Terephthalic acid information

Terephthalic acid
Names
	Preferred IUPAC name Benzene-1,4-dicarboxylic acid
	Other names Terephthalic acid; para-Phthalic acid; TPA; PTA; BDC
Identifiers
CAS Number	100-21-0 ;
3D model (JSmol)	Interactive image;
3DMet	B00943;
Beilstein Reference	1909333
ChEBI	CHEBI:15702 ;
ChEMBL	ChEMBL1374420;
ChemSpider	7208 ;
ECHA InfoCard	100.002.573
EC Number	202-830-0;
Gmelin Reference	50561
KEGG	C06337;
PubChem CID	7489;
RTECS number	WZ0875000;
UNII	6S7NKZ40BQ ;
CompTox Dashboard (EPA)	DTXSID6026080 ;
	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) Key: KKEYFWRCBNTPAC-UHFFFAOYSA-N ; InChI=1/C8H6O4/c9-7(10)5-1-2-6(4-3-5)8(11)12/h1-4H,(H,9,10)(H,11,12) Key: KKEYFWRCBNTPAC-UHFFFAOYAF;
	SMILES O=C(O)c1ccc(C(O)=O)cc1;
Properties
Chemical formula	C8H6O4
Molar mass	166.132 g·mol−1
Appearance	White crystals or powder
Density	1.519 g/cm3
Melting point	300 °C (572 °F; 573 K) Sublimes
Boiling point	Decomposes
Solubility in water	0.065 g/L at 25 °C
Solubility	polar organic solvents aqueous base
Acidity (pKa)	3.54, 4.34
Magnetic susceptibility (χ)	−83.5×10−6 cm3/mol
Structure
Dipole moment	2.6D
Thermochemistry
Std enthalpy of; formation (ΔfH⦵298)	−816.1 kJ/mol
Hazards
	GHS labelling:
Pictograms
Signal word	Warning
Hazard statements	H315, H319, H335
Precautionary statements	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)
Autoignition; temperature	496 °C (925 °F; 769 K)
Threshold limit value (TLV)	10 mg/m3 (STEL)
	Lethal dose or concentration (LD, LC):
LD50 (median dose)	>1 g/kg (oral, mouse)
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). verify (what is ?) Infobox references

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.^[8] The common name is derived from the turpentine-producing tree Pistacia terebinthus and phthalic acid.

Terephthalic acid is also used in the production of PBT plastic (polybutylene terephthalate).^[10]

^ ^a ^b Haynes, p. 3.492
^ Haynes, p. 5.163
^ Haynes, p. 5.96
^ Haynes, p. 3.579
^ Karthikeyan, N.; Joseph Prince, J.; Ramalingam, S.; Periandy, S. (2015). "Electronic [UV–Visible] and vibrational [FT-IR, FT-Raman] investigation and NMR–mass spectroscopic analysis of terephthalic acid using quantum Gaussian calculations". Spectrochimica Acta Part A. 139: 229–242. Bibcode:2015AcSpA.139..229K. doi:10.1016/j.saa.2014.11.112. PMID 25561302.
^ Haynes, p. 5.37
^ Haynes, p. 16.42
^ ^a ^b Cite error: The named reference Ullmann was invoked but never defined (see the help page).
^ ^a ^b Haynes, p. 16.29
^ "Polybutylene Terephthalate (PBT) Material Guide & Properties Info". omnexus.specialchem.com. Archived from the original on 2023-11-24. Retrieved 2023-11-24.

[crc-1] Haynes, p. 3.492

[2] Haynes, p. 5.163

[3] Haynes, p. 5.96

[4] Haynes, p. 3.579

[5] Karthikeyan, N.; Joseph Prince, J.; Ramalingam, S.; Periandy, S. (2015). "Electronic [UV–Visible] and vibrational [FT-IR, FT-Raman] investigation and NMR–mass spectroscopic analysis of terephthalic acid using quantum Gaussian calculations". Spectrochimica Acta Part A. 139: 229–242. Bibcode:2015AcSpA.139..229K. doi:10.1016/j.saa.2014.11.112. PMID 25561302.

[6] Haynes, p. 5.37

[7] Haynes, p. 16.42

[Ullmann-8] Cite error: The named reference Ullmann was invoked but never defined (see the help page).

[crc2-9] Haynes, p. 16.29

[10] "Polybutylene Terephthalate (PBT) Material Guide & Properties Info". omnexus.specialchem.com. Archived from the original on 2023-11-24. Retrieved 2023-11-24.

Terephthalic acid information

and 22 Related for: Terephthalic acid information

Terephthalic acid

Isophthalic acid

Phthalic acid

Polyethylene terephthalate

Terephthaloyl chloride

Dimethyl terephthalate

Petrochemical

Xylene

Carboxylic acid

Dicarboxylic acid

Benzenedicarboxylic acid

Ideonella sakaiensis

PET bottle recycling

Polycyclohexylenedimethylene terephthalate

Acetic acid

Polyamide

Polybutylene adipate terephthalate

Benzoic acid

Monomer

Polybutylene terephthalate

MHETase

Cadmium iodide

Names


Preferred IUPAC name Benzene-1,4-dicarboxylic acid
Other names Terephthalic acid para-Phthalic acid TPA PTA BDC
Identifiers
CAS Number	100-21-0^Y
3D model (JSmol)	Interactive image
3DMet	B00943
Beilstein Reference	1909333
ChEBI	CHEBI:15702^Y
ChEMBL	ChEMBL1374420
ChemSpider	7208^Y
ECHA InfoCard	100.002.573
EC Number	202-830-0
Gmelin Reference	50561
KEGG	C06337
PubChem CID	7489
RTECS number	WZ0875000
UNII	6S7NKZ40BQ^N
CompTox Dashboard (EPA)	DTXSID6026080
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)^Y Key: KKEYFWRCBNTPAC-UHFFFAOYSA-N^Y InChI=1/C8H6O4/c9-7(10)5-1-2-6(4-3-5)8(11)12/h1-4H,(H,9,10)(H,11,12) Key: KKEYFWRCBNTPAC-UHFFFAOYAF
SMILES O=C(O)c1ccc(C(O)=O)cc1
Properties
Chemical formula	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
Solubility in water	0.065 g/L at 25 °C^[2]
Solubility	polar organic solvents aqueous base
Acidity (pK_a)	3.54, 4.34^[3]
Magnetic susceptibility (χ)	−83.5×10⁻⁶ cm³/mol^[4]
Structure
Dipole moment	2.6D ^[5]
Thermochemistry^[6]
Std enthalpy of formation (Δ_fH^⦵₂₉₈)	−816.1 kJ/mol
Hazards
GHS labelling:
Pictograms
Signal word	Warning
Hazard statements	H315, H319, H335
Precautionary statements	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)^[9]
Autoignition temperature	496 °C (925 °F; 769 K)^[9]
Threshold limit value (TLV)	10 mg/m³^[7] (STEL)
Lethal dose or concentration (LD, LC):
LD₅₀ (median dose)	>1 g/kg (oral, mouse)^[8]
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). N verify (what is ^YN ?) Infobox references