Isophthalic acid

Base Information

• Chemical Name: Isophthalic acid
• CAS No.: 121-91-5
• Deprecated CAS: 55185-18-7,2088100-84-7
• Molecular Formula: C8H6O4
• Molecular Weight: 166.133
• Hs Code.: 29173980
• European Community (EC) Number: 204-506-4
• ICSC Number: 0500
• NSC Number: 15310
• UNII: X35216H9FJ
• DSSTox Substance ID: DTXSID3021485
• Nikkaji Number: J2.490B
• Wikipedia: Isophthalic_acid
• Wikidata: Q415253
• Metabolomics Workbench ID: 54253
• ChEMBL ID: CHEMBL1871181
• Mol file: 121-91-5.mol

Synonyms:isophthalate;isophthalate, calcium (1:1)salt;isophthalate, copper (+2) salt;isophthalate, copper (+2) salt (1:1);isophthalate, disodium salt;isophthalate, iron (+2) salt;isophthalate, iron (+2) salt (1:1);isophthalic acid

Chemical Property of Isophthalic acid

Chemical Property:

• Appearance/Colour: white to light yellow crytal power
• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 341-343 °C(lit.)
• Refractive Index: 1.5100 (estimate)
• Boiling Point: 378.274 °C at 760 mmHg
• PKA: 3.54(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.: 0.12g/l
• Water Solubility.: 0.01 g/100 mL (25 ºC)
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 166.02660867
• Heavy Atom Count: 12
• Complexity: 179

Purity/Quality:

99.5%,99%, ^*data from raw suppliers

Isophthalic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 24/25-36-26

MSDS Files:

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Organic Acids
• Canonical SMILES: C1=CC(=CC(=C1)C(=O)O)C(=O)O
• Inhalation Risk: Evaporation at 20 °C is negligible; a nuisance-causing concentration of airborne particles can, however, be reached quickly.
• Effects of Short Term Exposure: May cause mechanical irritation to the eyes.
• Description: Isophthalic acid is an organic compound with the formula C6H4(CO2H)2. This colourless solid is an isomer of phthalic acid and terephthalic acid. These aromatic dicarboxylic acids are used as precursors (in form of acyl chlorides) to commercially important polymers, e.g. the fire-resistant material Nomex. Mixed with terephthalic acid, iso phthalic acid is used in the production of resins for drink bottles. The high-performance polymer poly benzimidazole is produced from iso phthalic acid.
• Uses: Isophthalic acid is used as an intermediate for high performance unsaturated polyesters, resins for coatings, high solids paints, gel coats and modifier of polyethylene terephthalate for bottles. It acts as precursors for the fire-resistant material nomex as well as used in the preparation of high-performance polymer polybenzimidazole. It is also employed as an input for the production of insulation materials. Purified Isophthalic Acid (PIA) is mainly used as intermediate for high performance UPR, resins for coatings, high solids paints, gel coats, modifier of PET for bottles. Product Data Sheet

Technology Process of Isophthalic acid

There total 231 articles about Isophthalic 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: 88.3%

1,2,4-Trimethylbenzene (95-63-6) → isophthalic acid (121-91-5) + terephthalic acid (100-21-0) + 1,2,4-benzene tricarboxylic acid (528-44-9)

Guidance literature:

With oxygen; titanium(IV) isopropylate; tetrabutoxytitanium; manganese(II) acetate; cobalt(II) acetate; ammonium bromide; cerous nitrate; In water; acetic acid; at 150 - 225 ℃; for 1.2 - 1.25h; under 5250.53 - 18751.9 Torr; Product distribution / selectivity;

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;

Reference yield: 50.7%

carbon dioxide (124-38-9,18923-20-1) + dipotassium 1,3-benzenedicarboxylate (13527-17-8,15898-14-3,34434-54-3) → isophthalic acid (121-91-5) + terephthalic acid (100-21-0)

Guidance literature:

With copper(l) iodide; at 350 ℃; for 3h; under 30003 Torr; Autoclave;

upstream raw materials:

benzene-1,3-dicarbonitrile

tetrachloromethane

Isophthalaldehyde

diethyl ether

Downstream raw materials:

1,3-bis(4,5-dihydro-1H-imidazol-2-yl)benzene

diallyl isophthalate

divinyl isophthalate

isophthalic acid monovinyl ester

Refernces

• 1、 Acharyya, Shankha S.,Ghosh, Shilpi,Bal, Rajaram. "Fabrication of three dimensional (3D) hierarchical Ag/WO3 flower-like catalyst materials for the selective oxidation of m-xylene to isophthalic acid". . p. 5998 - 6001. Retrieved 2015.
• 2、 Morton,Richardson. "". . p. 129,130. Retrieved 1940.
• 3、 Pryor. "". . p. 6481,6483, 6484. Retrieved 1958.
• 4、 Pryor. "". . p. 283,284. Retrieved 1960.
• 5、 Bumagin, N. A.,Nikitin, K. V.,Beletskaya, I. P.. "Palladium-catalyzed carbonylation of aryl iodides in aqueous media". . p. 563 - 566. Retrieved 1988.
• 6、 Naves,Bachmann. "-". . p. 1334,1335. Retrieved 1943.
• 7、 Zhang, Guoxiang,Zhang, Zongnan,Zeng, Rong. "Photoinduced FeCl3-Catalyzed Alkyl Aromatics Oxidation toward Degradation of Polystyrene at Room Temperature?". supporting information. p. 3225 - 3230. Retrieved 2021/09/28.
• 8、 Dyker, Gerald. "Silica-Mediated Monohydrolysis of Dicarboxylic Esters". supporting information. p. 6773 - 6776. Retrieved 2021/12/31.