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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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$95.40
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About This Item

经验公式（希尔记法）:
C6H12N2O4S2
CAS号:
119752-83-9
分子量:
240.30
MDL编号:
MFCD22377802
UNSPSC代码:
12352005
PubChem化学物质编号:
329765601
NACRES:
NA.22

$95.40

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质量水平

100

方案

≥95% (sulfur, elemental analysis)

表单

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[1]，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。[2]
  • 与芳基溴化物反应合成芳基钠。[3]

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[4]和4-芳基喹啉。[5]

象形图

FlameExclamation mark
GHS02,GHS07

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

储存分类代码

4.1B - Flammable solid hazardous materials

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number
BCCK0148
BCBV9999
BCBM7813V
BCBP1068V
BCBN6615V

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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)
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)
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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Research in the Willis group is focused on the development of new catalysts and reactions for synthetic chemistry. The group is particularly interested in addressing synthetic challenges that are applicable to the pharmaceutical and agrochemical industries.

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