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392146

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

Signal Word

Warning

Hazard Statements

H315,H319,H335

Precautionary Statements

P302 + P352 - P305 + P351 + P338

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

392146-5G:
392146-VAR:
392146-25G:
392146-BULK:

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)
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)
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)
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