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
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).
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.
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.
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 |
