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359556

Sigma-Aldrich

4-Azidoaniline hydrochloride

97%

Synonym(s):

4-Aminophenyl azide hydrochloride

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About This Item

Linear Formula:
N3C6H4NH2 · HCl
CAS Number:
91159-79-4
Molecular Weight:
170.60
Beilstein:
7942921
MDL number:
MFCD00043274
UNSPSC Code:
12352100
PubChem Substance ID:
24862089
NACRES:
NA.22

Assay

97%

reaction suitability

reaction type: click chemistry

mp

165 °C (dec.) (lit.)

SMILES string

Cl.Nc1ccc(cc1)N=[N+]=[N-]

InChI

1S/C6H6N4.ClH/c7-5-1-3-6(4-2-5)9-10-8;/h1-4H,7H2;1H

InChI key

SDYAJRBHPPWHSF-UHFFFAOYSA-N

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Application

4-Azidoaniline hydrochloride is suitable for use in the preparation of photo-reactive polymers, poly(acrylic acid) having encorporated phenylazido groups. It may be used in the preparation of 1-(4-aminophenyl)-1H-[1,2,3]-triazol-4-ylcarbonyl-Phe-Gly-Phe-Gly-OH. It is suitable for use in the synthesis of photo-reactive polysaccharides.

Pictograms

FlameSkull and crossbones
GHS02,GHS06

Signal Word

Danger

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Eye Irrit. 2 - Flam. Sol. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

4.1B - Flammable solid hazardous materials

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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R Barbucci et al.
Biomaterials, 24(6), 915-926 (2002-12-31)
Surface microfabrication techniques were widely utilised for the spatial control of in vitro cell behaviour. A photo-immobilisation procedure was utilised to create micropatterned surfaces: four different stripe patterns (100, 50, 25 and 10 microm) of hyaluronan (Hyal) and its sulphated
D R Nisbet et al.
Journal of biomedical materials research. Part A, 89(1), 24-35 (2008-04-12)
In this study, thermoresponsive xyloglucan hydrogel scaffolds were investigated as candidates for neural tissue engineering of the spinal cord. The hydrogels were optimized to provide similar mechanical properties to that of native spinal cord, although also being functionalized through the
D Stangl et al.
Biochemistry, 30(35), 8605-8611 (1991-09-03)
Calcitonin gene-related peptide (CGRP) receptors were solubilized from human (h) cerebellum with use of the zwitterionic detergent 3-[(3-cholamidopropyl)dimethylammonio]-1-propanesulfonic acid (CHAPS). Scatchard analysis of equilibrium binding data indicated that the soluble extract contained a single class of CGRP binding sites with
Christian W Tornøe et al.
The Journal of organic chemistry, 67(9), 3057-3064 (2002-04-27)
The cycloaddition of azides to alkynes is one of the most important synthetic routes to 1H-[1,2,3]-triazoles. Here a novel regiospecific copper(I)-catalyzed 1,3-dipolar cycloaddition of terminal alkynes to azides on solid-phase is reported. Primary, secondary, and tertiary alkyl azides, aryl azides
Yoshihiro Ito et al.
Biomaterials, 24(18), 3021-3026 (2003-08-05)
A protein micro-array, called a "cell chip" was constructed by using a photo-reactive polymer for a cell-adhesion assay. Various amounts of albumin or fibronectin were covalently immobilized on a polystyrene dish using a micro-spotter with a dip pen. First, poly(acrylic
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