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Merck
CN

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:
119752-83-9
分子量:
240.30
NACRES:
NA.22
PubChem Substance ID:
329765601
UNSPSC Code:
12352005
MDL number:
MFCD22377802

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产品名称

1,4-二氮杂二环[2.2.2]辛烷二(二氧化硫)加合物, ≥95% (sulfur, elemental analysis)

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

100

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：
  • 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。

pictograms

FlameExclamation mark
GHS02,GHS07

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

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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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)
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 aminosulfonylation of aryl halides.
Nguyen B, et al.
Journal of the American Chemical Society, 132(46), 16372-16373 (2010)
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)
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)
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