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218928

Sigma-Aldrich

Sodium dichloroisocyanurate

96%

Synonym(s):

NaDCC, 3,5-Dichloro-2-hydroxy-4,6-s-triazinedione sodium salt, Dichloro-s-triazinetrione sodium salt

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About This Item

Empirical Formula (Hill Notation):
C3Cl2N3NaO3
CAS Number:
Molecular Weight:
219.95
EC Number:
MDL number:
UNSPSC Code:
12352005
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

96%

form

(Granules or Granular Powder)

reaction suitability

reagent type: oxidant

SMILES string

[Na]N1C(=O)N(Cl)C(=O)N(Cl)C1=O

InChI

1S/C3HCl2N3O3.Na/c4-7-1(9)6-2(10)8(5)3(7)11;/h(H,6,9,10);/q;+1/p-1

InChI key

MSFGZHUJTJBYFA-UHFFFAOYSA-M

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General description

Sodium dichloroisocyanurate (NaDCC) is also used as a precursor to produce hypochlorous acid, a known oxidizing agent used in organic synthesis.

Application

-Reactant or reagent for:

  • N-monochlorination and dehydrochlorination of amino esters
  • Chlorination to detect ammonium via formation of colored zebra-bands in a deteting tube
  • Synthesis of antimicrobial polyurethane additives to control biofilm
  • Preparation of bromochloroisocyanurate for electrophilic cobromination of alkenes and bromination of arenes
NaDCC can be used as:        
  • An oxidizing reagent for the preparation of tetrazene(N–N=N–N)-linked bi(1,2,4-triazole) from 4-amino-1,2,4-triazole by oxidizing N-NH2 functional group.        
  • A chlorinating agent for the N-monochlorination of α-amino esters and α-amino-β-diesters.

It can also be used to prepare NaDCC immobilized magnetic nano-Fe3O4 material, which is used as an excellent disinfectant as well as a wastewater treatment agent.

Disclaimer

The product is not intended for use as a biocide under global biocide regulations, including but not limited to US EPA′s Federal Insecticide Fungicide and Rodenticide Act, European Biocidal Products Regulation, Canada’s Pest Management Regulatory Agency, Turkey’s Biocidal Products Regulation, Korea’s Consumer Chemical Products and Biocide Safety Management Act (K-BPR) and others.

Signal Word

Danger

Hazard Statements

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Eye Dam. 1 - Ox. Sol. 2 - Skin Corr. 1A - STOT SE 3

Target Organs

Respiratory system

Supplementary Hazards

Storage Class Code

4.1A - Other explosive hazardous materials

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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A highly efficient method for the ?, ?-dehydrogenation of ? amino esters and ?-amino- ? -diesters
Pallavicini, M, et al.
Tetrahedron Letters, 51(42), 5540-5542 (2010)
Synthesis of new tetrazene (N-NN-N)-linked bi (1, 2, 4-triazole)
Li Sheng H, et al.
Chinese Chemical Letters = Zhongguo Hua Xue Kuai Bao, 18(10), 1176-1178 (2007)
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