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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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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
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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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