o-Nitrobenzenesulfonyl Azide

Base Information

• Chemical Name: o-Nitrobenzenesulfonyl Azide
• CAS No.: 6655-31-8
• Molecular Formula: C6H5N4O4S+
• Molecular Weight: 228.188
• European Community (EC) Number: 853-144-9
• DSSTox Substance ID: DTXSID40408546
• Nikkaji Number: J1.159.543J
• NSC Number: 92569
• Mol file: 6655-31-8.mol

Synonyms:o-Nitrobenzenesulfonyl Azide;6655-31-8;N-diazo-2-nitrobenzenesulfonamide;2-nitrobenzene-1-sulfonyl azide;NCIOpen2_005978;Benzenesulfonyl azide, 2-nitro-;o-nitrobenzenesulfonylazide;SCHEMBL1683282;DTXSID40408546;MNMURNLWLUKMSZ-UHFFFAOYSA-N;NSC92569;NSC-92569;EN300-192140

Chemical Property of o-Nitrobenzenesulfonyl Azide

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Density: g/cm³
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 2
• Exact Mass: 227.99532580
• Heavy Atom Count: 15
• Complexity: 388

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)[N+](=O)[O-])S(=O)(=O)N=[N+]=[N-]

Technology Process of o-Nitrobenzenesulfonyl Azide

There total 4 articles about o-Nitrobenzenesulfonyl Azide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

2-nitrobenzene-1-sulfonyl fluoride (433-98-7) → o-nitrobenzenesulfonyl azide (6655-31-8)

Guidance literature:

With trimethylsilylazide; 1,8-diazabicyclo[5.4.0]undec-7-ene; In acetonitrile; at 20 ℃; for 1h;

DOI:10.1055/s-0035-1561626

Reference yield: 98.0%

2-Nitrobenzenesulfonyl chloride (1694-92-4) → o-nitrobenzenesulfonyl azide (6655-31-8)

Guidance literature:

With sodium azide; In water; acetone; at 23 ℃; for 2h;

DOI:10.1021/ol040039z

Reference yield: 93.0%

2-nitrobenzenesulfonic acid (80-82-0) → o-nitrobenzenesulfonyl azide (6655-31-8)

Guidance literature:

With sodium azide; trichloroacetonitrile; triphenylphosphine; In acetonitrile; at 20 ℃; for 0.5h;

DOI:10.1055/s-0028-1083600

upstream raw materials:

2-Nitrobenzenesulfonyl chloride

2-nitrobenzenesulfonic acid

2-nitrobenzene-1-sulfonyl fluoride

Downstream raw materials:

4-methyl-1-(2-nitro-benzenesulfonyl)-5-phenothiazin-10-yl-1H-[1,2,3]triazole

N-<2-Nitro-benzolsulfonyl>-dimethylsulfoximin

N-[2-Diazo-1-diethylamino-prop-(E)-ylidene]-2-nitro-benzenesulfonamide

anti-8-chloro-2-(2'-nitrophenylsulfonyl)-2-azabicyclo<3.2.1>octa-3,6-diene

Refernces

• 1、 Green, Sebastian P.,Wheelhouse, Katherine M.,Payne, Andrew D.,Hallett, Jason P.,Miller, Philip W.,Bull, James A.. "Thermal Stability and Explosive Hazard Assessment of Diazo Compounds and Diazo Transfer Reagents". supporting information. p. 67 - 84. Retrieved 2020/01/31.
• 2、 Chen, Ming,Jian, Yong,Xia, Wujiong,Yang, Chao. "Nitroacenaphthene as a New Photocatalyst for the Synthesis of Sulfonyl Amidines". . p. 4425 - 4433. Retrieved 2019/11/21.