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HomeProduct name list2,5-Dichlorobenzo-1,4-quinone

2,5-Dichlorobenzo-1,4-quinone

  • CAS NO.:615-93-0
  • Empirical Formula: C6H2Cl2O2
  • Molecular Weight: 176.98
  • MDL number: MFCD00041736
  • EINECS: 210-453-8
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-12-18 14:15:30
2,5-Dichlorobenzo-1,4-quinone Structural

What is 2,5-Dichlorobenzo-1,4-quinone?

Chemical properties

yellow powder

The Uses of 2,5-Dichlorobenzo-1,4-quinone

2,5-Dichloro-1,4-benzoquinone may be used in the following processes:

  • As a starting material in the synthesis of asterriquinone D.
  • As a model to study the utility of a novel photoreactor with LED (light-emitting diode) light source and a fibre-optic CCD (charge-coupled device) spectrophotometer.
  • 2,5-dichloro-3,6-bi(3-indolyl)-1,4-hydroquinone synthesis by palladium catalyzed reaction with indole.

General Description

2,5-Dichloro-1,4-benzoquinone (DCBQ) is a halogenated quinone. DCBQs are carcinogenic intermediates.They have benn identified as chlorination disinfection byproducts in drinking water. DCBQ has been reported to increse the decomposition of a model ROOH tert-butylhydroperoxide, via formation of t-butoxyl radicals. The isomers of the DCBQ dimer have been investigated for the non-covalent interactions (NCIs) by quantum chemical calculations. Halogen bond present in 2,5-dichloro-1,4-benzoquinone have been investigated by experimental as well as theoretical charge density analysis. Its reaction with pyrrolidine has been investigated.

Purification Methods

Recrystallise it twice from 95% EtOH to give yellow needles [Beck et al. J Am Chem Soc 108 4018 1986]. The dioxime has m 278o(dec). [Beilstein 7 H 632, 7 I 346, 7 II 580, 7 III 3376, 7 IV 2081.]

Properties of 2,5-Dichlorobenzo-1,4-quinone

Melting point: 160-163 °C(lit.)
Boiling point: 251.81°C (rough estimate)
Density  1.5138 (rough estimate)
refractive index  1.4595 (estimate)
storage temp.  Sealed in dry,Room Temperature
solubility  soluble in Methanol
form  powder to crystal
color  Light yellow to Yellow to Orange
Water Solubility  Insoluble in water.
Stability: Stable. Incompatible with strong oxidizing agents.
CAS DataBase Reference 615-93-0(CAS DataBase Reference)
NIST Chemistry Reference 2,5-Cyclohexadiene-1,4-dione, 2,5-dichloro-(615-93-0)
EPA Substance Registry System 2,5-Cyclohexadiene-1,4-dione, 2,5-dichloro- (615-93-0)

Safety information for 2,5-Dichlorobenzo-1,4-quinone

Signal word Warning
Pictogram(s)
ghs
Exclamation Mark
Irritant
GHS07
GHS Hazard Statements H315:Skin corrosion/irritation
H319:Serious eye damage/eye irritation
H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes P261:Avoid breathing dust/fume/gas/mist/vapours/spray.
P264:Wash hands thoroughly after handling.
P264:Wash skin thouroughly after handling.
P271:Use only outdoors or in a well-ventilated area.
P280:Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352:IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

Computed Descriptors for 2,5-Dichlorobenzo-1,4-quinone

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