| Identification | More | [Name]
2-AMINOTEREPHTHALIC ACID | [CAS]
10312-55-7 | [Synonyms]
2-AMINO-1,4-BENZENEDICARBOXYLIC ACID
2-AMINOBENZENE-1,4-DICARBOXYLIC ACID
2-AMINOTEREPHTHALIC ACID
TIMTEC-BB SBB006751
2-Aminoterephthalic acid, 99+%
2-AMINOTEREPHTHALATE | [EINECS(EC#)]
246-119-3 | [Molecular Formula]
C8H7NO4 | [MDL Number]
MFCD00134536 | [Molecular Weight]
181.15 | [MOL File]
10312-55-7.mol |
| Chemical Properties | Back Directory | [Appearance]
slight yellow crystalline powder | [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 Data | Back Directory | [Symbol(GHS) ]
GHS07 | [Signal word ]
Warning | [Hazard statements ]
H315-H319-H335 | [Precautionary statements ]
P261-P264-P271-P280-P302+P352-P305+P351+P338 | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing . | [WGK Germany ]
3
| [Hazard Note ]
Irritant | [HS Code ]
29224999 |
| Hazard Information | Back Directory | [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 |
|
|