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

Product Code	Brand	Quantity
11453844	Thermo Scientific Alfa Aesar A11879.09	10 g
11463844	Thermo Scientific Alfa Aesar A11879.18	50 g
11473844	Thermo Scientific Alfa Aesar A11879.30	250 g

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.

Chemical Identifiers

• CAS: 84-58-2
• Molecular Weight (g/mol): 227
• InChI Key: HZNVUJQVZSTENZ-UHFFFAOYSA-N
• PubChem CID: 6775
• SMILES: C(#N)C1=C(C(=O)C(=C(C1=O)Cl)Cl)C#N

• Molecular Formula: C8Cl2N2O2
• MDL Number: MFCD00001593
• 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
• IUPAC Name: 4,5-dichloro-3,6-dioxocyclohexa-1,4-diene-1,2-dicarbonitrile

Specifications

• CAS: 84-58-2
• Molecular Formula: C8Cl2N2O2
• UN Number: UN3439
• Sensitivity: Moisture sensitive
• 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
• InChI Key: HZNVUJQVZSTENZ-UHFFFAOYSA-N
• IUPAC Name: 4,5-dichloro-3,6-dioxocyclohexa-1,4-diene-1,2-dicarbonitrile
• PubChem CID: 6775
• Percent Purity: ≥98%

• Melting Point: 214°C to 218°C
• MDL Number: MFCD00001593
• Beilstein: 747939
• Merck Index: 14,3063
• Solubility Information: Soluble in benzene,methanol,acetic acid and dioxane.Slightly soluble in chloroform,,dichloromethane.
• SMILES: C(#N)C1=C(C(=O)C(=C(C1=O)Cl)Cl)C#N
• Molecular Weight (g/mol): 227
• Formula Weight: 227.01
• Chemical Name or Material: 2,3-Dichloro-5,6-dicyano-1,4-benzoquinone

Safety and Handling

GHS H Statement
H301
Toxic if swallowed.

P264b-P270-P280-P301+P310-P305+P351+P338-P310-P330-P501c

H301-H318

missing translation for 'dotInformation' : Transport Hazard Class: 6.1; Packing Group: III; Proper Shipping Name: NITRILES, SOLID, TOXIC, N.O.S.

missing translation for 'einecsNumber' : 201-542-2

missing translation for 'rtecsNumber' : GU4825000

missing translation for 'tsca' : Yes

Recommended Storage : Ambient temperatures; Store under Nitrogen

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