benzene-1,4-dicarboxylic acid

• ChemBase ID: 129758
• Molecular Formular: C8H6O4
• Molecular Mass: 166.13084
• Monoisotopic Mass: 166.02660867
• SMILES: c1cc(ccc1C(=O)O)C(=O)O
• Canonical SMILES: OC(=O)c1ccc(cc1)C(=O)O
• InChI: InChI=1S/C8H6O4/c9-7(10)5-1-2-6(4-3-5)8(11)12/h1-4H,(H,9,10)(H,11,12)
• InChIKey: KKEYFWRCBNTPAC-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: benzene-1,4-dicarboxylic acid
• IUPAC Traditional name: terephthalic acid
• Synonyms: Benzene-1,4-dicarboxylic acid; para-Phthalic acid; TPA; PTA; Terephthalic acid; Terephthalic acid; Amoco TA 33; NSC 36973; QTA; S-LOP; TA 33LP; WR 16262; p-Benzenedicarboxylic Acid; p-Carboxybenzoic Acid; 1,4-Benzenedicarboxylic Acid; 1,4-Dicarboxybenzene; 4-Carboxybenzoic Acid; p-Dicarboxybenzene; p-Phthalic Acid; 1,4-苯二甲酸; 对苯二甲酸; 对二苯甲酸

Database IDs

• CAS Number: 100-21-0
• EC Number: 202-830-0
• MDL Number: MFCD00002558
• Beilstein Number: 1909333
• Merck Index: 149162
• PubChem SID: 162224047; 24850686
• PubChem CID: 7489
• CHEBI ID: 15702
• Chemspider ID: 7208
• Wikipedia Title: Terephthalic_acid

CALCULATED PROPERTIES

• Acid pKa: 3.3203664
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -1.8564599
• LogD (pH = 7.4): -4.906516
• Log P: 1.2884116
• Molar Refractivity: 40.5704 cm^3
• Polarizability: 15.081857 Å^3
• Polar Surface Area: 74.6 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: 0.0017 g/100 mL at 25°C in water; polar organic solvents aqueous base
• Apperance: white crystals or powder
• Melting Point: >300 °C(lit.); 300°C in a sealed tube (sublimes at 402°C 675 K in air); 402°C subl.
• Boiling Point: sublimes
• Flash Point: 260°C(500°F)
• Auto Ignition Point: 925 °F
• Density: 1.510; 1.522 g/cm3
• Vapor Pressure: <0.01 mmHg ( 20 °C)
• pKa: 3.51, 4.82

Safety Information

• RTECS: WZ0875000
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36; 26-37-60
• TSCA Listed: 是
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338; P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: ≥98.0%; ≥99.0% (NT); 98%; 98+%
• Grade: purum; SAJ special grade
• Linear Formula: C6H4-1,4-(CO2H)2

DETAILS

Sigma Aldrich - 185361

Packaging
100, 500 g in poly bottle
5 g in glass bottle
Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. 185361.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.
Protocols & Applications
Selected Applications of MOFs in Sustainable Energy Technologies
Metal Organic Framework Linkers Technology Spotlight

Sigma Aldrich - 86420

Analysis Note
sublimes at 402°C (Lit.)

Toronto Research Chemicals - T112500

Terephthalic acid is a benzenepolycarboxylic acid with potential anti-hemorrhagic properties.

REFERENCES

• Veronese, E., et al.: Phytomedicine, 12, 123 (2005)
• Panfoli, I., et al.: Toxins, 2, 417 (2005)
• Aung, H., et al.: Bioorg. Med. Chem., 19, 2392 (2005)