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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

Quality Level

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)

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

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