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186279

Sigma-Aldrich

5-Aminoisophthalic acid

94%

Synonym(s):

5-Aminobenzene-1,3-dicarboxylic acid

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About This Item

Linear Formula:
H2NC6H3-1,3-(CO2H)2
CAS Number:
99-31-0
Molecular Weight:
181.15
Beilstein/REAXYS Number:
2805628
EC Number:
202-748-5
MDL number:
MFCD00002522
UNSPSC Code:
12352106
PubChem Substance ID:
24851211
NACRES:
NA.22

Quality Level

100

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.
  • Poly(benzimidazole-co-aniline) (PBIANI) by condensation polymerization with 3,3′-diaminobenzidine via poly(5-aminoisophthalic acid) as a key intermediate.

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.

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302,H319

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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)
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
A J Dobson et al.
Acta crystallographica. Section C, Crystal structure communications, 54 ( Pt 10), 1503-1505 (1998-11-10)
The title acid, C8H7NO4.0.5H2O, crystallized in the centrosymmetric space group C2/c in a zwitterionic form (5-ammonioisophthalate), with the water molecule on a twofold axis. The three ammonio H atoms and the H atom on the remaining carboxyl group, which are
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)
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
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