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186279

Sigma-Aldrich

5-Aminoisophthalic acid

94%

Synonym(s):

5-Aminobenzene-1,3-dicarboxylic acid

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25 G
$39.00
100 G
$83.50

About This Item

Linear Formula:
H2NC6H3-1,3-(CO2H)2
CAS Number:
Molecular Weight:
181.15
Beilstein/REAXYS Number:
2805628
EC Number:
MDL number:
UNSPSC Code:
12352106
PubChem Substance ID:
NACRES:
NA.22

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Quality Level

assay

94%

reaction suitability

reaction type: solution phase peptide synthesis

mp

>300 °C (lit.)

application(s)

peptide synthesis

SMILES string

Nc1cc(cc(c1)C(O)=O)C(O)=O

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)

InChI key

KBZFDRWPMZESDI-UHFFFAOYSA-N

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Application

5-Aminoisophthalic acid (AIPA) can be used as a starting material to prepare:
  • Poly(5-aminoisophthalic acid) by oxidative polymerization reaction.[1]
  • Poly(benzimidazole-co-aniline) (PBIANI) by condensation polymerization with 3,3′-diaminobenzidine via poly(5-aminoisophthalic acid) as a key intermediate.[1]

It can also be used as a blended material with polyvinylalcohol to prepare silica-functionalized composite membranes for diffusion dialysis applications. AIPA based metal-organic framework (MOF) can be modified with various functional groups for different applications.[2][3][4]

pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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Post-synthetic modification of a metal-organic framework based on 5-aminoisophthalic acid for mercury sorption
Xu Wei-Qin, et al.
Inorganic Chemistry Communications, 108(1-2), 107515-107515 (2019)
D Lecouturier et al.
Applied microbiology and biotechnology, 62(5-6), 550-556 (2003-07-08)
5-Amino-2,4,6-triiodoisophthalic acid (ATIA), both a precursor and a degradative intermediate of triiodinated contrast media, was anaerobically converted by sludge from a wastewater treatment plant. ATIA conversion took place only when an electron donor such as ethanol was added. A stable
S Crapatureanu et al.
Bioconjugate chemistry, 10(6), 1058-1067 (1999-11-24)
Hemoglobin can be cross-linked and converted to a bioconjugate in one step by a "molecular necklace", a reagent that contains two reacting sites and a pendant ligand. The compound to be conjugated is activated as an electrophile. The activated material
A Komersová et al.
Journal of pharmaceutical and biomedical analysis, 16(8), 1373-1379 (1998-10-20)
Application of differential-pulse cathodic stripping voltammetry using a carbon paste electrode (consisting of carbon powder and liquid paraffin) have been investigated for trace determination of iron in 5-aminoisophthalic acid (AIPA). Samples were dissolved in 1 M HC1, pH was adjusted
A new self-cross-linked, net-structured, proton conducting polymer membrane for high temperature proton exchange membrane fuel cells
Bhadra S, et al.
Journal of Membrane Science , 349(1-2), 304-311 (2010)

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