2-AMINOTEREPHTHALIC ACID Chemical Properties

Melting point:

324 °C (dec.) (lit.)

Boiling point:

314.24°C (rough estimate)

Density 

1.4283 (rough estimate)

refractive index 

1.5468 (estimate)

storage temp. 

Keep in dark place,Inert atmosphere,Room temperature

form 

Granular Powder

pka

3.95±0.10(Predicted)

color 

Yellow

Water Solubility 

Slightly soluble in water.

BRN 

2805625

InChI

InChI=1S/C8H7NO4/c9-6-3-4(7(10)11)1-2-5(6)8(12)13/h1-3H,9H2,(H,10,11)(H,12,13)

InChIKey

GPNNOCMCNFXRAO-UHFFFAOYSA-N

SMILES

C1(C(O)=O)=CC=C(C(O)=O)C=C1N

CAS DataBase Reference

10312-55-7(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36

WGK Germany 

3

Hazard Note 

Irritant

HS Code 

29224999

MSDS

• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

2-AMINOTEREPHTHALIC ACID Usage And Synthesis

Chemical Properties

slight yellow crystalline powder

Uses

2-Aminoterephthalic acid is used as a pharmaceutical intermediate.

reaction suitability

reaction type: solution phase peptide synthesis

Synthesis

General procedure for the synthesis of 2-aminoterephthalic acid from 2-nitroterephthalic acid: in typical experiments, a mixture of nitroaromatic compounds (1.0 mmol), ammonium formate (3.3 mmol, 208 mg, 1.1 eq.), palladium catalyst (10% Pd/C, 2 mol%, 21 mg), and silicon dioxide (175 mg) was ball-milled in the presence of anhydrous methanol (η= 0.25 μL/mg) was ball-milled for 90 min in the presence of anhydrous methanol (η= 0.25 μL/mg). Upon completion of the milling, a small amount (~1 mg) of the crude reaction mixture was suspended in methanol and analyzed by thin-layer chromatography (TLC, usually using a solvent mixture of dichloromethane: methanol = 20:1 as eluent). The crude product was placed in a well-ventilated fume hood overnight, then suspended in methanol and filtered through a Büchner funnel. The filtrate is evaporated to give the target product 2-aminoterephthalic acid. If necessary, the final product can be further purified by column chromatography.

References

[1] Journal of Organic Chemistry, 1988, vol. 53, # 18, p. 4209 - 4218
[2] Molecules, 2018, vol. 23, # 12,
[3] Farmaco, Edizione Scientifica, 1984, vol. 39, # 11, p. 968 - 978
[4] Patent: CN103664684, 2016, B. Location in patent: Paragraph 0039
[5] Chemische Berichte, 1877, vol. 10, p. 145

2-AMINOTEREPHTHALIC ACID(10312-55-7)Related Product Information

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• 2,5-DIANILINOTEREPHTHALIC ACID
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• AURORA 11276
• DIMETHYL 2-[(PHENOXYCARBONYL)AMINO]TEREPHTHALATE
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• AURORA 5472
• 2,5-BIS(2-HYDROXYETHYLAMINO)TEREPHTHALIC ACID