| Identification | More | [Name]
2-Aminonicotinic acid | [CAS]
5345-47-1 | [Synonyms]
2-AMINO-3-PYRIDINECARBOXYLIC ACID
2-AMINONICOTINIC ACID
2-AMINOPYRIDINE-3-CARBOXYLIC ACID
AKOS 92162
AKOS BBS-00003845
H-NH(2)NICOT-OH
H-NH(2)PYRD(3)-OH
RARECHEM AL BO 2388
TIMTEC-BB SBB004188
2-amino-3-pyridinecarboxylicaci
2-Aminonicotinic acid
2-Aminopyridine-3-carboxylic acid
2-AMINO-3-PYRIDINECARBOYXLIC ACID
2-Aminonicotinic acid, 98+%
3-Pyridinecarboxylic acid, 2-amino-
2-Aminonicotinic acid 98%
3-Pyridinecarboxylicacid,2-amino-(9CI)
2-Aminopyridine-3-carboxylic acid 98%
2-Amino-3-pyridinecarboxylic | [EINECS(EC#)]
226-296-3 | [Molecular Formula]
C6H6N2O2 | [MDL Number]
MFCD00006318 | [Molecular Weight]
138.12 | [MOL File]
5345-47-1.mol |
| Chemical Properties | Back Directory | [Appearance]
Off-white to light yellow crystalline powder | [Melting point ]
295-297 °C (dec.)(lit.) | [Boiling point ]
253.51°C (rough estimate) | [density ]
1.3471 (rough estimate) | [refractive index ]
1.5100 (estimate) | [storage temp. ]
Keep in dark place,Inert atmosphere,Room temperature | [solubility ]
DMSO | [form ]
Crystalline Powder | [pka]
2.94±0.10(Predicted) | [color ]
Off-white to light yellow | [Water Solubility ]
soluble | [Detection Methods]
HPLC,NMR | [BRN ]
119031 | [InChI]
InChI=1S/C6H6N2O2/c7-5-4(6(9)10)2-1-3-8-5/h1-3H,(H2,7,8)(H,9,10) | [InChIKey]
KPIVDNYJNOPGBE-UHFFFAOYSA-N | [SMILES]
C1(N)=NC=CC=C1C(O)=O | [CAS DataBase Reference]
5345-47-1(CAS DataBase Reference) | [EPA Substance Registry System]
5345-47-1(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S22:Do not breathe dust .
S24/25:Avoid contact with skin and eyes .
S37/39:Wear suitable gloves and eye/face protection .
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 | [TSCA ]
T | [HazardClass ]
IRRITANT | [HS Code ]
29333999 |
| Hazard Information | Back Directory | [Chemical Properties]
Off-white to light yellow crystalline powder | [Uses]
2-Aminopyridine-3-carboxylic acid can be used as:
- A ligand to prepare copper(II)-organic coordination compounds.
- A reactant to prepare pyrido[2′,1′:2,3]imidazo[4,5-c]isoquinolines by reacting with trimethylsilyl cyanide and phthalaldehyde.
- A reactant to synthesize organo-soluble and thermally stable poly(thiourea-amide-imide) polymers.
| [Uses]
A component of hair dyes. | [Definition]
ChEBI: An aminonicotinic acid in which the amino group is situated at position 2 of the pyridine ring. | [References]
[1] M. Pagacz-Kostrzewa . “Phototransformations of 2-aminonicotinic acid resolved with matrix isolation infrared spectroscopy and ab initio calculations.” Journal of Photochemistry and Photobiology A-chemistry 410 (2021): Article 113187.
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| Questions And Answer | Back Directory | [Structure]
2-aminonicotinic acid (or 2-aminopyridine-3-carboxylic acid, abbreviated ANA) can be a model compound for reactions containing carboxylic and amino groups attached to the pyridine ring. X-ray diffraction studies have shown that in the molecular crystal phase, ANA occurs as a zwitterion in which protonation occurs at the nitrogen atom of the pyridine ring. Infrared spectra of ANA molecular crystal have confirmed that intra- and intermolecular hydrogen bonds are present in its structure. Karabacak et al. investigated the tautomerism of ANA using electronic structure calculations (B3LYP/6-311++G(d,p)) and identified four amino tautomers. Furthermore, Nayak and Dogra optimized the structures of two amino and two imino structures at the B3LYP/6-31G** level. On the basis of both experimental data (absorption and fluorescence spectra) and electronic structure calculations, these authors concluded that ANA is present in solutions as the amino form in both the S0 and S1 states, whereas the imino forms are absent. ANA exists as a molecular species in non-polar and polar aprotic solvents and as a zwitterion in polar protic solvents[1]. |
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