Terephthalic acid

Product Information

Molecular Formula:
COOHC6H4COOH
Molecular Weight:
166.13
Description
Terephthalic acid (TPA) can be synthesized from bio-based materials for a variety of applications, which include the production of polyester fiber, non-fiber field, PET bottles, synthetic perfumes and medicines. Terephthalic acid is used as a linker molecule in the preparation of metal organic frameworks (MOFs).
Synonyms
1,4-dicarboxybenzene; 1,4-phthalicacid; Acide terephtalique; acideterephtalique; acideterephtalique(french); Benzene-p-dicarboxylic acid
IUPAC Name
terephthalic acid
Canonical SMILES
C1=CC(=CC=C1C(=O)O)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)
InChI Key
KKEYFWRCBNTPAC-UHFFFAOYSA-N
Boiling Point
392.4°C at 760 mmHg
Melting Point
300°C
Flash Point
Not applicable
Purity
98%
Density
1.51
Solubility
Insoluble (NTP, 1992);9.03e-05 M;Insoluble in chloroform, ether, acetic acid; slightly soluble in alcohol; soluble in alkalies;Solubilities at 25 °C (g/100 g solvent): water = 0.0017, glacial acetic acid = 0.013, methanol = 0.1, dimethylformamide = 6.7, dimethyl sulfoxide = 19.0;In water, 15 mg/L at 20 °C;0.015 mg/mL at 20 °C;Solubility in water, g/100ml at 20 °C: 0.28
Appearance
White powder.
Application
Terephthalic acid (TPA) can be synthesized from bio-based materials for a variety of s, which include the production of polyester fiber, non-fiber field, PET bottles, synthetic perfumes and medicines.
Terephthalic acid is used as a linker molecule in the preparation of metal organic frameworks (MOFs).
Storage
0-6°C
Refractive Index
1.648
Stability
Stable. Combustible. Incompatible with strong oxidizing agents.
LogP
1.08300
Vapor Pressure
<0.01 mm Hg ( 20 °C)

Safety Information

Hazards
H319:
Causes serious eye irritation.
H335:
May cause respiratory irritation.
H372:
Causes damage to organs through prolonged or repeated exposure.
Precautionary Statement
P260:
Do not breathe dust, fumes, gas, mist, vapours, spray.
P280:
Wear protective gloves/protective clothing/eye protection/face protection.
P304+P340+P312:
IF INHALED:
Remove person to fresh air and keep comfortable for breathing.
Call a POISON CENTER or doctor/physician if you feel unwell.
P314:
Get medical advice/attention if you feel unwell.
P337+P313:
If eye irritation persists:
Get medical advice/attention.
P403+P233:
Store in a well ventilated place.
Keep container tightly closed.

Computed Properties

XLogP3
2
Hydrogen Bond Donor Count
2
Hydrogen Bond Acceptor Count
4
Rotatable Bond Count
2
Exact Mass
166.02660867 g/mol
Monoisotopic Mass
166.02660867 g/mol
Topological Polar Surface Area
74.6Ų
Heavy Atom Count
12
Formal Charge
0
Complexity
169
Isotope Atom Count
0
Defined Atom Stereocenter Count
0
Undefined Atom Stereocenter Count
0
Defined Bond Stereocenter Count
0
Undefined Bond Stereocenter Count
0
Covalently-Bonded Unit Count
1
Compound Is Canonicalized
Yes

Patents

Publication Number Title Priority Date
WO-2021117911-A1 Vermicompost production method 2021-01-29
EP-3757145-A2 Microcellular polyurethane elastomers 2020-10-27
US-10934384-B1 Polyurethane elastomer compositions, and processes thereof 2020-09-09
US-10934385-B1 Polyurethane elastomers, bio-additive foam compositions 2020-09-09
US-10968041-B1 High cut/gouge and abrasion resistance conveyor belt cover 2020-06-19
WO-2020122261-A2 Substrate-accommodating container 2020-03-31
US-2021069666-A1 Built-in micro interfacial enhanced reaction system and process for pta production with px 2020-03-31
EP-3778744-A1 Processes for recycling polyethylene terephthalate 2020-03-03
US-10767004-B1 Tricyclodecane dimethanol composition and uses thereof 2020-01-13
US-10927057-B1 Two bed liquid phase isomerization process 2020-01-06

Literatures

PMID Publication Date Title Journal
32023790 2020-04-01 Bisphenol A and its substitutes regulate human B cell survival via Nrf2 expression Environmental pollution (Barking, Essex : 1987)
30979881 2019-04-12 Structure of the plastic-degrading Ideonella sakaiensis MHETase bound to a substrate Nature communications
26965627 2016-03-11 A bacterium that degrades and assimilates poly(ethylene terephthalate) Science (New York, N.Y.)
26289545 2015-11-01 Effect of chronic exposure to two components of Tritan copolyester on Daphnia magna, Moina macrocopa, and Oryzias latipes, and potential mechanisms of endocrine disruption using H295R cells Ecotoxicology (London, England)
23121945 2013-01-16 Hydrophilic modification of polyester fabric by applying nanocrystalline cellulose containing surface finish Carbohydrate polymers
22766173 2013-01-01 Correlation between iodide dosimetry and terephthalic acid dosimetry to evaluate the reactive radical production due to the acoustic cavitation activity Ultrasonics sonochemistry
23066527 2012-12-04 Surface design of core-shell superparamagnetic iron oxide nanoparticles drives record relaxivity values in functional MRI contrast agents Chemical communications (Cambridge, England)
22733453 2012-12-01 Architectural characterization of organotypic cultures of H400 and primary rat keratinocytes Journal of biomedical materials research. Part A
22733655 2012-12-01 Mechanical evaluation and cell response of woven polyetheretherketone scaffolds Journal of biomedical materials research. Part A
23078789 2012-12-01 Ethylenediammonium dication: H-bonded complexes with terephthalate, chloroacetate, phosphite, selenite and sulfamate anions. Detailed vibrational spectroscopic and theoretical studies of ethylenediammonium terephthalate Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy
The molarity calculator equation

Mass (g) = Concentration (mol/L) × Volume (L) × Molecular Weight (g/mol)

The dilution calculator equation

Concentration (start) × Volume (start) = Concentration (final) × Volume (final)

This equation is commonly abbreviated as: C1V1 = C2V2

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