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Phthalic acid information


Phthalic acid
Phthalic acids
Ball-and-stick model of the phthalic acid molecule
Names
Preferred IUPAC name
Benzene-1,2-dicarboxylic acid
Other names
1,2-Benzenedioic acid
Phthalic acid
Benzene-1,2-dioic acid
ortho-Phthalic acid
Dicarboxylbenzene
Carboxylbenzoic acid
1,2-Phenylenedicarboxylic acid
Phenylene-1,2-dicarboxylic acid
Identifiers
CAS Number
  • 88-99-3 checkY
3D model (JSmol)
  • Interactive image
ChEBI
  • CHEBI:29069 ☒N
ChemSpider
  • 992 ☒N
ECHA InfoCard 100.001.703 Edit this at Wikidata
EC Number
  • 201-873-2
PubChem CID
  • 1017
UNII
  • 6O7F7IX66E checkY
CompTox Dashboard (EPA)
  • DTXSID8021484 Edit this at Wikidata
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) ☒N
    Key: XNGIFLGASWRNHJ-UHFFFAOYSA-N ☒N
  • InChI=1/C8H6O4/c9-7(10)5-3-1-2-4-6(5)8(11)12/h1-4H,(H,9,10)(H,11,12)
    Key: XNGIFLGASWRNHJ-UHFFFAOYAX
SMILES
  • OC(=O)c1ccccc1C(=O)O
Properties
Chemical formula
C8H6O4
Molar mass 166.132 g/mol
Appearance white solid
Density 1.593 g/cm3, solid
Melting point 207 °C (405 °F; 480 K)[3]
Solubility in water
0.6 g / 100 mL [1]
Acidity (pKa) 2.89, 5.51[2]
Magnetic susceptibility (χ)
-83.61·10−6 cm3/mol
Hazards
NFPA 704 (fire diamond)
NFPA 704 four-colored diamondHealth 2: Intense or continued but not chronic exposure could cause temporary incapacitation or possible residual injury. E.g. chloroformFlammability 0: Will not burn. E.g. waterInstability 0: Normally stable, even under fire exposure conditions, and is not reactive with water. E.g. liquid nitrogenSpecial hazards (white): no code
2
0
0
Related compounds
Related carboxylic acids
Isophthalic acid
Terephthalic acid
Related compounds
Phthalic anhydride
Phthalimide
Phthalhydrazide
Phthaloyl chloride
Benzene-1,2-
dicarboxaldehyde
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)
Infobox references

In organic chemistry, phthalic acid is an aromatic dicarboxylic acid, with formula C6H4(CO2H)2 and structure HO(O)C−C6H4−C(O)OH. Although phthalic acid is of modest commercial importance, the closely related derivative phthalic anhydride is a commodity chemical produced on a large scale.[4] Phthalic acid is one of three isomers of benzenedicarboxylic acid, the others being isophthalic acid and terephthalic acid.

  1. ^ "PHTHALIC ACID". hazard.com.
  2. ^ Brown, H.C., et al., in Baude, E.A. and Nachod, F.C., Determination of Organic Structures by Physical Methods, Academic Press, New York, 1955.
  3. ^ Several melting points are reported, for example: (i) 480. K (NIST website), (ii) 210−211 °C with decomposition (Sigma-Aldrich on-line), (iii) 191 °C in a sealed tube (Ullmann's Encyclopedia of Industrial Chemistry), (iv) 230 °C with conversion to phthalic anhydride and water (J.T.Baker MSDS).
  4. ^ Lorz, Peter M.; Towae, Friedrich K.; Enke, Walter; et al. (2007). "Phthalic Acid and Derivatives". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a20_181.pub2. ISBN 978-3527306732.

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Phthalic acid

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chemistry, phthalic acid is an aromatic dicarboxylic acid, with formula C6H4(CO2H)2 and structure HO(O)C−C6H4−C(O)OH. Although phthalic acid is of modest...

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Phthalic anhydride

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Phthalic anhydride is the organic compound with the formula C6H4(CO)2O. It is the anhydride of phthalic acid. Phthalic anhydride is a principal commercial...

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Terephthalic acid

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terebinthus and phthalic acid. Terephthalic acid is also used in the production of PBT plastic (polybutylene terephthalate). Terephthalic acid was first isolated...

