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Key Documents

404764

Sigma-Aldrich

4-Acetamidobenzenesulfonyl azide

97%

Synonym(s):

p-ABSA

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About This Item

Linear Formula:
CH3CONHC6H4SO2N3
CAS Number:
Molecular Weight:
240.24
Beilstein:
2219568
MDL number:
UNSPSC Code:
12352125
PubChem Substance ID:
NACRES:
NA.22

Assay

97%

form

solid

reaction suitability

reaction type: click chemistry

mp

107-111 °C (lit.)

SMILES string

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

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)

InChI key

NTMHWRHEGDRTPD-UHFFFAOYSA-N

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General description

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

Application

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

Signal Word

Warning

Hazard Statements

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

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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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)
Tetrahedron, 49, 5109-5109 (1993)
Organic Syntheses, 70, 93-93 (1992)
Synthetic Communications, 17, 1709-1709 (1987)

Articles

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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