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Merck
CN

727466

4-Azidotoluene solution

~0.5 M in tert-butyl methyl ether, ≥95.0% (HPLC)

Synonym(s):

1-Azido-4-methylbenzene solution, 4-Methylphenyl azide solution, p-Tolyl azide solution

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About This Item

Empirical Formula (Hill Notation):
C7H7N3
CAS Number:
Molecular Weight:
133.15
UNSPSC Code:
12352200
NACRES:
NA.22
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
1841411
Assay:
≥95.0% (HPLC)
Form:
liquid
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Quality Level

assay

≥95.0% (HPLC)

form

liquid

concentration

~0.5 M in tert-butyl methyl ether

impurities

≤2.0% water

storage temp.

−20°C

SMILES string

Cc1ccc(cc1)N=[N+]=[N-]

InChI

1S/C7H7N3/c1-6-2-4-7(5-3-6)9-10-8/h2-5H,1H3

InChI key

YVXDRCDGBCOJHX-UHFFFAOYSA-N

General description

4-Azidotoluene is an aromatic azide generally used in copper(I)-catalyzed azide-alkyne cycloaddition reactions.

Application

4-Azidotoluene solution may be used for the functionalization at the axial position of boron subphthalocyanines with a terminal acetylene functionality via copper(I)-catalyzed azide-alkyne cycloaddition in the presence of Hunig′s base.

Disclaimer

Supply conditions do not apply to the regions and states of Brazil: North, Northeast, Mato Grosso do Sul, Mato Grosso, and Rio Grande do Sul.


pictograms

FlameExclamation mark

signalword

Danger

hcodes

Hazard Classifications

Flam. Liq. 2 - Skin Irrit. 2

Storage Class

3 - Flammable liquids

wgk

WGK 3

flash_point_f

-18.4 °F

flash_point_c

-28 °C

Regulatory Information

危险化学品

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Acetylenic Scaffolding with Subphthalocyanines.
Gotfredsen H, et al.
European Journal of Organic Chemistry, 2016(1), 17-21 (2016)
Ju Eun Jeon et al.
Cell, 180(1), 176-187 (2020-01-11)
In response to biotic stress, plants produce suites of highly modified fatty acids that bear unusual chemical functionalities. Despite their chemical complexity and proposed roles in pathogen defense, little is known about the biosynthesis of decorated fatty acids in plants.
Cu-catalyzed azide? alkyne cycloaddition
Meldal M & Torn?e CW
Chemical Reviews, 108(8), 2952-3015 (2008)



Global Trade Item Number

SKUGTIN
727466-10ML04061838076243
727466-50ML04061838111562