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Isophthalic acid

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Isophthalic acid is an organic compound with the formula C6H4(CO2H)2. This colorless solid is an isomer of phthalic acid and terephthalic acid. The main...

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Potassium hydrogen phthalate

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acidic salt compound. It forms white powder, colorless crystals, a colorless solution, and an ionic solid that is the monopotassium salt of phthalic acid...

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Diethyl phthalate

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phthalate is produced by the reaction of ethanol with phthalic anhydride, in the presence of a strong acid catalyst: It finds some use as a specialist plasticiser...

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Phthalates

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/ˈθæleɪts/, UK: /ˈθɑːleɪtsˌ ˈfθælɪts/), or phthalate esters, are esters of phthalic acid. They are mainly used as plasticizers, i.e., substances added to plastics...

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Benzenedicarboxylic acid

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acid is a group of chemical compounds which are dicarboxylic derivatives of benzene. Benzenedicarboxylic acid comes in three isomers: Phthalic acid (1...

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Dicarboxylic acid

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a dicarboxylic acid is an organic compound containing two carboxyl groups (−COOH). The general molecular formula for dicarboxylic acids can be written...

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Dibutyl phthalate

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sewerage and other corrosive materials. Hydrolysis of DBP leads to phthalic acid and 1-butanol. Monobutyl phthalate (MBP) is its major metabolite. Biodegradation...

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Diisobutyl phthalate

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French chemist Auguste Laurent oxidized naphthalene with chromic acid and created phthalic anhydride, of which phthalates are derived. Phthalates, including...

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Imide

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dicarboxylic acids, and their names reflect the parent acid. Examples are succinimide, derived from succinic acid, and phthalimide, derived from phthalic acid. For...

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Carboxylic acid

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the carboxylic acid, regardless of its chain length. Benzoic acid from toluene, terephthalic acid from para-xylene, and phthalic acid from ortho-xylene...

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List of carboxylic acids

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Carboxylic acids are organic acids characterized by a carboxyl (-COOH) functional group. The naming of these compounds is governed by IUPAC nomenclature...

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Alkyd

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produced each year. The original alkyds were compounds of glycerol and phthalic acid sold under the name Glyptal. These were sold as substitutes for the...

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DPHP

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with the formula C28H46O4. It is a phthalate and is the diester of phthalic acid and the 10-carbon branched-chain alcohol 2-propylheptanol. This colorless...

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Cellulose acetate phthalate

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with acetyls, a quarter are esterified with one or two carboxyls of a phthalic acid, and the remainder are unchanged. It is a hygroscopic white to off-white...

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Phthalaldehyde

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to phthalic acid. This pale yellow solid is a building block in the synthesis of heterocyclic compounds and a reagent in the analysis of amino acids. OPA...

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Diisononyl phthalate

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mixture of chemical compounds consisting of various isononyl esters of phthalic acid, and is commonly used in a large variety of plastic items. The European...

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Auguste Laurent

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founding of organic chemistry with his discoveries of anthracene, phthalic acid, and carbolic acid. He devised a systematic nomenclature for organic chemistry...

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Polyvinyl acetate

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Polyvinyl acetate is partially hydrolyzed and then esterified with phthalic acid. Ethylene vinyl acetate International Klein Blue Elmer's Products Murray...

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Copper phthalocyanine

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observation of intensely colored byproducts from reactions of phthalic acid (benzene-1,2-dicarboxylic acid) or its derivatives with sources of nitrogen and metals...

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Atom economy

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the Gabriel synthesis, which produces a stoichiometric quantity of phthalic acid salts. If the desired product has an enantiomer the reaction needs to...

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Arene substitution pattern

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benzenedicarboxylic acid (C6H4(COOH)2) – the ortho isomer phthalic acid, the meta isomer isophthalic acid, and the para isomer terephthalic acid: phthalic acid isophthalic...

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Phthalylsulfathiazole

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intestinal surgery. It is a derivative of sulfathiazole in which the phthalic acid substitution on the aniline nitrogen prevents it from being absorbed...

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Trimellitic acid

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1039/JR9570001196. Park, Chang-Man; Sheehan, Richard J. (2000). "Phthalic Acids and Other Benzenepolycarboxylic Acids". Kirk-Othmer Encyclopedia of Chemical Technology...

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Polyvinyl acetate phthalate

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acetate polymer that is partially hydrolyzed and then esterified with phthalic acid. Its main use in pharmaceutics is with enteric formulations and controlled...

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