4-Acetamidobenzenesulfonyl azide
Uses- Product Name
- 4-Acetamidobenzenesulfonyl azide
- CAS No.
- 2158-14-7
- Chemical Name
- 4-Acetamidobenzenesulfonyl azide
- Synonyms
- P-ABSA;P-ACETAMIDOBENZENESULFONYL AZIDE;N-(4-azidosulfonylphenyl)acetamide;DKSI122;DKFELEX0337;4-AcetamidobenzenesuL;4-acetamidobenzenesulphon;4-Acetamidobenzenesulfonyl;4-ACETAMIDENZENESULFONYLAZIDE;Acetaminobenzenesulfonyl azide
- CBNumber
- CB8746801
- Molecular Formula
- C8H8N4O3S
- Formula Weight
- 240.24
- MOL File
- 2158-14-7.mol
4-Acetamidobenzenesulfonyl azide Property
- Melting point:
- 107-111 °C (lit.)
- storage temp.
- 2-8°C
- form
- powder to crystal
- color
- White to Amber to Dark purple
- Water Solubility
- Insoluble in water.
- BRN
- 2219568
- InChI
- 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)
- InChIKey
- NTMHWRHEGDRTPD-UHFFFAOYSA-N
- SMILES
- C1(S(=O)(=O)N=[N+]=[N-])=CC=C(NC(=O)C)C=C1
- CAS DataBase Reference
- 2158-14-7(CAS DataBase Reference)
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P271Use only outdoors or in a well-ventilated area.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- 404764
- Product name
- 4-Acetamidobenzenesulfonyl azide
- Purity
- 97%
- Packaging
- 5g
- Price
- $57.1
- Updated
- 2026/03/19
- Product number
- 404764
- Product name
- 4-Acetamidobenzenesulfonyl azide
- Purity
- 97%
- Packaging
- 25g
- Price
- $128
- Updated
- 2026/03/19
- Product number
- A1786
- Product name
- 4-Acetamidobenzenesulfonyl Azide
- Purity
- >98.0%(HPLC)
- Packaging
- 5g
- Price
- $32
- Updated
- 2026/03/19
- Product number
- A1786
- Product name
- 4-Acetamidobenzenesulfonyl Azide
- Purity
- >98.0%(HPLC)
- Packaging
- 25g
- Price
- $94
- Updated
- 2026/03/19
- Product number
- A1786
- Product name
- 4-Acetamidobenzenesulfonyl Azide
- Purity
- >98.0%(HPLC)
- Packaging
- 100g
- Price
- $304
- Updated
- 2026/03/19
4-Acetamidobenzenesulfonyl azide Chemical Properties,Usage,Production
Uses
4-Acetamidobenzenesulfonyl azide is an important organic intermediate (building block) to synthetize substituted amidobenzene products.
Uses
4-Acetamidobenzenesulfonyl azide is used as a hydroazidation catalyst for facile preparation of organoazides. It is used as a reagent for synthesis of: monosaccharide-derived alcohols, a late-stage intermolecular C-H olefination, intramolecular isomuenchnone cycloaddition approach to antitumor agents, rhodium-catalyzed carbene cyclization cycloaddition cascade reaction of vinylsulfonates and Suzuki-Miyaura cross coupling reaction.
Uses
Hydroazidation Catalyst for Facile Preparation of Organoazides
Diazo transfer agent.
reaction suitability
reaction type: click chemistry
Synthesis
To a solution of CCA(0.1548 g, 0.6 mmol) in tetrahydrofuran (3-5 mL), PPh3 (0.5246 g, 2 mmol)was added at 0-5°C with stirring. A white suspension was formed to which p-toluenesulfonic acid (0.1720 g, 1 mmol) was added and stirring continued for 15 min. NaN3 (0.065 g, 1 mmol) was added and the temperature was raised up to room temperature. Stirring was continued for 1 min at room temperature. After completion of the reaction (TLC), the reaction mixture was concentrated, washed with EtOAc (4-6 mL), and cold distilled water (5 mL). The organic layer was dried with anhydrous Na2SO4, passed through a short silica-gel column using n-hexane/ethylacetate (10/1) as eluent. 4-Acetamidobenzenesulfonyl azide was obtained after removing the solvent under reduced pressure.
structure and hydrogen bonding
Under ambient conditions, 4-acetamidobenzenesulfonyl azide (4-ABSA) belongs to a monoclinic structure with a P21 space group and cell parameters of a = 8.0529 Å, b = 22.988 Å, c = 8.3123 Å, β=93.534°, respectively. The hydrogen-bonding interactions allow molecules to pair up and form π-stacked dimers. The studies of NH4N3 have reported that the hydrogen bonds are affected by the rotation of azide ions with increasing pressure. The cooperativity of hydrogen bonds and π-stacking interactions allow 4-ABSA to become an attractive candidate for studying the influence of non-covalent interactions within the organic azides in the compression process. In addition, the bent azide groups of 4-ABSA are crucial for electron orbit hybridization and nitrogen polymerization.
References
[1] Junru Jiang. “High-Pressure Studies of 4-Acetamidobenzenesulfonyl Azide: Combined Raman Scattering, IR Absorption, and Synchrotron X-ray Diffraction Measurements.” The Journal of Physical Chemistry B 120 46 (2016): 12015–12022.
4-Acetamidobenzenesulfonyl azide Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from 4-Acetamidobenzenesulfonyl azide manufacturers
- Product
- 4-Acetamidobenzenesulfonyl azide 2158-14-7
- Price
- US $0.00-0.00/KG
- Min. Order
- 1KG
- Purity
- 99%MIN
- Supply Ability
- 1MT
- Release date
- 2026-01-06
- Product
- 4-Acetamidobenzenesulfonyl azide 2158-14-7
- Price
- US $100.00-1.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- g-kg-tons, free sample is available
- Release date
- 2023-12-25
- Product
- 4-Acetamidobenzenesulfonylazide 2158-14-7
- Price
- US $0.00/KG
- Min. Order
- 1KG
- Purity
- 98.2%
- Supply Ability
- 100 tons
- Release date
- 2022-01-14