melting point = 619.15 K (determined in sealed tube);Density = 9.0710 kmol/cu m at 20 °C;Heat of sublimation: 106.7 kJ/mol at 25 °C;log Kow = -2.34 at pH 7 (OECD 107 method);Henry's Law constant = 2.18X10-12 atm-cu m/mol at 25 °C(est);Hydroxyl radical reaction rate constant = 1.3X10-12 cu cm/molecule-sec at 25 °C (est)
Precautionary Statements
P264 : Wash skin thoroughly after handling.P337 + P313 : If eye irritation persists: Get medical advice/ attention.P305 + P351 + P338 : IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.
Refractive Index
1.5100 (estimate)
Safety Description
24/25-36-26
Stability
Stable. Incompatible with strong oxidizing agents, strong bases.
Storage Conditions
Store in a tightly closed container. Store in a cool, dry, well-ventilated area away from incompatible substances.
Vapor Pressure
2.6X10-8 mm Hg at 25 °C(est)
Viscosity
0.00025186 Pa-s at 619.15K (346 °C)