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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)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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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