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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


Certificates of Analysis (COA)

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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
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
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
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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