2,6-Dichloro-1,4-benzoquinone - ≥98% , CAS No.697-91-6

CAS: 697-91-6 Cat. No.: D154940 Molecular Weight: 176.98 Beilstein Registry Number: 7(3)3376 EC Number: 211-810-0

GRADE & PURITY ≥98%

Synonyms

2,4-dione, 2,6-dichloro- | 2,6-Dichlorobenzo-1,4-quinone | D0344 | 2,6-dichlorocyclohexa-2,5-diene-1,4-dione | p-Benzoquinone,6-dichloro- | SY028186 | 2,6-Dichloro-2,5-cyclohexa-diene-1,4-dione | 2,6-Dichloro-2,5-cyclohexadiene-1,4-dione | p-BENZOQUINONE,

Storage

Store at -20°C,Argon charged

Shipped In

Ice chest + Ice pads

Overview

2,6-Dichloro-1,4-benzoquinone (DCBQ, 2,6-DCBQ) is a halobenzoquinone. Halobenzoquinones are disinfection byproducts (DBPs) found in drinking water. They are capable of producing reactive oxygen species and causing oxidative damage to proteins and DNA in T24 human bladder carcinoma cells. UV-induced transformation of DCBQ in drinking water has been reported.Detection of DCBQ in drinking water by liquid chromatography-ESI tandem mass spectrometry has been reported.
2,6-Dichloro-1,4-benzoquinone is the suitable reagent used to in a study to evaluate the diffusion coefficients (D) for a family of quinones, nitroaromatics, ferrocenes and aromatic hydrocarbon compounds, in acetonitrile by single potential step chronoamperometry. It may be used in the preparation of : · 2,3,5-Trichloro-1,4-dihydroquinone · 2,3,5-trichloro-1,4-benzoquinone · 2,6-Dichloro-1,4-dihydroquinone

Specifications

Synonyms

2, 4-dione, 2, 6-dichloro- | 2, 6-Dichlorobenzo-1, 4-quinone | D0344 | 2, 6-dichlorocyclohexa-2, 5-diene-1, 4-dione | p-Benzoquinone, 6-dichloro- | SY028186 | 2, 6-Dichloro-2, 5-cyclohexa-diene-1, 4-dione | 2, 6-Dichloro-2, 5-cyclohexadiene-1, 4-dione | p-BENZOQUINONE,

Specifications & Purity

≥98%

Storage

Store at -20°C, Argon charged

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Purity

≥98%

Names and Identifiers

• Pubchem Sid: 504752391
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504752391
• Canonical Smiles: C1=C(C(=O)C(=CC1=O)Cl)Cl
• IUPAC Name: 2,6-dichlorocyclohexa-2,5-diene-1,4-dione
• InChIKey: JCARTGJGWCGSSU-UHFFFAOYSA-N
• INCHI: 1S/C6H2Cl2O2/c7-4-1-3(9)2-5(8)6(4)10/h1-2H
• Isomeric SMILES: C1=C(C(=O)C(=CC1=O)Cl)Cl
• WGK Germany: 3
• RTECS: DK4000000
• Molecular Weight: 176.98
• Beilstein: 7(3)3376
• Reaxy-Rn: 2044125
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=2044125&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic oxygen compounds
    • Class Organooxygen compounds
      • Subclass Carbonyl compounds
        • Level5 Ketones
          • Level6 Cyclic ketones
            • Level7 Quinones
              • Level8 Benzoquinones
                • Level9 P-benzoquinones

• Kingdom: Organic compounds
• Superclass: Organic oxygen compounds
• Class: Organooxygen compounds
• Subclass: Carbonyl compounds
• Intermediate Tree Nodes: Ketones - Cyclic ketones - Quinones - Benzoquinones
• Direct Parent: P-benzoquinones
• Alternative Parents: Vinylogous halides Alpha-chloroketones Vinyl chlorides Chloroalkenes Organochlorides Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aliphatic homomonocyclic compounds
• Substituents: P-benzoquinone - Alpha-haloketone - Alpha-chloroketone - Vinylogous halide - Chloroalkene - Haloalkene - Vinyl halide - Vinyl chloride - Organic oxide - Hydrocarbon derivative - Organochloride - Organohalogen compound - Aliphatic homomonocyclic compound
• Description: This compound belongs to the class of organic compounds known as p-benzoquinones. These are benzoquinones where the two C=O groups are attached at the 1- and 4-positions, respectively.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Chemical and Physical Properties

• Solubility: Insoluble in water. Solubility in methanol (almost transparency)
• Sensitivity: Moisture & air sensitive
• Melt Point(°C): 120-123℃
• Molecular Weight: 176.980 g/mol
• XLogP3: 1.700
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 175.943 Da
• Monoisotopic Mass: 175.943 Da
• Topological Polar Surface Area: 34.100 Ų
• Heavy Atom Count: 10
• Formal Charge: 0
• Complexity: 239.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

References

1. Yuehui Li, Duanhui Si, Wangyin Wang, Song Xue, Wenzhe Shang, Zhanyou Chi, Can Li, Ce Hao, Govindjee Govindjee, Yantao Shi.  (2022)  Light-driven CO2 assimilation by photosystem II and its relation to photosynthesis.  CHINESE JOURNAL OF CATALYSIS,      [PMID:] [10.1016/S1872-2067(22)64170-6]

2. Xiao Tu, Jiaxin Hu, Jinghao Peng, Qihan Chen, Yangle Zhao, Zemao Gu.  (2025)  Discovery of thymoquinone analogues with high anthelmintic activity against monogenean infections in goldfish (Carassius auratus).  VETERINARY PARASITOLOGY,      [PMID:39837239] [10.1016/j.vetpar.2025.110401]