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4-Acetamidobenzenesulfonyl azide

CAS No.
2158-14-7
Chemical Name:
4-Acetamidobenzenesulfonyl azide
Synonyms
P-ABSA;P-ACETAMIDOBENZENESULFONYL AZIDE;N-(4-azidosulfonylphenyl)acetamide;4-AcetamidobenzenesuL;4-acetamidobenzenesulphon;4-Acetamidobenzenesulfonyl;4-ACETAMIDENZENESULFONYLAZIDE;Acetaminobenzenesulfonyl azide;4-ACETAMIDOBENZENESULFONYL AZIDE;4-ACETAMIDOBENZENESULPHONYL AZIDE
CBNumber:
CB8746801
Molecular Formula:
C8H8N4O3S
Molecular Weight:
240.24
MDL Number:
MFCD00029626
MOL File:
2158-14-7.mol
MSDS File:
SDS
Last updated:2023-12-25 17:47:29

4-Acetamidobenzenesulfonyl azide Properties

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)  GHS hazard pictograms
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
1
2 0

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
Product number Packaging Price Buy
404764 5g $52 Buy
404764 25g $116 Buy
A1786 5g $32 Buy
A1786 25g $94 Buy
L15916 5g $27.65 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.
4-Acetamidobenzenesulfonyl azide

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

Global( 299)Suppliers
Supplier Tel Email Country ProdList Advantage
Shanghai Z&T Chemical Co., Ltd
+86-21-33561011 13818804961 Sales@ztchemical.com.cn China 402 58
Henan Fengda Chemical Co., Ltd
+8613613820652 info@fdachem.com China 5505 58
Shanghai Daken Advanced Materials Co.,Ltd
+86-371-66670886 info@dakenam.com China 14936 58
Henan Tianfu Chemical Co.,Ltd.
+86-0371-55170693 +86-19937530512 info@tianfuchem.com China 21700 55
ATK CHEMICAL COMPANY LIMITED
+undefined-21-51877795 ivan@atkchemical.com China 32480 60
career henan chemical co
+86-0371-86658258 sales@coreychem.com China 29914 58
Accela ChemBio Inc.
(+1)-858-699-3322 info@accelachem.com United States 19965 58
Chongqing Chemdad Co., Ltd
+86-023-61398051 +8613650506873 sales@chemdad.com China 39916 58
Alchem Pharmtech,Inc.
8485655694 sales@alchempharmtech.com United States 63711 58
CONIER CHEM AND PHARMA LIMITED
+8618523575427 sales@conier.com China 47465 58

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View Lastest Price from 4-Acetamidobenzenesulfonyl azide manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
4-Acetamidobenzenesulfonyl azide pictures 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
4-Acetamidobenzenesulfonylazide pictures 2022-01-15 4-Acetamidobenzenesulfonylazide
2158-14-7
US $0.00 / KG 1KG 98.2% 100 tons Honest Joy Holdings Limited
4-Acetamidobenzenesulfonyl azide pictures 2020-01-08 4-Acetamidobenzenesulfonyl azide
2158-14-7
US $0.10 / KG 1KG 99.0% 1000 tons Shaanxi Dideu Medichem Co. Ltd
4-ACETYLAMINOBENZENESULFONYL AZIDE 4-acetamidobenzenesulphon 4-ACETAMIDENZENESULFONYLAZIDE 4-Acetamidobenzenesulfonyl azide,p-ABSA 4-acetaMidobenzene-1-sulfonyl azide 4-(Acetylamino)benzenesulphonyl azide, 4-(Azidosulphonyl)acetanilide, p-ABSA Benzenesulfonyl azide, 4-(acetylaMino)- 4-AcetaMidobenzenesulfonyl azide 97% 4-ACETAMIDOBENZENESULPHONYL AZIDE 4-ACETAMIDOBENZENESULFONYL AZIDE 4-AcetamidobenzenesulfonylAzide> 4-Acetamidobenzenesulfonyl azide, 97%, for synthesis 4-AcetamidobenzenesuL 4-Acetamidobenzenesulfonyl azide ISO 9001:2015 REACH TIANFUCHEM--2158-14-7---4-Acetamidobenzenesulfonyl azide N-(4-azidosulfonylphenyl)acetamide P-ABSA P-ACETAMIDOBENZENESULFONYL AZIDE 4-Acetamidobenzenesulfonyl Acetaminobenzenesulfonyl azide P-acetylaminobenzenesulfonyl azide 2158-14-7 C8H8N4O3S C8subH8N4O3S C9H9N4O3S CH3CONHC6H4SO2N3 C-X Bond Formation (Non-Halogen) Synthetic Reagents Azidation/Diazo Transfer Benzene derivates Pyridines