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Merck
CN

742937

Sigma-Aldrich

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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About This Item

经验公式(希尔记法):
C6H12N2O4S2
分子量:
240.30
MDL编号:
UNSPSC代码:
12352005
PubChem化学物质编号:
NACRES:
NA.22

质量水平

检测方案

≥95% (sulfur, elemental analysis)

形式

powder

组成

active SO2, ~50%
carbon, 28.3-31.6%

储存温度

2-8°C

SMILES字符串

[O-]S(=O)[N+]12CC[N+](CC1)(CC2)S([O-])=O

InChI

1S/C6H12N2O4S2/c9-13(10)7-1-2-8(5-3-7,6-4-7)14(11)12/h1-6H2

InChI key

RWISEVUOFYXWFO-UHFFFAOYSA-N

应用

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:
  • 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。

象形图

FlameExclamation mark

警示用语:

Danger

危险分类

Acute Tox. 4 Oral - Aquatic Chronic 3 - Eye Irrit. 2 - Flam. Sol. 1 - Skin Irrit. 2 - STOT SE 3

靶器官

Respiratory system

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable


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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
Palladium-catalyzed annulation of 2-(aryldiazenyl) aniline with dimethyl sulfoxide to access N-aryl-1H-benzo [d] imidazol-1-amine.
Wang H, et al.
Tetrahedron Letters, 58(40), 3875-3878 (2017)
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)
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)

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