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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

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
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
P Romero et al.
Journal of immunological methods, 171(1), 73-84 (1994-05-02)
A novel procedure is presented describing the induction of antigen-specific cytolytic T lymphocytes (CTL) in vivo, that uses as immunogen syngeneic Concanavalin A stimulated spleen cells expressing H-2Kd (Kd) molecules photocrosslinked with a photoreactive peptide derivative. The Kd restricted Plasmodium
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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