3-Oxo-1,2-benzisothiazol-2-ide 1,1-dioxide

Base Information

• Chemical Name: 3-Oxo-1,2-benzisothiazol-2-ide 1,1-dioxide
• CAS No.: 16766-82-8
• Deprecated CAS: 58238-90-7,934544-60-2,942603-27-2,942603-87-4
• Molecular Formula: C₇H₄NO₃S
• Molecular Weight: 182.18
• European Community (EC) Number: 617-325-4
• DSSTox Substance ID: DTXSID50872456
• Nikkaji Number: J2.250.315D
• Wikidata: Q81978293

Synonyms:Sweeta;3-oxo-1,2-benzisothiazol-2-ide 1,1-dioxide;1,1-dioxo-1,2-benzothiazol-3-olate;16766-82-8;3-oxo-3H-1,2-benzothiazol-2-ide 1,1-dioxide;C7H5NO3S.xH2O.Na;Saccharin sodium salt hydrate;C7-H5-N-O3-S.x-H2-O.Na;856107-05-6;saccharinate;1,2-Benzisothiazol-3(2H)-one, 1,1-dioxide, sodium salt, hydrate;82385-42-0;DTXSID50872456;HMS1607A02;BBL011408;STL146512;AKOS005721201;NCGC00248669-01;LS-190361;EU-0033410;1,1,3-Trioxo-1-thia(VI)-2-azaindan-2-ide;AE-848/33605023

Chemical Property of 3-Oxo-1,2-benzisothiazol-2-ide 1,1-dioxide

Chemical Property:

• XLogP3: 1.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 181.99118916
• Heavy Atom Count: 12
• Complexity: 314

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C(=NS2(=O)=O)[O-]

Refernces

Diruthenium(I,I) catalysts for the formation of β- and γ-lactams via carbenoid C-H insertion of α-diazoacetamides

10.1002/adsc.200606108

The research focuses on the synthesis of β- and γ-lactams through intramolecular carbenoid C-H insertion of α-diazoacetamides using diruthenium(I,I) catalysts. The study investigates the efficiency of various dinuclear Ru(I,I) complexes with different bidentate bridging ligands in catalyzing the cyclization reactions. The reactants include a series of α-diazoacetamides with different N-substituents, such as diethyl, dibutyl, diisopropyl, dibenzyl, and benzyl-isopropyl variants. The catalysts used are of the type [Ru2(μ-L1)2(CO)4L2]2, where L1 can be a bridging acetate, calix[4]arenedicarboxylate, saccharinate, pyridin-2-olate, or triazenide ligand, as well as [RuCl2(pcymene)]2. The experiments involved the preparation of diazoacetamides and their subsequent decomposition using the catalysts. The products were analyzed using techniques such as 1H NMR, 13C NMR, IR spectroscopy, mass spectrometry, and elemental analysis to confirm their structures and determine the yields of the reactions. The study also compared the performance of the ruthenium catalysts with that of Rh2(OAc)4, a commonly used catalyst for such transformations, and observed differences in regioselectivity and chemoselectivity.

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