119752-83-9 Usage
Description
1,4-Diazabicyclo[2.2.2]octane-1,4-diium-1,4-disulfinate, also known as DABSO, is a charge transfer complex that serves as a sulfur dioxide surrogate in various chemical reactions and processes.
Uses
Used in Palladium-Catalyzed Aminosulfonylation Process:
1,4-Diazabicyclo[2.2.2]octane-1,4-diium-1,4-disulfinate is used as a sulfur dioxide surrogate in the palladium-catalyzed aminosulfonylation process, enabling the formation of sulfonyl-containing compounds.
Used in Synthesis of Sodium Aryl Sulfinate:
In the reaction with aryl bromides, 1,4-Diazabicyclo[2.2.2]octane-1,4-diium-1,4-disulfinate is used to synthesize sodium aryl sulfinates, which are valuable intermediates in the synthesis of various organic compounds.
Used in Activation of DMSO:
1,4-Diazabicyclo[2.2.2]octane-1,4-diium-1,4-disulfinate is used to activate DMSO (dimethyl sulfoxide) for the synthesis of N-aryl-1H-benzo[d]imidazol-1-amine, a compound with potential applications in pharmaceutical and chemical industries.
Used in Activation of o-Vinylanilines:
In the synthesis of 4-aryl quinolines, 1,4-Diazabicyclo[2.2.2]octane-1,4-diium-1,4-disulfinate is used to activate o-vinylanilines, facilitating the formation of the desired quinolines, which are important building blocks in organic chemistry and drug discovery.
Check Digit Verification of cas no
The CAS Registry Mumber 119752-83-9 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,1,9,7,5 and 2 respectively; the second part has 2 digits, 8 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 119752-83:
(8*1)+(7*1)+(6*9)+(5*7)+(4*5)+(3*2)+(2*8)+(1*3)=149
149 % 10 = 9
So 119752-83-9 is a valid CAS Registry Number.
119752-83-9Relevant articles and documents
A Convenient Multigram Synthesis of DABSO Using Sodium Sulfite as SO2 Source
Van Mileghem, Seger,De Borggraeve, Wim M.
, p. 785 - 787 (2017)
A convenient synthesis of DABCO·(SO2)2 (abbreviated as DABSO) is reported. Using a two-chamber setup, sulfur dioxide is generated in one chamber and consumed in the other. This closed system overcomes safety issues related to working
Palladium-catalyzed annulation of 2-(aryldiazenyl) aniline with dimethyl sulfoxide to access N-aryl-1H-benzo[d]imidazol-1-amine
Wang, Hepan,Sun, Song,Cheng, Jiang
supporting information, p. 3875 - 3878 (2017/09/15)
A palladium-catalyzed annulation of 2-(aryldiazenyl) aniline and dimethyl sulfoxide was developed to access N-aryl-1H-benzo[d]imidazol-1-amine in moderate to good yields. Activated by 1,4-diazabicyclo[2.2.2]octane bis(sulfur dioxide) adduct (DABSO), DMSO served as a “[dbnd]CH[sbnd]” fragment during this procedure. It represents a facile pathway leading to benzimidazoles.
Stoichiometric release of SO2 from adducts: Application to the direct synthesis of protected dienes
Martial, Ludovic,Bischoff, Laurent
supporting information, p. 1225 - 1229 (2015/06/02)
Abstract The in situ, stoichiometric release of SO2 was studied from DABSO (DABCO adduct with SO2) and DMAP adduct. When involved in cheletropic additions, free SO2 released by this technique proved much more reactive than its adducts. Some examples of applications towards the direct synthesis of protected dienes from allylic alcohols are given.