2-Aminoterephthalic Acid
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2-Aminoterephthalic Acid

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2-Aminoterephthalic Acid (CAS# 10312-55-7) is a useful research chemical.

Category
Other Unnatural Amino Acids
Catalog number
BAT-014007
CAS number
10312-55-7
Molecular Formula
C8H7NO4
Molecular Weight
181.15
2-Aminoterephthalic Acid
IUPAC Name
2-aminoterephthalic acid
Synonyms
2-aminobenzene-1,4-dicarboxylic acid
Appearance
Yellow powder
Density
1.6±0.1 g/cm3
Melting Point
324 ℃ (dec.) (lit.)
Boiling Point
450.7±40.0 ℃ at 760 mmHg
Solubility
Insoluble in H2O; Slightly soluble in MeOH, DMSO
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)
InChI Key
GPNNOCMCNFXRAO-UHFFFAOYSA-N
Canonical SMILES
C1=CC(=C(C=C1C(=O)O)N)C(=O)O
1. 2-Aminoterephthalic acid dimethyl ester
Jürgen Brüning, Jan W Bats, Martin U Schmidt Acta Crystallogr Sect E Struct Rep Online. 2009 Sep 16;65(Pt 10):o2468-9. doi: 10.1107/S1600536809036095.
Single crystals of the title compound, C(10)H(11)NO(4), an inter-mediate in the industrial synthesis of yellow azo pigments, were obtained from the industrial production. The mol-ecules crystallize as centrosymmetic dimers connected by two symmetry-related N-H⋯O=C hydrogen bonds. Each mol-ecule also contains an intra-molecular N-H⋯O=C hydrogen bond. The dimers form stacks along the a-axis direction. Neighbouring stacks are arranged into a herringbone structure.
2. Magnetic solid-phase extraction of organophosphorus pesticides from apple juice and environmental water samples using magnetic graphene oxide coated with poly(2-aminoterephthalic acid-co-aniline) nanocomposite as a sorbent
Maryam Nasiri, Hossein Ahmadzadeh, Amirhassan Amiri J Sep Sci. 2022 Jul;45(13):2301-2309. doi: 10.1002/jssc.202100873. Epub 2022 Apr 28.
An effective magnetic solid-phase extraction method was proposed using magnetic graphene oxide coated with poly(2-aminoterephthalic acid-co-aniline) as a sorbent for preconcentration and extraction of organophosphorus pesticides from environmental water and apple juice samples, and determined using the gas chromatography-mass spectrometry analysis. To approve the successful synthesis of the magnetic nanocomposite, the prepared sorbent was characterized by field emission scanning electron microscopy, X-ray diffraction, vibrating sample magnetometer, and Fourier transforms infrared techniques. The main parameters affecting the extraction efficiency were considered and studied to afford an optimized procedure. Systematic method validation verified its suitable recoveries (89.4-107.3%), and precision (relative standard deviations < 6.8%). The method showed a wide linear dynamic range (0.04-700 ng/mL) with low limits of detection (0.01-0.06 ng/mL) and quantification (0.04-0.21 ng/mL). This method presented good potential and great sensitivity for the pesticides determination.
3. Colorimetric and Fluorometric Paper-Based Assay for Cu2+ Detection Based on Green Synthesis of 2-Aminoterephthalic Acid-Derived Pigments
Chia-I Shih, Yi-Chieh Chou, Huei-Yu Chen, Kuan-Han Chen, I-Hsiang Wang, Yi-Chun Yeh ACS Appl Bio Mater. 2020 Apr 20;3(4):2516-2521. doi: 10.1021/acsabm.0c00212. Epub 2020 Apr 9.
In this study, we developed a simple and economical method for the green synthesis of Cu2+ sensors based on betaxanthin pigments. Aminoisophthalic acid-betaxanthin was synthesized by coupling 2-aminoisophthalic acid and betalamic acid produced from DOPA-extradiol-4,5-dioxygenase in situ and in vitro. The resulting 2-aminoterephthalic acid-betaxanthin (2-AIPA-BX) presented a satisfying fluorescence quantum yield in water and a high degree of selectivity for Cu2+ over interfering metal ions. The bioproduction process of 2-AIPA-BX was scaled up from test tubes to 1 L-flasks, indicating the robustness and reproducibility of this method. Additionally, we successfully incorporated 2-AIPA-BX into paper-based analytical devices to facilitate simple, inexpensive, and portable setup with lower sample consumption for onsite monitoring of environmental and biological samples.
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