Terephthalic acid
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Terephthalic acid is an organic compound with formula C6H4(CO2H)2. This white solid is a commodity chemical, used principally as a precursor to the polyester PET, used to make clothing and plastic bottles. Several million tons are produced annually.[9] The common name is derived from the turpentine-producing tree Pistacia terebinthus and phthalic acid.
Quick Facts Names, Identifiers ...
Names | |
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Preferred IUPAC name
Benzene-1,4-dicarboxylic acid | |
Other names
Terephthalic acid para-Phthalic acid TPA PTA BDC | |
Identifiers | |
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3D model (JSmol) |
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3DMet | |
1909333 | |
ChEBI | |
ChEMBL | |
ChemSpider |
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ECHA InfoCard | 100.002.573 |
EC Number |
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50561 | |
KEGG | |
PubChem CID |
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RTECS number |
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UNII | |
CompTox Dashboard (EPA) |
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Properties | |
C8H6O4 | |
Molar mass | 166.132 g·mol−1 |
Appearance | White crystals or powder |
Density | 1.519 g/cm3[1] |
Melting point | 300 °C (572 °F; 573 K) Sublimes[1] |
Boiling point | Decomposes |
0.065 g/L at 25 °C[2] | |
Solubility | polar organic solvents aqueous base |
Acidity (pKa) | 3.54, 4.34[3] |
−83.5×10−6 cm3/mol[4] | |
Structure | |
2.6D [5] | |
Thermochemistry[6] | |
Std enthalpy of formation (ΔfH⦵298) |
−816.1 kJ/mol |
Hazards | |
GHS labelling: | |
Warning | |
H315, H319, H335 | |
P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, P501 | |
Flash point | 260 °C (500 °F; 533 K)[7] |
496 °C (925 °F; 769 K)[7] | |
Threshold limit value (TLV) |
10 mg/m3[8] (STEL) |
Lethal dose or concentration (LD, LC): | |
LD50 (median dose) |
>1 g/kg (oral, mouse)[9] |
Safety data sheet (SDS) | MSDS sheet |
Related compounds | |
Related carboxylic acids |
Phthalic acid Isophthalic acid Benzoic acid p-Toluic acid |
Related compounds |
p-Xylene Polyethylene terephthalate Dimethyl terephthalate |
Supplementary data page | |
Terephthalic acid (data page) | |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Terephthalic acid is also used in the production of PBT plastic (polybutylene terephthalate).[10]