2,3-Dihydroxyterephthalic acid

Base Information

• Chemical Name: 2,3-Dihydroxyterephthalic acid
• CAS No.: 19829-72-2
• Molecular Formula: C8H6O6
• Molecular Weight: 198.132
• Hs Code.: 2918290000
• European Community (EC) Number: 243-354-3
• NSC Number: 38869
• UNII: F9S7RAD6FM
• DSSTox Substance ID: DTXSID50173556
• Nikkaji Number: J82.901C
• Wikidata: Q72466475
• ChEMBL ID: CHEMBL4160929
• Mol file: 19829-72-2.mol

Synonyms:2,3-Dihydroxyterephthalic acid;19829-72-2;2,3-DIHYDROXY-TEREPHTHALIC ACID;1,4-Benzenedicarboxylic acid, 2,3-dihydroxy-;2,3-DIHYDROXYBENZENE-1,4-DICARBOXYLIC ACID;EINECS 243-354-3;NSC-38869;2,3-dihydroxy-1,4-benzenedicarboxylic acid;NSC38869;dihydroxyterephthalic acid;F9S7RAD6FM;YSWG248;SCHEMBL176255;CHEMBL4160929;DTXSID50173556;2,3-Dihydroxyterephthalic acid #;Terephthalic acid, 2,3-dihydroxy-;MFCD02181105;NSC 38869;AKOS006279386;DS-7405;SB35118;CS-0110703;C73768;EN300-2842026;2,3-DIHYDROXYTEREPHTHALIC ACID2,3-DIHYDROXYTEREPHTHALIC ACID

Chemical Property of 2,3-Dihydroxyterephthalic acid

Chemical Property:

• Vapor Pressure: 3.99E-09mmHg at 25°C
• Melting Point: 309-310℃ (ethanol ethyl ether )
• Boiling Point: 456.5°C at 760 mmHg
• PKA: 2.23±0.13(Predicted)
• Flash Point: 244°C
• PSA: 115.06000
• Density: 1.779g/cm³
• LogP: 0.49420
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 2
• Exact Mass: 198.01643791
• Heavy Atom Count: 14
• Complexity: 224

Purity/Quality:

97% ^*data from raw suppliers

2,3-Dihydroxy-terephthalicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C(=C1C(=O)O)O)O)C(=O)O
• General Description: 2,3-Dihydroxyterephthalic acid (DHTPA) is a versatile organic compound with multiple functional groups, including carboxylic acids and hydroxyl groups, making it a potent chelating ligand for metal ions like Al3?. It exhibits acid-base behavior with pKa values of 2.3, 3.4, and 7.2, enabling strong coordination even at low pH. DHTPA forms stable 1:1 and 2:1 complexes with Al3?, with conditional formation constants of log K1 = 1.09 and log K2 = 4.81 (M-1). Additionally, it serves as a linker in metal-organic frameworks (MOFs), such as Ca-based SIMOF-4, demonstrating potential applications in electrochemical systems like Na-ion batteries. Its structural adaptability and biocompatibility highlight its utility in coordination chemistry and materials science.

Technology Process of 2,3-Dihydroxyterephthalic acid

There total 15 articles about 2,3-Dihydroxyterephthalic 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: 95.0%

carbon dioxide (124-38-9,18923-20-1) + benzene-1,2-diol (120-80-9,19481-10-8,37349-32-9) → 2,3-dihydroxyterephthalic acid (19829-72-2)

Guidance literature:

carbon dioxide; benzene-1,2-diol; With potassium carbonate; at 230 - 250 ℃; for 19.25h; under 19652.1 - 60507.9 Torr;

With hydrogenchloride; In water; for 5h;

Reference yield: 73.0%

potassium hydrogencarbonate (298-14-6) + benzene-1,2-diol (120-80-9,19481-10-8,37349-32-9) → 2,3-dihydroxyterephthalic acid (19829-72-2)

Guidance literature:

With 1,2,4-Trichlorobenzene; at 225 ℃; for 14h; Autoclave;

DOI:10.1021/acs.cgd.8b00064

Reference yield:

→ 2,3-dihydroxyterephthalic acid (19829-72-2)

Guidance literature:

With glycerol; at 210 ℃;

DOI:10.1111/j.1365-2621.2002.tb10646.x

upstream raw materials:

3,6-dicyanocatechol

2,3-dimethoxyterephthalic acid

carbon dioxide

benzene-1,2-diol

Downstream raw materials:

dimethyl 2,3-dimethoxyterephthalate

dimethyl 2,3-dihydroxyterephthalate

(2,3-bis(benzyloxy)-1,4-phenylene)bis((2-thioxothiazolidin-3-yl)methanone)