Phthalic acid

Base Information

• Chemical Name: Phthalic acid
• CAS No.: 88-99-3
• Deprecated CAS: 4401-64-3
• Molecular Formula: C8H6O4
• Molecular Weight: 166.133
• Hs Code.: 29173980
• European Community (EC) Number: 201-873-2,233-493-8
• ICSC Number: 0768
• NSC Number: 5348
• UNII: 6O7F7IX66E
• DSSTox Substance ID: DTXSID8021484
• Nikkaji Number: J3.547E
• Wikipedia: Phthalic acid,Phthalic_acid
• Wikidata: Q423876
• Metabolomics Workbench ID: 38024
• ChEMBL ID: CHEMBL1045
• Mol file: 88-99-3.mol

Synonyms:disodium phthalate;phthalate;phthalic acid;phthalic acid, copper salt;phthalic acid, dipotassium salt;phthalic acid, disodium salt;phthalic acid, monobarium salt;phthalic acid, monocalcium salt;phthalic acid, monoiron (2+) salt;phthalic acid, monolead (2+) salt;phthalic acid, monopotassium salt;phthalic acid, monoruthenium salt;phthalic acid, monosodium salt;phthalic acid, potassium salt;phthalic acid, potassium, sodium salt;phthalic acid, sodium salt;potassium hydrogen phthalate

Chemical Property of Phthalic acid

Chemical Property:

• Appearance/Colour: White crystals or fine white powder
• Vapor Pressure: 2.14E-06mmHg at 25°C
• Melting Point: 210-211 °C (dec.)(lit.)
• Refractive Index: 1.5100 (estimate)
• Boiling Point: 378.274 °C at 760 mmHg
• PKA: 2.89(at 25℃)
• Flash Point: 196.749 °C
• PSA: 74.60000
• Density: 1.451 g/cm³
• LogP: 1.08300
• Storage Temp.: Store below +30°C.
• Solubility.: methanol: 0.1 g/mL, clear
• Water Solubility.: 7 g/L (25 ºC)
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 166.02660867
• Heavy Atom Count: 12
• Complexity: 177

Purity/Quality:

98% ^*data from raw suppliers

Phthalic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Organic Acids
• Canonical SMILES: C1=CC=C(C(=C1)C(=O)O)C(=O)O
• Inhalation Risk: A nuisance-causing concentration of airborne particles can be reached quickly when dispersed, especially if powdered.
• Effects of Short Term Exposure: The substance is irritating to the eyes, skin and respiratory tract.
• 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.
• Uses: Phthalic Acid (Phenyl-13C6, D4) is labelled Phthalic Acid (P384480) which is an organic reagent used to synthesize phthalates. 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. Organic reagent used to synthesize phthalates.

Technology Process of Phthalic acid

There total 1045 articles about Phthalic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 85.0%

methanol (67-56-1) + carbon monoxide (201230-82-2) + 2,3-dibromobenzene (583-53-9) → 2-bromobenzoic acid methyl ester (610-94-6) + phthalic acid dimethyl ester (131-11-3,64441-70-9) + benzene-1,2-dicarboxylic acid (88-99-3,73607-73-5)

Guidance literature:

With tert-Amyl alcohol; sodium hydride; cobalt(II) acetate; In tetrahydrofuran; at 40 ℃; for 18h; under 760 Torr; Irradiation;

DOI:10.1021/jo00131a005

Reference yield: 85.0%

carbon monoxide (201230-82-2) + 2,3-dibromobenzene (583-53-9) → 2-bromobenzoic acid methyl ester (610-94-6) + phthalic acid dimethyl ester (131-11-3,64441-70-9) + benzene-1,2-dicarboxylic acid (88-99-3,73607-73-5)

Guidance literature:

With methanol; tert-Amyl alcohol; sodium hydride; cobalt(II) acetate; In tetrahydrofuran; at 40 ℃; for 18h; under 760 Torr; Irradiation;

DOI:10.1021/jo00131a005

Reference yield: 61.5%

o-xylene (95-47-6) + para-xylene (106-42-3) + m-xylene (108-38-3,104809-90-7) → isophthalic acid (121-91-5) + terephthalic acid (100-21-0) + benzene-1,2-dicarboxylic acid (88-99-3,73607-73-5) + benzoic acid (65-85-0,8013-63-6)

Guidance literature:

With dihydrogen peroxide; oxygen; manganese(II) bromide; In water; at 400 ℃; under 187519 Torr; Product distribution / selectivity;

upstream raw materials:

ortho-methylbenzoic acid

isoquinoline

methanol

(+/-)-phthalic acid mono-[1-(4-methoxy-phenyl)-ethyl ester]

Downstream raw materials:

phthalic acid bis-(3-tetrahydro[2]furyl-propyl ester)

phthalic anhydride

1,2-bis-(2,6-dimethyl-4-oxo-4H-pyran-3-carbonyl)-benzene

2-(1H-quinolin-2-ylidene)-indan-1,3-dione

Refernces

• 1、 He, Shiwu,Li, Qiang,Lu, Xiaoxiao,Tian, Zhenfei,Wang, Lijie,Zhang, Jinfeng. "A visible light driven 3D hierarchical CoTiO3/BiOBr direct Z-scheme heterostructure with enhanced photocatalytic degradation performance". . p. 124 - 135. Retrieved 2021/12/30.
• 2、 Yassine, Hasna,Bouali, Jamila,Oumessaoud, Asmaa,Ourhzif, El Mahdi,Hamri, Salha,Hafid, Abderrafia,Khouili, Mostafa,Pujol, Maria Dolors. "Synthesis of New Dialkyl 2,2′-[Carbonyl bis (azanediyl)]dibenzoates via Curtius Rearrangement". . p. 1971 - 1979. Retrieved 2021/01/21.