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Sigma-Aldrich

4-Imidazoledithiocarboxylic acid

70%, technical grade

Synonym(s):

5-Imidazoledithiocarboxylic acid

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About This Item

Empirical Formula (Hill Notation):
C4H4N2S2
CAS Number:
84824-76-0
Molecular Weight:
144.22
EC Number:
284-227-2
MDL number:
MFCD03428062
UNSPSC Code:
12352005
PubChem Substance ID:
24864427

grade

technical grade

assay

70%

mp

145 °C (dec.) (lit.)

SMILES string

SC(=S)c1c[nH]cn1

InChI

1S/C4H4N2S2/c7-4(8)3-1-5-2-6-3/h1-2H,(H,5,6)(H,7,8)

InChI key

RAUHREXYGRKIOJ-UHFFFAOYSA-N

General description

4-Imidazoledithiocarboxylic acid is an imidazole derivative.

Application

4-Imidazoledithiocarboxylic acid (4(5)-imidazoledithiocarboxylic acid, imidazole-4-dithiocarboxylic acid) is suitable for use in the preparation of imidazole functionalized silica with enhanced metal uptake and 3H-imidazole-4-carbodithioic acid 4-vinyl-benzyl ester, a RAFT (reversible addition-fragmentation chain transfer) agent used in the synthesis of highly-branched polymers.
It may be used in the synthesis of the following:
  • Nucleophilic fatty acid ligands containing imidazole derivatives.
  • Diorganotin (IV) complexes by reacting with diorganotin (IV) dichlorides.
  • 2-(Imidazol-4-yl-4′)benzimidazole by reacting with o-phenylenediamine.

Packaging

5 g in glass bottle

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

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’.

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Reactive silver and cobalt nanoparticles modified with fatty acid ligands functionalized by imidazole derivatives.
Bromberg L, et al.
Chemistry of Materials, 22(18), 5383-5391 (2010)
Azolylimidazoles: Synthetic strategies and medicinal applications.
Turkish Journal of Chemistry 38.1 (2014): 1-27.
Abdelwahab BF and Khidre RE.
Turkish Journal of Chemistry, 38(1), 1-27 (2014)
Highly-branched SMART polymers using styryl dithioate esters.
Carter SR, et al.
Polymer Preprints (American Chemical Society, Division of Polymer Chemistry), 46(2), 253-253 (2005)
Functionalized SiO2 with N-, S- containing ligands for Pb (II) and Cd (II) adsorption.
Grigoropoulou G, et al.
Colloids and Surfaces. A, Physicochemical and Engineering Aspects, 320(1), 25-35 (2008)
Investigation on the coordination modes: Syntheses, characterization and crystal structures of diorganotin (IV) dichloride with 4 (5)-imidazoledithiocarboxylic acid.
Ma C, et al.
Inorgorganica Chimica Acta, 358(11), 5383-5391 (2010)
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