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Key Documents

A6057

Sigma-Aldrich

4-Azidophenacyl bromide

powder

Synonym(s):

4′-Azido-2-bromoacetophenone, 4-Azido-α-bromoacetophenone

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About This Item

Empirical Formula (Hill Notation):
C8H6BrN3O
CAS Number:
Molecular Weight:
240.06
Beilstein/REAXYS Number:
1961705
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

form

powder

reaction suitability

reaction type: click chemistry
reagent type: cross-linking reagent

color

yellow

solubility

methanol: 50 mg/mL

Storage temp.

2-8°C

SMILES string

BrCC(=O)c1ccc(cc1)N=[N+]=[N-]

InChI

1S/C8H6BrN3O/c9-5-8(13)6-1-3-7(4-2-6)11-12-10/h1-4H,5H2

Inchi Key

LZJPDRANSVSGOR-UHFFFAOYSA-N

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Application

Photoactive, heterobifunctional cross-linking reagent. Typically, the initial reaction couples to sulfhydryl in the pH range 7.0-8.0. Second bonding occurs during UV irradiation (250 nm) via reactive nitrene. The latter bonding is rapid and non-specific.

Caution

Reducing agents such as thiols may reduce the azide to amine and should be avoided. Initial manipulations and coupling should be performed under reduced light.

signalword

Danger

Hazard Classifications

Eye Dam. 1 - Flam. Sol. 1 - Resp. Sens. 1 - Skin Corr. 1B - Skin Sens. 1

Storage Class

4.1B - Flammable solid hazardous materials

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges


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