Phthalic acid
Product Information
Molecular Formula
C8H6O4
Molecular Weight
166.13
Description
Phthalic acid (CAS# 88-99-3) is a useful research chemical.
Synonyms
phthalic acid
IUPAC Name
phthalic acid
SMILES
C1=CC=C(C(=C1)C(=O)O)C(=O)O
InChI
InChI=1S/C8H6O4/c9-7(10)5-3-1-2-4-6(5)8(11)12/h1-4H,(H,9,10)(H,11,12)
InChI Key
XNGIFLGASWRNHJ-UHFFFAOYSA-N
Boiling Point
378.274 °C at 760 mmHg
Melting Point
200-205 °C
Flash Point
168 °C
Purity
95 %
Density
1.451 g/cm3
Solubility
less than 1 mg/mL at 68° F (NTP, 1992);0.04 M;Soluble in alcohol; sparingly soluble in ether;1 g dissolves in 160 ml water, 10 ml alc, 205 ml ether, 5.3 ml methanol; practically insol in chloroform;In water, 6,965 mg/L at 25 °C;7.01 mg/mL at 25 °C;Solubility in water, g/100ml at 25 °C: 0.625 (poor)
Appearance
White crystals
Application
Used as an analytical and laboratory reagent and to make medicines, dyes, phenolphthalein, phthalimide, anthranilic acid, and synthetic perfumes.
Storage
Store in a tightly closed container. Store in a cool, dry, well-ventilated area away from incompatible substances.
Refractive Index
1.5100 (estimate)
Stability
Stable. Combustible. Incompatible with strong oxidizing agents.
LogP
1.08300
Vapor Pressure
6.36e-07 mmHg;6.36X10-7 mm Hg at 25 °C
Henry's Law Constant
2.1X10-11 atm-cu m/mole at 25 °C (est)
Decomposition
When heated to decomposition it emits acrid smoke and irritating fumes
Dissociation Constants
2.76 (at 25 °C)
Safety Information
Hazards
H315:
Causes skin irritation.
H319:
Causes serious eye irritation.
Causes skin irritation.
H319:
Causes serious eye irritation.
Precautionary Statement
P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, and P501
Signal Word
Warning
Computed Properties
XLogP3
0.7
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
177
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 |
| 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-10988479-B1 | Morphic forms of trilaciclib and methods of manufacture thereof | 2020-06-15 |
| US-10980756-B1 | Methods of treatment | 2020-03-16 |
| EP-3650494-A2 | Matte film comprising heterophasic propylene copolymer composition | 2020-02-14 |
| EP-3650495-A2 | Film comprising heterophasic propylene copolymer composition | 2020-02-14 |
| US-10767004-B1 | Tricyclodecane dimethanol composition and uses thereof | 2020-01-13 |
| US-11008288-B1 | Methods for preparation of apremilast | 2019-12-30 |
| US-2020270280-A1 | Organic compound, an electron transport material and an application thereof | 2019-12-27 |
Literatures
| PMID | Publication Date | Title | Journal |
|---|---|---|---|
| 36198370 | 2022-12-01 | In utero di-(2-ethylhexyl) phthalate-induced testicular dysgenesis syndrome in male newborn rats is rescued by taxifolin through reducing oxidative stress | Toxicology and applied pharmacology |
| 35917956 | 2022-10-01 | Lycopene alleviates di(2-ethylhexyl) phthalate-induced splenic injury by activating P62-Keap1-NRF2 signaling | Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association |
| 35861430 | 2022-09-24 | Gestational and Lactational Exposure to the Emergent Alternative Plasticizer 1,2-Cyclohexane Dicarboxylic Acid Diisononyl Ester (DINCH) Impairs Lipid Metabolism to a Greater Extent Than the Commonly Used Di(2-Ethylhexyl) Phthalate (DEHP) in the Adult Rat Mammary Gland | Toxicological sciences : an official journal of the Society of Toxicology |
| 35762964 | 2022-08-25 | Multigenerational Effects of an Environmentally Relevant Phthalate Mixture on Reproductive Parameters and Ovarian miRNA Expression in Female Rats | Toxicological sciences : an official journal of the Society of Toxicology |
| 35487445 | 2022-08-01 | The selected epigenetic effects of phthalates: DBP, BBP and their metabolites: MBP, MBzP on human peripheral blood mononuclear cells (In Vitro) | Toxicology in vitro : an international journal published in association with BIBRA |
| 35421560 | 2022-06-01 | Phthalate monoesters act through peroxisome proliferator-activated receptors in the mouse ovary | Reproductive toxicology (Elmsford, N.Y.) |
| 35460826 | 2022-06-01 | The crucial role of thioredoxin interacting protein in the liver insulin resistance induced by di (2-ethylhexyl) phthalates | Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association |
| 35500696 | 2022-06-01 | Apigenin ameliorates di(2-ethylhexyl) phthalate-induced ferroptosis: The activation of glutathione peroxidase 4 and suppression of iron intake | Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association |
| 35659966 | 2022-05-30 | Di-(2-ethyl hexyl) phthalate induced oxidative stress promotes microplastics mediated apoptosis and necroptosis in mice skeletal muscle by inhibiting PI3K/AKT/mTOR pathway | Toxicology |
| 35354077 | 2022-05-01 | Maternal exposure to bis(2-ethylhexyl) phthalate during the thyroid hormone-dependent stage induces persistent emotional and cognitive impairment in middle-aged offspring mice | Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association |
