367818
1,1′-Sulfonyldiimidazole
98%
Synonym(s):
1,1′-Sulfonylbis[1H-imidazole], 1-Imidazol-1-ylsulfonylimidazole, N,N′-Sulfuryldiimidazole
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About This Item
Empirical Formula (Hill Notation):
C6H6N4O2S
CAS Number:
Molecular Weight:
198.20
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352005
EC Number:
230-554-0
MDL number:
Product Name
1,1′-Sulfonyldiimidazole, 98%
InChI key
ZLKNPIVTWNMMMH-UHFFFAOYSA-N
InChI
1S/C6H6N4O2S/c11-13(12,9-3-1-7-5-9)10-4-2-8-6-10/h1-6H
SMILES string
O=S(=O)(n1ccnc1)n2ccnc2
assay
98%
form
solid
mp
135-137 °C (lit.)
Quality Level
Application
1,1′-Sulfonyldiimidazole may be used in the preparation of stable 1:1 complexes of benziodoxole. It may be used in the synthesis of 2,3′-anhydro-2′-deoxyribonucleosides.
General description
The molecule of 1,1′-sulfonyldiimidazole, is reported to possess a pseudo-twofold rotation axis of symmetry passing through the S atom. It undergoes one pot Suzuki Coupling reaction to afford 1-phenylnaphthalene.
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
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Complexes of hypervalent iodine compounds with nitrogen ligands.
Zhdankin VV, et al.
Tetrahedron, 43(33), 5735-5737 (2002)
A facile one-pot synthesis of 2, 3'-anhydro-2'-deoxyuridines via 3'-O-imidazolylsulfonates.
No Z, et al.
Synthetic Communications, 30(21), 3873-3882 (2000)
1, 1'-Sulfonyldiimidazole.
Patel UH, et al.
Acta Crystallographica Section E, Structure Reports Online, 63(8), o3598-o3599 (2007)
Phosphane-free Suzuki-Miyaura coupling of aryl imidazolesulfonates with arylboronic acids and potassium aryltrifluoroborates under aqueous conditions.
Civicos JF, et al.
Chemistry Letters (Jpn), 40(9), 907-909 (2011)
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