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

Description

CAS: 84-58-2 | C8Cl2N2O2 | 227 g/mol

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: 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

Safety and Handling

Hazard Category	H301-H318
Hazard Statement	GHS H Statement H301 Toxic if swallowed.
Precautionary Statement	P264b-P270-P280-P301+P310-P305+P351+P338-P310-P330-P501c
DOTInformation	Transport Hazard Class: 6.1; Packing Group: III; Proper Shipping Name: NITRILES, SOLID, TOXIC, N.O.S.
EINECSNumber	201-542-2
RTECSNumber	GU4825000
TSCA	Yes
Recommended Storage	Ambient temperatures; Store under Nitrogen

SDS

RUO – Research Use Only