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2,3-Dichloro-5,6-dicyano-1,4-benzoquinone, 98%, Thermo Scientific Chemicals

Product Code. 11473844
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Quantity:
10 g
50 g
250 g

2,3-Dichloro-5,6-dicyano-1,4-benzoquinone is used as a reagent for oxidative couplings and cyclization reactions and dehydrogenation of alcohols, phenols and steroid ketones. It is also used in the synthesis of 1,2-benzisoxazoles. It is a useful electron-transfer reagent for synthesis of quinolines from imines and alkynes or alkenes.

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

Applications
2,3-Dichloro-5,6-dicyano-1,4-benzoquinone is used as a reagent for oxidative couplings and cyclization reactions and dehydrogenation of alcohols, phenols and steroid ketones. It is also used in the synthesis of 1,2-benzisoxazoles. It is a useful electron-transfer reagent for synthesis of quinolines from imines and alkynes or alkenes.

Solubility
Soluble in benzene, methanol, acetic acid and dioxane.Slightly soluble in chloroform,, dichloromethane.

Notes
Store in a cool place. Incompatible with strong acids, strong bases, strong oxidizing agents and strong reducing agents.
TRUSTED_SUSTAINABILITY

Chemical Identifiers

CAS 84-58-2
Molecular Formula C8Cl2N2O2
Molecular Weight (g/mol) 227
MDL Number MFCD00001593
InChI Key HZNVUJQVZSTENZ-UHFFFAOYSA-N
Synonym 2,3-dichloro-5,6-dicyano-1,4-benzoquinone, dichlorodicyanoquinone, dichlorodicyanobenzoquinone, dichlorodicyano-p-benzoquinone, 2,3-dichloro-5,6-dicyano-p-benzoquinone, 2,3-dichloro-5,6-dicyanobenzoquinone, 1,4-cyclohexadiene-1,2-dicarbonitrile, 4,5-dichloro-3,6-dioxo, ddq, 2,3-dichloro-5,6-dicyanoquinone, 4,5-dichloro-3,6-dioxo-1,4-cyclohexadiene-1,2-dicarbonitrile
PubChem CID 6775
IUPAC Name 4,5-dichloro-3,6-dioxocyclohexa-1,4-diene-1,2-dicarbonitrile
SMILES C(#N)C1=C(C(=O)C(=C(C1=O)Cl)Cl)C#N

Specifications

Melting Point 214°C to 218°C
Quantity 250 g
UN Number UN3439
Beilstein 747939
Sensitivity Moisture sensitive
Merck Index 14,3063
Solubility Information Soluble in benzene,methanol,acetic acid and dioxane.Slightly soluble in chloroform,,dichloromethane.
Formula Weight 227.01
Percent Purity ≥98%
Chemical Name or Material 2,3-Dichloro-5,6-dicyano-1,4-benzoquinone
compliance-icons
Signal Word
  • Danger
Hazard Category
  • Acute toxicity Category 3
Hazard Statement
  • H301-Toxic if swallowed.
  • EUH029-Contact with water liberates toxic gas.
Precautionary Statement
  • P264-Wash thoroughly after handling.
  • P301+P330+P331-IF SWALLOWED: rinse mouth. Do NOT induce vomiting.
  • P405-Store locked up.

RUO – Research Use Only

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