ACENAPHTHENEQUINONE

PRODUCT IDENTIFICATION
CAS NO. 82-86-0

1,2-ACENAPHTHYLENEDIONE

EINECS NO.

201-441-3

FORMULA C10H6(CO)2
MOL WT. 182.18
H.S. CODE  
TOXICITY  
SYNONYMS 1,2-Diketoacenaphthene; Acenaphthenequinone;
1,2-Acenaphthylenedione; Acenaphthoquinone; 1,2-Acenaphthenequinone; Acenaphthylene-1,2-quinone;
SMILES coal tar

CLASSIFICATION

 

PHYSICAL AND CHEMICAL PROPERTIES
PHYSICAL STATE yellow crystals
MELTING POINT

257 - 259 C

BOILING POINT  
SPECIFIC GRAVITY  
SOLUBILITY IN WATER Insoluble (soluble in alcohol)

SOLVENT SOLUBILITY

  
AUTOIGNITION  
pH  
VAPOR DENSITY  
NFPA RATINGS Health: 2; Flammability: 1; Reactivity: 1

REFRACTIVE INDEX

  
FLASH POINT

 

STABILITY Stable under ordinary conditions

GENERAL DESCRIPTION & APPLICATIONS
Diketone is a molecule which contains two ketone carbonyl groups. Diacetyl (CH3COCOCH3), 2,3-butadione, is the simplest aliphatic diketone. It is an alpha-diketone which has two ketone groups side-by-side. Usually, alpha-diketone imparts a carmel like or buttery flavor. Diketone compounds take a role in creating various fragrances. Bezil (C6H5COCOC6H5) is an aromatic diketone, the fundamental structure of photo sensitive molecule which is broken down into free radicals upon exposure to ultraviolet radiation. Acetoacetone is a beta-diketone which two ketones are separated only by one carbon. The beta-ketone is stable as a conjugated enol rather than a diketone due to the delocalization which makes the counterion more stable and less likely to regain the proton. Ascorbic acid is an example of enol compound. Enol compounds form complexes with many transition metal ions. These compounds are readily soluble in organic solvents. They are widely used as chelating agents, ligands, and catalyst precursors. Acetoacetic acid and its esters contain active methylene groups which have relatively acidic alpha-protons due to H atom adjacent to two carbonyl groups. The reactivity of its methylene group provide the sequence of reactions of alkylation, hydrolysis of the esters and decarboxylation resulting in substituted ketones. Acetoacetic acid derivatives are important aliphatic parts adjoining azo dyes and pigments. Aacetoacetate is one of Ketone bodies which are the end-products of rapid or excessive fatty acid breakdown in the human body. Para-benzoquinone and its derivatives belong to 1,4-diketone family. Benzoquinone is used as an oxidizing agent in organic chemistry and is a common constituent of biologically molecules like Vitamin K1. Quinones serves as electron acceptors in electron transport chains such as in photosynthesis, and aerobic respiration. Diketene derivatives find versatile applications in making biomolecules, agrochemicals, dyes, pigments, pharmaceuticals including vitamins, and stabilizers for PVC and polyester. They are used as components for fragrances and as solvents. Diketones undergo the reversible and irreversible addition reactions include;
  • Aldol Reactions
  • Alkylation of Enolate Anions
  • Clemmensen Reduction
  • Cyanohydrin Formation
  • Enamine Formation
  • Hemiacetal and Acetal Formation
  • Hydration Formation
  • Imine Formation
  • Wolff-Kishner Reduction

1,2-acenaphthylenedione (tricyclic) unsaturated hydrocarbon derived from naphthalene derivative, is used as an intermediate for dyes, pharmaceuticals, pesticides.

SALES SPECIFICATION

APPEARANCE

 yellow crystals
ASSAY (GLC)

97.0% min

MELTING POINT

91 C min

ASH

0.2% max

MOISTURE (K.F) 0.1% max
TRANSPORTATION
PACKING 25kgs in drum
HAZARD CLASS  
UN NO.

 

OTHER INFORMATION
Hazard Symbols: XI, Risk Phrases: 36/37/38, Safety Phrases: 26-37/39