2,3-DICHLORO-5,6-DICYANOBENZOQUINONE

PRODUCT IDENTIFICATION
CAS NO. 84-58-2

DICHLORODICYANOBENZOQUINONE

EINECS NO. 201-542-2
FORMULA C8Cl2N2O2
MOL WT. 227.00

H.S. CODE

  

TOXICITY

  
SYNONYMS DDQ; 2,3-Dicyano-5,6-dichlorobenzoquinone;
1,2-Dichloro-4,5-dicyanobenzoquinone; 2,3-Dichloro-5,6-dicyano-p-benzoquinone; 2,3-Dichloro-5,6-dicyano-p-quinone; 2,3-Dichloro-5,6-dicyanobenzoquinone; 2,3-Dichloro-5,6-dicyanoquinone; 2,3-Dicyano-5,6-dichloro-1,4-benzoquinone; 4,5-Dichloro-3,6-dioxo-1,4-cyclohexadiene-1,2-dicarbonitrile; 5,6-Dichloro-2,3-dicyano-p-benzoquinone; 5,6-Dicyano-2,3-dichloro-p-benzoquinone; 2,3-Dicyano-5,6-dichlorobenzoquinone; Dichlorodicyanobenzoquinone;
SMILES

 

CLASSIFICATION

 

PHYSICAL AND CHEMICAL PROPERTIES
PHYSICAL STATE yellow to orange crystalline powder

MELTING POINT

 214 - 215 C
BOILING POINT  
SPECIFIC GRAVITY  

SOLUBILITY IN WATER

 Decomposes

SOLVENT SOLUBILITY

 Soluble in benzene, dioxane, acetic acid; slightly soluble in chloroform, dichloromethane
pH  
VAPOR DENSITY

 

AUTOIGNITION  

REFRACTIVE INDEX

  
NFPA RATINGS  
FLASH POINT  
STABILITY Stable under ordinary conditions

APPLICATIONS
Benzoquinone is used as an oxidizing agent in organic synthesis. Some substituted benzoquinones are stronger reagents e.g o-chloranil, p-chloranilexist (tetrachlorobenzoquinone), and DDQ (2,3-dicyano-5,6-dichloro-parabenzoquinone). They are used as reagents for the oxidation (including oxidative coupling and cyclization reaction) and dehydrogenation of hydroaromatic compounds. They are useful in the synthesis of aromatized or lactones formed steroids and modified natural products. Metal dioxide such as selenium dioxide and manganese dioxide are also oxidising agents which convert alcohols into ketones, aromatic methyl groups into aldehyde or carboxylic acids, solid bonds into alcohols, aldehydes into carboxylic acids, steroidal ketones into secolactones. But several side reactions are expected due to the lack of selectivity. DDQ and substituted quinones provide regioselective effectiveness for the preparation of target intermediates. Phenylbis(trifluoroacetato-O)iodine and Tritylium tetrafluoroborate are also reagent for the dehydrogenation of hydroaromatic compounds.

Product

CAS RN

2,3-Dichloro-5,6-dicyano-p-benzoquinone

84-58-2
o-Chloranil

2435-53-2
Phenylbis(trifluoroacetato-O)iodine

2712-78-9

p-Chloranil

118-75-2

Tritylium tetrafluoroborate

341-02-6

Selenium dioxide

7446-08-4

Manganese dioxide

1313-13-9 
SALES SPECIFICATION

APPEARANCE

 yellow to orange crystalline powder
PURITY 98.0% min

MELTING POINT

214 C min

ASH

0.1% max

TRANSPORTATION
PACKING 170kgs in drum
HAZARD CLASS 6.1 (Packing Group: II)
UN NO. 3439
OTHER INFORMATION
Hazard Symbols: T, Risk Phrases: 25-29, Safety Phrases: 22-24/25-37-45