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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
$66.55

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

$39.00


Available to ship onApril 15, 2025Details


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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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1 of 4

This Item
N18005381071I19209
Quality Level

100

Quality Level

100

Quality Level

100

Quality Level

100

mp

>300 °C (lit.)

mp

259-261 °C (lit.)

mp

324 °C (dec.) (lit.)

mp

341-343 °C (lit.)

reaction suitability

reaction type: solution phase peptide synthesis

reaction suitability

-

reaction suitability

reaction type: solution phase peptide synthesis

reaction suitability

-

application(s)

peptide synthesis

application(s)

-

application(s)

peptide synthesis

application(s)

-

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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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 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)
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)
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
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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    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
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      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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