ChemicalBook--->CAS DataBase List--->88-99-3

88-99-3

88-99-3 Structure

88-99-3 Structure
IdentificationMore
[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 PropertiesBack 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)
[Specific Heat Capacity]

Cp(crystal):1.13225J/(g·K),at 25℃
[Merck ]

14,7371
[BRN ]

608199
[Henry's Law Constant]

4.9×105 mol/(m3Pa) at 25℃, Duchowicz et al. (2020)
[Dielectric constant]

5.1(Ambient)
[InChI]

1S/C8H6O4/c9-7(10)5-3-1-2-4-6(5)8(11)12/h1-4H,(H,9,10)(H,11,12)
[InChIKey]

XNGIFLGASWRNHJ-UHFFFAOYSA-N
[SMILES]

OC(C1=C(C(O)=O)C=CC=C1)=O
[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 DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H315-H319-H335
[Precautionary statements ]

P261-P264-P271-P280-P302+P352-P305+P351+P338
[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
[REACH Registrations]

Active
[HS Code ]

29173980
[Storage Class]

11 - Combustible Solids
[Hazard Classifications]

Eye Dam. 1
[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)
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Nitric acid-->Ammonium hydroxide-->Phthalic anhydride
[Preparation Products]

Benzoic acid-->Bis(2-ethylhexyl) phthalate-->Tetramethrin-->4-Aminopyridine-->Oxendolone-->(4S)-Hydroxy-3-methyl-2-(2-propenyl)-2-cyclopentene-1-one-->Phosmet-->Dimethyl phthalate-->complex polystyrene high efficiency anticorrosion paint-->Dioctyl phthalate-->Phthalonitrile-->cis-1,2-Diaminocyclohexane-->MERBROMIN-->Methyl 2-bromobenzoate-->Diallyl phthalate-->DI-N-PENTYL PHTHALATE-D4-->2',7'-Dichlorofluorescein-->C.I. Sulphur Brown 2 (8CI)
Hazard InformationBack 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.
[Synthesis]

Add 97.2 kg of water to the reactor, add an equal mass of 65% concentrated nitric acid under stirring, and heat to 95℃ for reflux to prepare a nitric acid solution; dissolve 48.6 kg of phthalhydrazide in 280 kg of water, slowly add the solution dropwise to the nitric acid solution at 90–110℃ over 2–3 hours, feed the generated reaction gas into a spray absorption tower, reflux for 1 hour after the completion of dropwise addition, continue refluxing for another 35 minutes after the reaction solution becomes clear, then cool to 5–10℃ and filter; wash the solid with 50 kg of water, drain the water, and dry at 80℃ to obtain 45.8 kg of crude phthalic acid; add the crude product to 350 kg of water, heat to 90–105℃ for reflux for 50–60 minutes until complete dissolution, cool to 5–10℃ for crystallization for 2 hours, filter, wash the solid with 50 kg of water, drain the water, and dry at 80℃ to obtain 43.1 kg of refined phthalic acid product.
[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.
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

Benzene-1,2-dicarboxylic acid(88-99-3).msds
Spectrum DetailBack Directory
[Spectrum Detail]

Phthalic acid(88-99-3)MS
Phthalic acid(88-99-3)1HNMR
Phthalic acid(88-99-3)IR1
Phthalic acid(88-99-3)IR2
Phthalic acid(88-99-3)Raman
Phthalic acid(88-99-3)ESR
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

Phthalic acid, 99%(88-99-3)
[Alfa Aesar]

Phthalic acid, ACS, 99.5+%(88-99-3)
[Sigma Aldrich]

88-99-3(sigmaaldrich)
[TCI AMERICA]

Phthalic Acid,>99.0%(GC)(T)(88-99-3)
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