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778877

Sigma-Aldrich

4-Azidobenzoic acid solution

~0.2 M in tert-butyl methyl ether, ≥95.0% (HPLC)

Synonym(s):

9-Azidobenzoic acid solution

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10 ML
$244.00

About This Item

Empirical Formula (Hill Notation):
C7H5N3O2
CAS Number:
Molecular Weight:
163.13
Beilstein/REAXYS Number:
1950876
MDL number:
UNSPSC Code:
12352106
PubChem Substance ID:
NACRES:
NA.22

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Quality Level

assay

≥95.0% (HPLC)

form

liquid

concentration

~0.2 M in tert-butyl methyl ether

impurities

≤2.0% water

storage temp.

2-8°C

SMILES string

OC(C1=CC=C(N=[N+]=[N-])C=C1)=O

InChI

1S/C7H5N3O2/c8-10-9-6-3-1-5(2-4-6)7(11)12/h1-4H,(H,11,12)

InChI key

PQXPAFTXDVNANI-UHFFFAOYSA-N

General description

4-Azidobenzoic acid is an aromatic azide generally used in copper(I)-catalyzed azide-alkyne cycloaddition reactions.[1]

Application

Review[2]

signalword

Danger

Hazard Classifications

Flam. Liq. 2 - Skin Irrit. 2 - STOT RE 2

target_organs

Blood

Storage Class

3 - Flammable liquids

wgk_germany

WGK 3


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I F Luescher et al.
Immunity, 3(1), 51-63 (1995-07-01)
To study the interaction of the TCR with its ligand, the complex of a MHC molecule and an antigenic peptide, we modified a TCR contact residue of a H-2Kd-restricted antigenic peptide with photoreactive 4-azidobenzoic acid. The photoreactive group was a
Hirokazu Hasuda et al.
Biomaterials, 26(15), 2401-2406 (2004-12-09)
Photoreactive pullulan was prepared, the polymer was photoimmobilized on polymeric or organic surfaces, and its interactions with a protein and a cell type were investigated. The photoreactive pullulan was synthesized by a coupling reaction with 4-azidobenzonic acid. Surface modification was
Todd A Rickett et al.
Biomacromolecules, 12(1), 57-65 (2010-12-07)
Restoring continuity to severed peripheral nerves is crucial to regeneration and enables functional recovery. However, the two most common agents for coaptation, sutures and fibrin glues, have drawbacks such as inflammation, pathogenesis, and dehiscence. Chitosan-based adhesives are a promising alternative
Kai Ling et al.
Journal of biomedical materials research. Part A, 87(1), 52-61 (2007-12-15)
Hydroxypropyl chitosan (HPCS), a water-soluble chitosan derivate, was modified by introducing photoreactive azide groups (4-azidobenzoic acid, Az-) to the amino groups of HPCS, resulting in a photocrosslinkable Az-HPCS. Novel porous chitosan scaffolds thus were fabricated by ultraviolet (UV) light irradiation
Stefan Müller et al.
Journal of materials chemistry. B, 8(3), 416-425 (2019-12-14)
Here, the surface of silicone elastomer was modified with photo-reactive gelatin bearing azidophenyl groups. Two types of gelatin were prepared: one by coupling with azidoaniline and the other by coupling with azidobenzoic acid. The silicone surface was hydrolyzed by oxygen

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