2,5-Diaminoterephthalic acid

Base Information

• Chemical Name: 2,5-Diaminoterephthalic acid
• CAS No.: 945-30-2
• Molecular Formula: C8H8N2O4
• Molecular Weight: 196.163
• Hs Code.: 2922499990
• European Community (EC) Number: 687-048-1
• DSSTox Substance ID: DTXSID20355701
• Nikkaji Number: J80.037F
• Mol file: 945-30-2.mol

Synonyms:2,5-diaminoterephthalic acid;945-30-2;2,5-diaminobenzene-1,4-dicarboxylic acid;2,5-DIAMINOTEREPHTHALICACID;1,4-Benzenedicarboxylic acid, 2,5-diamino-;MFCD00464161;Cambridge id 5180162;Oprea1_205111;Oprea1_216725;CBDivE_006536;YSWG208;SCHEMBL987442;DTXSID20355701;STK036387;AKOS000541081;AS-59320;SY264107;CS-0110720;FT-0736091;2,5-Diaminoterephthalic acid, >=95% (HPLC);D70617;A853030

Chemical Property of 2,5-Diaminoterephthalic acid

Chemical Property:

• Melting Point: >300°C
• Boiling Point: 493.0±45.0 °C(Predicted)
• PKA: 1.95±0.10(Predicted)
• PSA: 126.64000
• Density: 1.647±0.06 g/cm3(Predicted)
• LogP: 1.40980
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 2
• Exact Mass: 196.04840674
• Heavy Atom Count: 14
• Complexity: 230

Purity/Quality:

98%,99%, ^*data from raw suppliers

2,5-Diaminoterephthalic acid ≥95% (HPLC) ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C(=CC(=C1N)C(=O)O)N)C(=O)O

Technology Process of 2,5-Diaminoterephthalic acid

There total 13 articles about 2,5-Diaminoterephthalic 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: 96.0%

Diethyl 2,5-diaminobenzene-1,4-dicarboxylate dihydrobromide (75545-04-9) → 2,5-diaminoterephthalic acid (945-30-2)

Guidance literature:

With sodium hydroxide; Heating;

DOI:10.1055/s-1980-29132

Reference yield:

2-amino-5-nitroterephthalic acid (115705-50-5) → 2,5-diaminoterephthalic acid (945-30-2)

Guidance literature:

With potassium hydroxide; hydrogen; palladium on activated charcoal; In water; for 2h; under 2585.7 Torr;

DOI:10.1021/jo00253a010

Reference yield:

2-nitroterephthalic acid (610-29-7) → 2,5-diaminoterephthalic acid (945-30-2)

Guidance literature:

Multi-step reaction with 5 steps

1: 100 percent / KOH, H₂ / 5percent Pd/C / H₂O / 12 h / 2585.7 Torr

2: 53 percent / 150 °C

3: HNO₃, H₂SO₄ / 5 - 10 °C

4: H₂O / 0 °C

5: KOH, H₂ / 5percent Pd/C / H₂O / 2 h / 2585.7 Torr

With potassium hydroxide; sulfuric acid; water; hydrogen; nitric acid; palladium on activated charcoal; In water;

DOI:10.1021/jo00253a010

upstream raw materials:

diethyl 2,5-diaminoterephthalate

2-amino-5-nitroterephthalic acid

Diethyl 2,5-diaminobenzene-1,4-dicarboxylate dihydrobromide

pyrrolo[3,4-f]isoindole-1,3,5,7-tetraone

Downstream raw materials:

2,5-bis-{bis-carboxymethyl-amino}-terephthalic acid

1,4-phenylenediamine

2,5-diacetamido-3-nitroterephthalic acid dimethyl ester

2,5-diacetamidoterephthalic acid dimethyl ester

Refernces

• 1、 Lakraychi,Dolhem,Djeda?ni-Pilard,Becuwe. "Substituent effect on redox potential of terephthalate-based electrode materials for lithium batteries". . p. 71 - 75. Retrieved 2018/07/03.
• 2、 Sinnreich, Joel. "Chemistry of Succinylsuccinic Acid Derivatives; VI. A Specific Synthesis of p-Phenylenediamine". . p. 578 - 580. Retrieved 2007/10/02.