| Identification | More | [Name]
5-Aminoisophthalic acid | [CAS]
99-31-0 | [Synonyms]
5-AMINO-1,3-BENZENEDICARBOXYLIC ACID
5-AMINO-1,3-ISOPHTHALIC ACID
5-AMINOISOPHTHALIC
5-AMINOISOPHTHALIC ACID
5-AMINOISOPHTHALIC ACID HYDRATE
AMINOISOPHTHALIC(5-) ACID
5-amino-3-benzenedicarboxylicacid
5-AIPA
5-AMINO-ISO-PHTHALIC ACID 94%
5-amino-m-phthalic Acid
5-Aminoisophthalicacid,95%
5-AMINOBENZENE-1,3-DICARBOXYLIC ACID
5-Aminoisophthalic acid, 98+%
1,3-Benzenedicarboxylic acid, 5-amino-
3,5-Dicarboxyaniline.
5-AMINOISOPHTHALATE
5-AMINOBENZENE-1,3-DICARBOXYLIC ACID/5-AMINOISOPHTHALIC ACID | [EINECS(EC#)]
202-748-5 | [Molecular Formula]
C8H7NO4 | [MDL Number]
MFCD00002522 | [Molecular Weight]
181.15 | [MOL File]
99-31-0.mol |
| Chemical Properties | Back Directory | [Appearance]
Light beige-brown crystalline powder | [Melting point ]
>300 °C (lit.) | [Boiling point ]
314.24°C (rough estimate) | [density ]
1.4283 (rough estimate) | [refractive index ]
1.5468 (estimate) | [storage temp. ]
Store below +30°C. | [form ]
Granular Powder | [pka]
3.69±0.10(Predicted) | [color ]
White to cream | [Water Solubility ]
INSOLUBLE | [BRN ]
2805628 | [InChI]
InChI=1S/C8H7NO4/c9-6-2-4(7(10)11)1-5(3-6)8(12)13/h1-3H,9H2,(H,10,11)(H,12,13) | [InChIKey]
KBZFDRWPMZESDI-UHFFFAOYSA-N | [SMILES]
C1(C(O)=O)=CC(N)=CC(C(O)=O)=C1 | [CAS DataBase Reference]
99-31-0(CAS DataBase Reference) | [EPA Substance Registry System]
99-31-0(EPA Substance) |
| Safety Data | Back Directory | [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 .
S37/39:Wear suitable gloves and eye/face protection . | [WGK Germany ]
3
| [F ]
9 | [TSCA ]
Yes | [HS Code ]
29224995 | [Toxicity]
LD50 orally in Rabbit: 1600 mg/kg |
| Questions And Answer | Back Directory | [Description]
It is usually used as the intermediate or raw material in the organic synthesis. For example, this chemical can be selected as the raw material to prepare three lanthanide metal organic frameworks (MOFs) with typical structural features of one-dimensional ladder-like chain, two-dimensional layer, and three-dimensional framework.1 Moreover, this substance is chosen as the reactant to fabricate new metal complexes with 5-(1H-imidazol-4-ylmethyl)aminoisophthalic acid, which have good electrocatalytic activities toward the reduction of H2O2 in phosphate buffer (pH=5.5) solution.2 In addition, as the active reactant, this chemical has been demonstrated to assist in the synthesis of a chiral, radically homopolymerizable methacrylamide dendrimer with eight ester groups.3
| [Reference]
- Jin, H. G.; Yan, Y. Z.; Li, J.; Gu, Z. G.; Chen, J. H.; Liu, Y. T.; Zheng, Z. P.; Zhan, Q. G.; Cai, Y. P., 1-D to 3-D lanthanide coordination polymers constructed from 5-aminoisophthalic acid and oxalic acid. Inorg. Chem. Commun. 2012, 23, 25-30.
- Xu, J.; Su, Z.; Chen, M. S.; Chen, S. S.; Sun, W. Y., New metal complexes with 5-(1H-imidazol-4-ylmethyl)aminoisophthalic acid: Syntheses, structures, electrochemistry and electrocatalysis. Inorg. Chim. Acta 2009, 362, 4002-4008.
- Draheim, G.; Ritter, H., POLYMERIZABLE DENDRIMERS SYNTHESIS OF A SYMMETRICALLY BRANCHED METHACRYL DERIVATIVE BEARING 8 ESTER GROUPS. Macromol. Chem. Phys. 1995, 196, 2211-2222.
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| Hazard Information | Back Directory | [Chemical Properties]
Light beige-brown crystalline powder | [Uses]
5-Aminoisophthalic acid is a useful biochemical for proteomics research. | [reaction suitability]
reaction type: solution phase peptide synthesis | [Synthesis]
In a 3L four-neck flask equipped with a mechanical stirrer, 211.1 g (1.0 mol, 1.0 eq.) of 5-nitroisophthalic acid and 160.0 g (4.0 mol, 4.0 eq.) of sodium hydroxide were dissolved in 2L of water. A thermometer was installed and the mixture was stirred for 1 hour until the system was clarified. Subsequently, 10 g of Nguyenay nickel was added and the temperature was slowly raised to 30-35°C. At this temperature, 125.0 g (2.0 mol, 2.0 eq.) of 80% hydrazine hydrate was added dropwise for a controlled drop time of 30 minutes. After dropwise addition, stirring was continued for 30 min to ensure complete reaction. At the end of the reaction, the pH of the filtrate was adjusted to 3.5-4.0 with acetic acid and a large amount of white solid was precipitated. The precipitate was collected by filtration and dried to give 172.0 g of 5-aminoisophthalic acid in 95% yield and 99.7% purity. | [References]
[1] Nucleosides and Nucleotides, 1999, vol. 18, # 2, p. 291 - 305
[2] Patent: CN106748840, 2017, A. Location in patent: Paragraph 0020; 0021; 0022; 0023; 0024; 0025
[3] Justus Liebigs Annalen der Chemie, 1870, vol. 153, p. 285
[4] Journal fuer Praktische Chemie (Leipzig), 1882, vol. <2> 25, p. 491
[5] Chemische Berichte, 1917, vol. 50, p. 448 |
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