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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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About This Item

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

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.

Application

Review

Signal Word

Danger

Hazard Statements

Hazard Classifications

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

Target Organs

Blood

Storage Class Code

3 - Flammable liquids

WGK

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
Denise Zujur et al.
Journal of applied biomaterials & functional materials, 13(3), e210-e219 (2015-06-26)
In this work, chitosan (CH) was used to produce a novel coating for Ti6Al4V, the most widely used alloy in orthopedic implants, so as to improve the biological tissue response at the metallic surface. The Ti6Al4V surface was sandblasted with
Aiping Zhu et al.
Biomaterials, 23(23), 4657-4665 (2002-09-27)
Chitosan (CS) was covalently immobilized onto polylactic acid (PLA) film surface using the photosensitive hetero-bifunctional crosslinking reagent, 4-azidobenzoic acid, which was previously bonded to chitosan by reaction between an acid group of the crosslinking reagent and a free amino group
Bao Li et al.
Regenerative biomaterials, 5(3), 159-166 (2018-06-27)
Photo-reactive poly(vinyl alcohol) (PRPVA) was synthesized by introduction of phenyl azido groups into poly(vinyl alcohol) (PVA) and applied for surface modification. PRPVA was grafted onto cell culture plate surface homogeneously or in a micropattern. Human mesenchymal stem cells (hMSCs) cultured
Renxun Chen et al.
Biofouling, 25(6), 517-524 (2009-05-02)
Infection associated with implanted biomaterials is common and costly and such infections are extremely resistant to antibiotics and host defenses. Consequently, there is a need to develop surfaces which resist bacterial adhesion and colonization. The broad spectrum synthetic cationic peptide

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