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Merck
CN

404764

4-Acetamidobenzenesulfonyl azide

97%

Synonym(s):

p-ABSA

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About This Item

Linear Formula:
CH3CONHC6H4SO2N3
CAS Number:
2158-14-7
Molecular Weight:
240.24
UNSPSC Code:
12352125
NACRES:
NA.22
PubChem Substance ID:
24865269
MDL number:
MFCD00029626
Beilstein/REAXYS Number:
2219568
Assay:
97%
Form:
solid

Key Documents

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InChI

1S/C8H8N4O3S/c1-6(13)10-7-2-4-8(5-3-7)16(14,15)12-11-9/h2-5H,1H3,(H,10,13)

SMILES string

CC(=O)Nc1ccc(cc1)S(=O)(=O)N=[N+]=[N-]

InChI key

NTMHWRHEGDRTPD-UHFFFAOYSA-N

assay

97%

form

solid

reaction suitability

reaction type: click chemistry

mp

107-111 °C (lit.)

functional group

amide, azide

Quality Level

100

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Related Categories

General description

4-Acetamidobenzenesulfonyl azide is widely used as a reagent in organic synthesis to introduce azide groups into molecules.

Application

Hydroazidation Catalyst for Facile Preparation of Organoazides

Diazo transfer agent.
Reagent for synthesis of:
Monosaccharide-derived alcohols
Non-peptidic NK3 receptor antagonists

Reagent for:
A late-stage intermolecular C-H olefination
Intramolecular isomuenchnone cycloaddition approach to antitumor agents
Rhodium-catalyzed carbene cyclization cycloaddition cascade reaction of vinylsulfonates
Suzuki-Miyaura cross coupling reaction

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
MKDB2298
0000477662
0000477662
MKCX7558
0000294445

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Tetrahedron, 49, 5109-5109 (1993)
Synthetic Communications, 17, 1709-1709 (1987)
Organic Syntheses, 70, 93-93 (1992)
Synthesis of novel aliphatic N-sulfonylamidino thymine derivatives by Cu (I)-catalyzed three-component coupling reaction
L Krstulovi, et al.
Croatica Chemica Acta. Arhiv Za Kemiju, 85, 525-534 (2012)

Articles

Organic Azides and Azide Sources

Since the preparation of the first organic azide, phenyl azide, by Peter Griess in 1864 this energy-rich and versatile class of compounds has enjoyed considerable interest.

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