Skip to Content
MilliporeSigma
All Photos(1)

Documents

367818

Sigma-Aldrich

1,1′-Sulfonyldiimidazole

98%

Sign Into View Organizational & Contract Pricing

Synonym(s):
1,1′-Sulfonylbis[1H-imidazole], 1-Imidazol-1-ylsulfonylimidazole, N,N′-Sulfuryldiimidazole
Empirical Formula (Hill Notation):
C6H6N4O2S
CAS Number:
Molecular Weight:
198.20
EC Number:
MDL number:
UNSPSC Code:
12352005
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

98%

form

solid

mp

135-137 °C (lit.)

SMILES string

O=S(=O)(n1ccnc1)n2ccnc2

InChI

1S/C6H6N4O2S/c11-13(12,9-3-1-7-5-9)10-4-2-8-6-10/h1-6H

InChI key

ZLKNPIVTWNMMMH-UHFFFAOYSA-N

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.

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.

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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)
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)
Complexes of hypervalent iodine compounds with nitrogen ligands.
Zhdankin VV, et al.
Tetrahedron, 43(33), 5735-5737 (2002)
1, 1'-Sulfonyldiimidazole.
Patel UH, et al.
Acta Crystallographica Section E, Structure Reports Online, 63(8), o3598-o3599 (2007)

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service