742937
1,4-二氮杂二环[2.2.2]辛烷二(二氧化硫)加合物
≥95% (sulfur, elemental analysis)
别名:
DABCO•(SO2)2, DABSO
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关于此项目
经验公式（希尔记法）:
C6H12N2O4S2
化学文摘社编号:
分子量:
240.30
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352005
MDL number:
Assay:
≥95% (sulfur, elemental analysis)
Form:
powder
InChI
1S/C6H12N2O4S2/c9-13(10)7-1-2-8(5-3-7,6-4-7)14(11)12/h1-6H2
SMILES string
[O-]S(=O)[N+]12CC[N+](CC1)(CC2)S([O-])=O
InChI key
RWISEVUOFYXWFO-UHFFFAOYSA-N
assay
≥95% (sulfur, elemental analysis)
form
powder
composition
active SO2, ~50% , carbon, 28.3-31.6%
storage temp.
2-8°C
Quality Level
Application
1,4-二氮杂双环[2.2.2]辛烷双（二氧化硫）加合物(DABSO)是以一种电荷转移络合物，可用作以下应用的二氧化硫替代物的：
也可用于活化DMSO和邻乙烯基苯胺，分别用于合成N-芳基-1H-苯并[d]咪唑-1-胺和4-芳基喹啉。
- 钯催化的氨基磺酰化工艺。
- 与芳基溴化物反应合成芳基钠。
也可用于活化DMSO和邻乙烯基苯胺，分别用于合成N-芳基-1H-苯并[d]咪唑-1-胺和4-芳基喹啉。
signalword
Danger
Hazard Classifications
Acute Tox. 4 Oral - Aquatic Chronic 3 - Eye Irrit. 2 - Flam. Sol. 1 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
存储类别
4.1B - Flammable solid hazardous materials
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
Palladium-catalyzed aminosulfonylation of aryl halides.
Nguyen B, et al.
Journal of the American Chemical Society, 132(46), 16372-16373 (2010)
Bao Nguyen et al.
Journal of the American Chemical Society, 132(46), 16372-16373 (2010-10-30)
The palladium-catalyzed three-component coupling of aryl iodides, sulfur dioxide, and hydrazines to deliver aryl N-aminosulfonamides is described. The colorless crystalline solid DABCO·(SO(2))(2) was used as a convenient source of sulfur dioxide. The reaction tolerates significant variation of both the aryl
Carbon annulation of ortho-vinylanilines with dimethyl sulfoxide to access 4-aryl quinolines.
Yuan J, et al.
Organic & Biomolecular Chemistry, 15(6), 1334-1337 (2017)
Synthesis of sodium aryl sulfinates from aryl bromides employing 1, 4-diazabicyclo [2.2. 2] octane bis (sulfur dioxide) adduct (DABSO) as a bench-stable, gas-free alternative to SO2.
Skillinghaug B, et al.
Tetrahedron Letters, 57(5), 533-536 (2016)
DABCO-bis (sulfur dioxide), DABSO, as a convenient source of sulfur dioxide for organic synthesis: utility in sulfonamide and sulfamide preparation.
Woolven H, et al.
Organic Letters, 13(18), 4876-4878 (2011)
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