4-Acetamidobenzenesulfonyl azide
- CAS No.
- 2158-14-7
- Chemical Name:
- 4-Acetamidobenzenesulfonyl azide
- Synonyms
- P-ABSA;P-ACETAMIDOBENZENESULFONYL AZIDE;N-(4-azidosulfonylphenyl)acetamide;DKFELEX0337;4-AcetamidobenzenesuL;4-acetamidobenzenesulphon;4-Acetamidobenzenesulfonyl;4-ACETAMIDENZENESULFONYLAZIDE;Acetaminobenzenesulfonyl azide;4-ACETAMIDOBENZENESULFONYL AZIDE
- CBNumber:
- CB8746801
- Molecular Formula:
- C8H8N4O3S
- Molecular Weight:
- 240.24
- MDL Number:
- MFCD00029626
- MOL File:
- 2158-14-7.mol
- MSDS File:
- SDS
| 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) |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Warning | |||||||||
| Hazard statements | H315-H319-H335 | |||||||||
| Precautionary statements | P261-P264-P271-P280-P302+P352-P305+P351+P338 | |||||||||
| Hazard Codes | Xi | |||||||||
| Risk Statements | 36/37/38 | |||||||||
| Safety Statements | 26-37/39 | |||||||||
| WGK Germany | 3 | |||||||||
| HS Code | 29350090 | |||||||||
| NFPA 704 |
|
4-Acetamidobenzenesulfonyl azide price More Price(29)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | 404764 | 4-Acetamidobenzenesulfonyl azide 97% | 2158-14-7 | 5g | $52 | 2024-03-01 | Buy |
| Sigma-Aldrich | 404764 | 4-Acetamidobenzenesulfonyl azide 97% | 2158-14-7 | 25g | $116 | 2024-03-01 | Buy |
| TCI Chemical | A1786 | 4-Acetamidobenzenesulfonyl Azide >98.0%(HPLC) | 2158-14-7 | 5g | $32 | 2024-03-01 | Buy |
| TCI Chemical | A1786 | 4-Acetamidobenzenesulfonyl Azide >98.0%(HPLC) | 2158-14-7 | 25g | $94 | 2024-03-01 | Buy |
| Alfa Aesar | L15916 | 4-Acetamidobenzenesulfonyl azide, 97% | 2158-14-7 | 5g | $27.65 | 2024-03-01 | Buy |
4-Acetamidobenzenesulfonyl azide Chemical Properties,Uses,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.
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
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| Shanghai Z&T Chemical Co., Ltd | +86-021-33561011 +8613818804961 | Sales@ztchemical.com.cn | China | 402 | 58 |
| Henan Fengda Chemical Co., Ltd | +86-371-86557731 +86-13613820652 | info@fdachem.com | China | 20286 | 58 |
| Shanghai Daken Advanced Materials Co.,Ltd | +86-371-66670886 | info@dakenam.com | China | 18775 | 58 |
| Henan Tianfu Chemical Co.,Ltd. | +86-0371-55170693 +86-19937530512 | info@tianfuchem.com | China | 21634 | 55 |
| ATK CHEMICAL COMPANY LIMITED | +undefined-21-51877795 | ivan@atkchemical.com | China | 32957 | 60 |
| career henan chemical co | +86-0371-86658258 +8613203830695 | sales@coreychem.com | China | 29881 | 58 |
| Accela ChemBio Inc. | +1-858-6993322 | info@accelachem.com | United States | 17453 | 58 |
| Chongqing Chemdad Co., Ltd | +86-023-6139-8061 +86-86-13650506873 | sales@chemdad.com | China | 39894 | 58 |
| Alchem Pharmtech,Inc. | 8485655694 | sales@alchempharmtech.com | United States | 63687 | 58 |
| CONIER CHEM AND PHARMA LIMITED | +8618523575427 | sales@conier.com | China | 49374 | 58 |
Related articles
- What is 4-Acetamidobenzenesulfonyl azide?
- 4-Acetamidobenzenesulfonyl azide is an important organic intermediate (building block) to synthetize substituted amidobenzene ....
- Feb 18，2020
View Lastest Price from 4-Acetamidobenzenesulfonyl azide manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
 |
2024-11-19 | 4-Acetamidobenzenesulfonyl azide
2158-14-7
|
US $74.00-51.00 / mg | ≥95% | 10g | TargetMol Chemicals Inc. | ||
 |
2023-12-26 | 4-Acetamidobenzenesulfonyl azide
2158-14-7
|
US $100.00-1.00 / KG | 1KG | 99% | g-kg-tons, free sample is available | Henan Fengda Chemical Co., Ltd | |
 |
2022-01-15 | 4-Acetamidobenzenesulfonylazide
2158-14-7
|
US $0.00 / KG | 1KG | 98.2% | 100 tons | Honest Joy Holdings Limited
|
-
- 4-Acetamidobenzenesulfonyl azide
2158-14-7
- US $74.00-51.00 / mg
- ≥95%
- TargetMol Chemicals Inc.
-
- 4-Acetamidobenzenesulfonyl azide
2158-14-7
- US $100.00-1.00 / KG
- 99%
- Henan Fengda Chemical Co., Ltd
-
- 4-Acetamidobenzenesulfonylazide
2158-14-7
- US $0.00 / KG
- 98.2%
- Honest Joy Holdings Limited