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Phthalic acid

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Phthalic acid manufacturers

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  • CAS:88-99-3
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  • 2023-12-26
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  • 2023-09-07
  • CAS:88-99-3
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Phthalic acid Basic information
Product Name:Phthalic acid
Synonyms:1,2-dicarboxybenzene;1,2-phthalicacid;Acide phtalique;acidephtalique;acidephtalique(french);Kyselina ftalova;kyselinaftalova;o-Benzenedicarboxylic acid
CAS:88-99-3
MF:C8H6O4
MW:166.13
EINECS:201-873-2
Product Categories:ACS Grade;Building Blocks;C8;Carbonyl Compounds;Carboxylic Acids;Chemical Synthesis;Essential Chemicals;Inorganic Salts;Organic Building Blocks;Research Essentials;Solutions and Reagents;Aromatics;Miscellaneous Reagents;bc0001;Phthalic Acids, Esters and Derivatives
Mol File:88-99-3.mol
Phthalic acid Structure
Phthalic acid Chemical Properties
Melting point 210-211 °C (dec.) (lit.)
Boiling point 214.32°C (rough estimate)
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
pka2.89(at 25℃)
form Powder
color White
PH3.2(1 mM solution);2.55(10 mM solution);2(100 mM solution);
Water Solubility 7 g/L (25 ºC)
Merck 14,7371
BRN 608199
Dielectric constant5.1(Ambient)
Stability:Stable. Combustible. Incompatible with strong oxidizing agents.
InChIKeyXNGIFLGASWRNHJ-UHFFFAOYSA-N
LogP0.73 at 20℃
CAS DataBase Reference88-99-3(CAS DataBase Reference)
NIST Chemistry Reference1,2-Benzenedicarboxylic acid(88-99-3)
EPA Substance Registry SystemPhthalic acid (88-99-3)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26-36-37/39
WGK Germany 1
RTECS TH9625000
TSCA Yes
HS Code 29173980
Hazardous Substances Data88-99-3(Hazardous Substances Data)
ToxicityLD50 orally in rats: 7.9 g/kg (Shaffer)
MSDS Information
ProviderLanguage
Benzene-1,2-dicarboxylic acid English
SigmaAldrich English
ACROS English
ALFA English
Phthalic acid Usage And Synthesis
DescriptionPhthalic 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 PropertiesPHTHALIC 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
UsesIt 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.
UsesPhthalic Acid (Phenyl-13C6, D4) is labelled Phthalic Acid (P384480) which is an organic reagent used to synthesize phthalates.
DefinitionChEBI: A benzenedicarboxylic acid cosisting of two carboxy groups at ortho positions.
Production MethodsPhthalic 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.
Definitionphthalic 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.
Synthesis Reference(s)The Journal of Organic Chemistry, 30, p. 2414, 1965 DOI: 10.1021/jo01018a074
General DescriptionWhite crystals or fine white powder.
Air & Water ReactionsInsoluble in water.
Reactivity ProfilePhthalic acid is a carboxylic acid. Phthalic acid is sensitive to exposure to extreme heat. Phthalic acid reacts violently with nitric acid. Phthalic acid is incompatible with sodium nitrite. Phthalic acid is also incompatible with oxidizers. .
Fire HazardPhthalic acid is combustible.
Flammability and ExplosibilityNot classified
Safety ProfileModerately 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.
SafetyThe toxicity of phthalic acid is low with LD50 (mouse) of 550 mg/kg. However, many phthalate esters have been implicated as endocrine disruptors.
Purification MethodsCrystallise phthalic acid from water. [Beilstein 9 IV 3167.]
IsomersPhthalic 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.
Tag:Phthalic acid(88-99-3) Related Product Information
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