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Merck

742937

1,4-Diazabicyclo[2.2.2]octane bis(sulfur dioxide) adduct

≥95% (sulfur, elemental analysis)

Synonym(s):

DABCO•(SO2)2, DABSO

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About This Item

Empirical Formula (Hill Notation):
C6H12N2O4S2
CAS Number:
Molecular Weight:
240.30
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352005
MDL number:
Assay:
≥95% (sulfur, elemental analysis)
Form:
powder
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Quality Segment

assay

≥95% (sulfur, elemental analysis)

form

powder

composition

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

storage temp.

2-8°C

SMILES string

[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

Application

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.


pictograms

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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

Storage Class

4.1B - Flammable solid hazardous materials

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable



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