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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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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

WGK

WGK 3

Regulatory Information

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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
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
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
Lu Sun et al.
Sheng wu yi xue gong cheng xue za zhi = Journal of biomedical engineering = Shengwu yixue gongchengxue zazhi, 23(2), 370-374 (2006-05-19)
Grafting of poly (ethylene glycol) (PEG) on the surface of polysulfone (PSF) sheets by simultaneous or sequential UV irradiation with 4-azidobenzoic acid as the photocoupler was carried out. Water contact angle measurements showed that there was a great improvement of

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