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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:
2805628
EC Number:
202-748-5
MDL number:
MFCD00002522
UNSPSC Code:
12352106
PubChem Substance ID:
24851211
NACRES:
NA.22

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

Signal Word

Warning

Hazard Statements

H302,H319

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

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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