ChemicalBook > Product Catalog >Organic Chemistry >Hydrocarbons and derivatives >Hydrocarbon sulfonate >4-Acetamidobenzenesulfonyl azide

4-Acetamidobenzenesulfonyl azide

4-Acetamidobenzenesulfonyl azide Structure
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
Molecular Weight:
240.24
MOL File:
2158-14-7.mol
MSDS File:
SDS
Modify Date:
2025/1/27 9:38:02

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) 
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(7)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) 404764 4-Acetamidobenzenesulfonyl azide 97% 2158-14-7 5G ₹1948.5 2022-06-14 Buy
Sigma-Aldrich(India) 404764 4-Acetamidobenzenesulfonyl azide 97% 2158-14-7 25G ₹6440.88 2022-06-14 Buy
TCI Chemicals (India) A1786 4-Acetamidobenzenesulfonyl Azide 2158-14-7 5G ₹2400 2022-05-26 Buy
TCI Chemicals (India) A1786 4-Acetamidobenzenesulfonyl Azide 2158-14-7 25G ₹6800 2022-05-26 Buy
TCI Chemicals (India) A1786 4-Acetamidobenzenesulfonyl Azide 2158-14-7 100G ₹16500 2022-05-26 Buy
Product number Packaging Price Buy
404764 5G ₹1948.5 Buy
404764 25G ₹6440.88 Buy
A1786 5G ₹2400 Buy
A1786 25G ₹6800 Buy
A1786 100G ₹16500 Buy

4-Acetamidobenzenesulfonyl azide Chemical Properties,Uses,Production

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.

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( 316)Suppliers
Supplier Tel Country ProdList Advantage Inquiry
GLR Innovations +91 9891111994 New Delhi, India 4535 58 Inquiry
REDDY N REDDY PHARMACEUTICALS +91-9848096759 +91-9848096759 Hyderabad, India 1989 58 Inquiry
Innovative Labs +91-9885794886 +91-9885794886 Telangana, India 219 58 Inquiry
Sakam Finechem Pvt., Ltd. 91-40-40271222 Hyderabad, India 556 58 Inquiry
Vihasifinechem Pvt Ltd -40110230 Hyderabad, India 29 58 Inquiry
Ms Life Sciences 08048372386Ext 826 Hyderabad, India 341 58 Inquiry
Innovative Labs 91--9885794886 Mallapur, India 110 58 Inquiry
Vihasibio Sciences Private Limited -40110230 Hyderabad, India 391 58 Inquiry
TCI Chemicals (India) Pvt. Ltd. 1800 425 7889 New Delhi, India 6768 58 Inquiry
Alfa Aesar 1 800 209 7001 Maharashtra, India 6905 58 Inquiry

Related articles

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 DKFELEX0337 DKSI122 2158-14-7 C8H8N4O3S C8subH8N4O3S C9H9N4O3S CH3CONHC6H4SO2N3 C-X Bond Formation (Non-Halogen) Synthetic Reagents Azidation/Diazo Transfer Benzene derivates Pyridines