Identification | More | [Name]
Pathalic acid | [CAS]
88-99-3 | [Synonyms]
1,2-BENZENEDICARBONIC ACID, ANHYDRIDE 1,2-BENZENEDICARBONXYLIC ACID 1,2-BENZENEDICARBOXYLIC ACID 1,2-PHENYL DICARBOXYLIC ACID AURORA 15195 BENZENE-1,2-DICARBOXYLIC ACID O-DICARBOXYBENZENE O-PHTHALIC ACID ORTHO-PHTHALIC ACID PHTHALATE ION CHROMATOGRAPHY STANDARD PHTHALIC ACID RARECHEM AL BO 0013 1,2-dicarboxybenzene 1,2-phthalicacid Acide phtalique acidephtalique acidephtalique(french) Kyselina ftalova kyselinaftalova o-Benzenedicarboxylic acid | [EINECS(EC#)]
201-873-2 | [Molecular Formula]
C8H6O4 | [MDL Number]
MFCD00002467 | [Molecular Weight]
166.13 | [MOL File]
88-99-3.mol |
Chemical Properties | Back Directory | [Appearance]
white crystals | [Melting point ]
210-211 °C (dec.) (lit.) | [Boiling point ]
214.32°C (rough estimate) | [bulk density]
960kg/m3 | [density ]
1.59 g/cm3 at 15 °C | [vapor pressure ]
7.8 hPa (191 °C) | [refractive index ]
1.5100 (estimate) | [Fp ]
168 °C
| [storage temp. ]
Store below +30°C. | [solubility ]
methanol: 0.1 g/mL, clear
| [form ]
Powder | [pka]
2.89(at 25℃) | [color ]
White | [PH]
2 (5g/l, H2O, 20℃) | [Stability:]
Stable. Combustible. Incompatible with strong oxidizing agents. | [Water Solubility ]
7 g/L (25 ºC) | [Merck ]
14,7371 | [BRN ]
608199 | [Dielectric constant]
5.1(Ambient) | [InChIKey]
XNGIFLGASWRNHJ-UHFFFAOYSA-N | [LogP]
0.73 at 20℃ | [CAS DataBase Reference]
88-99-3(CAS DataBase Reference) | [NIST Chemistry Reference]
1,2-Benzenedicarboxylic acid(88-99-3) | [EPA Substance Registry System]
88-99-3(EPA Substance) |
Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . S36:Wear suitable protective clothing . S37/39:Wear suitable gloves and eye/face protection . | [WGK Germany ]
1
| [RTECS ]
TH9625000
| [TSCA ]
Yes | [HS Code ]
29173980 | [Safety Profile]
Moderately toxic by
ingestion and intraperitoneal routes. A skin
and mucous membrane irritant.
Combustible when heated. In the form of
dust (anhydride) it can explode. Mixtures
with sodmm nitrite explode when heated.
Violent reaction with HNO3. When heated
to decomposition it emits acrid smoke and
irritating fumes. Used in synthesis of dyes
and dyestuffs, in medcines and perfumes. | [Hazardous Substances Data]
88-99-3(Hazardous Substances Data) | [Toxicity]
LD50 orally in rats: 7.9 g/kg (Shaffer) |
Hazard Information | Back Directory | [General Description]
White crystals or fine white powder. | [Reactivity Profile]
PHTHALIC ACID(88-99-3) is a carboxylic acid. This chemical is sensitive to exposure to extreme heat. This compound reacts violently with nitric acid. PHTHALIC ACID(88-99-3) is incompatible with sodium nitrite. PHTHALIC ACID(88-99-3) is also incompatible with oxidizers. . | [Air & Water Reactions]
Insoluble in water. | [Fire Hazard]
This chemical is combustible. | [Description]
Phthalic acid is an aromatic dicarboxylic acid, with formula C6H4(CO2H)2. It is an isomer of isophthalic acid and terephthalic acid. Although phthalic acid is of modest commercial importance, the closely related derivative phthalic anhydride is a commodity chemical produced on a large scale. | [Chemical Properties]
PHTHALIC ACID,C6H4(COOH)2, mp 208 °C (ortho), 330 °C (meta and iso), the ortho form sublimes and the meta and iso forms decompose with heat, sp gr 1.593 (ortho). Phthalic acid is very slightly soluble in H2O, soluble in alcohol, and slightly soluble in ether. The solid form is colorless, crystalline | [Uses]
It is a dibasic acid, with pKa's of 2.89 and 5.51. The mono potassium salt, potassium hydrogen phthalate is a standard acid in analytical chemistry. Typically phthalate esters are prepared from the widely available phthalic anhydride. Reduction of phthalic acid with sodium amalgam in the presence of water gives the 1,3- cyclohexadiene derivative. | [Uses]
Organic reagent used to synthesize phthalates. | [Definition]
ChEBI: A benzenedicarboxylic acid cosisting of two carboxy groups at ortho positions. | [Definition]
phthalic acid: colourlesscrystalline dicarboxylic acid,C6H4(COOH)2; r.d. 1.6; m.p. 207°C.The two –COOH groups are substitutedon adjacent carbon atoms ofthe ring, the technical name beingbenzene-1,2-dicarboxylic acid. Theacid is made from phthalic anhydride(benzene-1,2-dicarboxylic anhydride,C8H4O3), which is made by the catalyticoxidation of naphthalene. Theanhydride is used in making plasticizersand polyester resins. | [Production Methods]
Phthalic acid is produced by the catalytic oxidation of naphthalene directly to phthalic anhydride and a subsequent hydrolysis of the anhydride. Phthalic acid was first obtained by French chemist Auguste Laurent in 1836 by oxidizing naphthalene tetrachloride. Believing the resulting substance to be a naphthalene derivative, he named it "naphthalic acid". After the Swiss chemist Jean Charles Galissard de Marignac determined its correct formula, Laurent gave it its present name. Manufacturing methods in the nineteenth century included oxidation of naphthalene tetrachloride with nitric acid, or, better, oxidation of the hydrocarbon with fuming sulfuric acid, using mercury or mercury(II) sulfate as a catalyst. | [Synthesis Reference(s)]
The Journal of Organic Chemistry, 30, p. 2414, 1965 DOI: 10.1021/jo01018a074 | [Flammability and Explosibility]
Notclassified | [Safety]
The toxicity of phthalic acid is low with LD50 (mouse) of 550 mg/kg. However, many phthalate esters have been implicated as endocrine disruptors. | [Purification Methods]
Crystallise phthalic acid from water. [Beilstein 9 IV 3167.] | [Isomers]
Phthalic acid is one of three isomers of benzene dicarboxylic acid, the others being iso phthalic acid and terephthalic acid. Sometimes the term "phthalic acids" is used to refer to this family of isomers, but in the singular, "phthalic acid", refers exclusively to the ortho- isomer. |
|
|