1,4-Diazabicyclo[2.2.2]octane-1,4-diium-1,4-disulfinate

Base Information

• Chemical Name: 1,4-Diazabicyclo[2.2.2]octane-1,4-diium-1,4-disulfinate
• CAS No.: 119752-83-9
• Molecular Formula: C6H12N2O4S2
• Molecular Weight: 240.304
• Hs Code.: 2933990090
• Mol file: 119752-83-9.mol

Synonyms:1,4-Diazabicyclo[2.2.2]octane-1,4-diium-1,4-disulfinate;1,4-Diazabicyclo[2.2.2]octane bis(sulfur dioxide) adduct;1,4-Diazabicyclo[2.2.2]octane bis(sulfur dioxide) adduct >=95% (sulfur, eleMental analysis);DABSO;1,4-Diazoniabicyclo[2.2.2]octane-1,4-disulphinate;1,4-Diazoniabicyclo[2.2.2]octane-1,4-disulfinate

Chemical Property of 1,4-Diazabicyclo[2.2.2]octane-1,4-diium-1,4-disulfinate

Chemical Property:

• Melting Point: 180 °C(dec.)
• PSA: 157.18000
• LogP: 0.31460
• Storage Temp.: 2-8°C
• Water Solubility.: Soluble in water

Purity/Quality:

98%,99%, ^*data from raw suppliers

1,4-Diazabicyclo[2.2.2]octane bis(sulfur dioxide) adduct ^*data from reagent suppliers

Safty Information:

• Hazard Codes: F,Xn
• Statements: 11-22-36/37/38-52/53
• Safety Statements: 26-60

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 1,4-Diazabicyclo[2.2.2]octane bis(sulfur dioxide) (DABSO) is a charge transfer complex that can be used as a sulfur dioxide surrogate:In palladium-catalyzed aminosulfonylation process.In reaction with aryl bromides to synthesize sodium aryl sulfinates.It can also be used to activate DMSO and o-vinylanilines for the synthesis of N-aryl-1H-benzo[d]imidazol-1-amine and 4-aryl quinolines, respectively.

Technology Process of 1,4-Diazabicyclo[2.2.2]octane-1,4-diium-1,4-disulfinate

There total 1 articles about 1,4-Diazabicyclo[2.2.2]octane-1,4-diium-1,4-disulfinate 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: 100.0%

1,4-diaza-bicyclo[2.2.2]octane (280-57-9,88935-43-7) → 1,4-diazabicyclo [2.2.2] octane-1,4-diium-1,4-disulfinate (119752-83-9)

Guidance literature:

With sulfur dioxide;

DOI:10.1021/ol201957n

Reference yield: 89.0%

bromobenzene (108-86-1,52753-63-6) + 1,4-diazabicyclo [2.2.2] octane-1,4-diium-1,4-disulfinate (119752-83-9) + benzyl bromide (100-39-0) → Benzyl phenyl sulfone (3112-88-7)

Guidance literature:

bromobenzene; 1,4-diazabicyclo [2.2.2] octane-1,4-diium-1,4-disulfinate; With magnesium; lithium chloride; In tetrahydrofuran; at 20 ℃; for 1h; Flow reactor;

benzyl bromide; In tetrahydrofuran; N,N-dimethyl-formamide; at 120 ℃; for 2h; Flow reactor; Inert atmosphere;

DOI:10.1021/acs.orglett.7b01590

Reference yield: 83.0%

1,4-diazabicyclo [2.2.2] octane-1,4-diium-1,4-disulfinate (119752-83-9) + C33H34BF5N2 → C33H34BF5N2O2S

Guidance literature:

In benzene-d6; at 20 ℃; for 0.0333333h;

DOI:10.1002/anie.202106724

upstream raw materials:

1,4-diaza-bicyclo[2.2.2]octane

Downstream raw materials:

Benzyl phenyl sulfone

fluorosulfonyl fluoride

Refernces

• 1、 Yuan, Jin,Yu, Jin-Tao,Jiang, Yan,Cheng, Jiang. "Carbon annulation of ortho-vinylanilines with dimethyl sulfoxide to access 4-aryl quinolines". supporting information. p. 1334 - 1337. Retrieved 2017/02/15.
• 2、 -. "Preparation method of aromatic sulfinic acid compound". Paragraph 0024; 0025; 0030. . Retrieved 2017/09/26.