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

Description

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.

Specifications

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

• Melting Point: 214°C to 218°C
• Quantity: 50 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

Safety and Handling

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