|Preferred IUPAC name
3D model (JSmol)
CompTox Dashboard (EPA)
|Molar mass||166.132 g·mol−1|
|Appearance||White crystalline solid|
|Density||1.526 g/cm3, Solid|
|Acidity (pKa)||3.46, 4.46|
Related carboxylic acids
Phthalic acid (ortho)
Terephthalic acid (para)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
|what is ?)(|
Isophthalic acid is an organic compound with the formula C6H4(CO2H)2. This colorless solid is an isomer of phthalic acid and terephthalic acid. The main industrial uses of purified isophthalic acid are for the production of polyethylene terephthalate (PET) resin and for the production of unsaturated polyester resin (UPR) and other types of coating resins.
Isophthalic acid is produced on the billion kilogram per year scale by oxidizing meta-xylene using oxygen. The process employs a cobalt-manganese catalyst. The world's largest producer of isophthalic acid is Lotte Chemical Corporation.
In the laboratory, chromic acid can be used as the oxidant. It also arises by fusing potassium meta-sulfobenzoate, or meta-bromobenzoate with potassium formate (terephthalic acid is also formed in the last case).
The barium salt, as its hexahydrate, is very soluble in water (a distinction between phthalic and terephthalic acids). Uvitic acid, 5-methylisophthalic acid, is obtained by oxidizing mesitylene or by condensing pyroracemic acid with baryta water.
Aromatic dicarboxylic acids are used as precursors (in form of acyl chlorides) to commercially important polymers, e.g. the fire-resistant material Nomex. Mixed with terephthalic acid, isophthalic acid is used in the production of PET resins for drink plastic bottles and food packaging. The high-performance polymer polybenzimidazole is produced from isophthalic acid. Also, the acid is used as an important input to produce insulation materials.
- Brown, H.C., et al., in Baude, E.A. and Nachod, F.C., Determination of Organic Structures by Physical Methods, Academic Press, New York, 1955.
- Richard J. Sheehan "Terephthalic Acid, Dimethyl Terephthalate, and Isophthalic Acid" in Ullmann's Encyclopedia of Industrial Chemistry, Wiley-VCH, Weinheim, 2005. doi:10.1002/14356007.a26_193
- "Lotte Chemical to invest $3.2mn to beef up meta-xylene and polycarbonate production". Pulse.