Molecular structure of 3,4,5,6-Tetrachloro-1,2-benzoquinone, CAS Number: 2435-53-2
3,4,5,6-Tetrachloro-1,2-benzoquinone (CAS 2435-53-2)
Alternate Names:
o-Chloranil
CAS Number:
2435-53-2
Molecular Weight:
245.88
Molecular Formula:
C6Cl4O2
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.
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3,4,5,6-Tetrachloro-1,2-benzoquinone is an artificial organic compound belonging to the quinone family. Its noteworthy attribute lies in its potent inhibition of cytochrome P450 enzymes, a versatile group of enzymes responsible for metabolizing numerous drugs and compounds. The inhibitory effect of 3,4,5,6-Tetrachloro-1,2-benzoquinone on these enzymes holds implications for the metabolism of various substances altering their biochemical and physiological impact on the body.
3,4,5,6-Tetrachloro-1,2-benzoquinone (CAS 2435-53-2) References
- Degradation of cyanidin 3-glucoside by caffeic acid o-quinone. Determination of the stoichiometry and characterization of the degradation products. | Kader, F., et al. 1999. J Agric Food Chem. 47: 4625-30. PMID: 10552861
- Charge-transfer complex formation between o-chloranil and a series of polynuclear aromatic hydrocarbons. | Chakraborty, B., et al. 2001. Spectrochim Acta A Mol Biomol Spectrosc. 57: 223-9. PMID: 11206556
- Room temperature solution studies of complexation between o-chloranil and a series of anilines by spectrophotometric method. | Bhattacharya, S., et al. 2001. Spectrochim Acta A Mol Biomol Spectrosc. 57: 2409-16. PMID: 11767835
- Electronic structures of intermolecular charge-transfer states in fast electron transfers with tetrathiafulvalene donor. Thermal and photoactivation of [2 + 4] cycloaddition to o-chloranil acceptor. | Rosokha, SV., et al. 2006. Photochem Photobiol Sci. 5: 914-24. PMID: 17019469
- Versatile Friedel-Crafts-type alkylation of benzene derivatives using a molybdenum complex/ortho-chloranil catalytic system. | Yamamoto, Y. and Itonaga, K. 2008. Chemistry. 14: 10705-15. PMID: 18956395
- Synthesis of chromans via [3 + 3] cyclocoupling of phenols with allylic alcohols using a Mo/o-chloranil catalyst system. | Yamamoto, Y. and Itonaga, K. 2009. Org Lett. 11: 717-20. PMID: 19117489
- Experimental and theoretical studies of redox reactions of o-chloranil in aqueous solution. | Zare, HR., et al. 2009. J Phys Chem B. 113: 8080-5. PMID: 19453120
- In situ coupled oxidation cycle catalyzed by highly active and reusable Pt-catalysts: dehydrogenative oxidation reactions in the presence of a catalytic amount of o-chloranil using molecular oxygen as the terminal oxidant. | Miyamura, H., et al. 2010. Chem Commun (Camb). 46: 8052-4. PMID: 20871889
- Spectrophotometric, Fourier transform infrared spectroscopic and theoretical studies of the charge-transfer complexes between methyldopa [(S)-2 amino-3-(3,4-dihydroxyphenyl)-2-methyl propanoic acid] and the acceptors (chloranilic acid, o-chloranil and dichlorodicyanobenzoquinone) in acetonitrile and their thermodynamic properties. | Sharma, K., et al. 2012. Spectrochim Acta A Mol Biomol Spectrosc. 92: 212-24. PMID: 22446770
- Substituent-induced switch of the role of charge-transfer complexes in the Diels-Alder reactions of o-chloranil and styrenes. | Rosokha, SV., et al. 2012. J Org Chem. 77: 5971-81. PMID: 22712804
- Quinone-Bodipy H-bonding interaction over π-stacking in toluene. | Karmakar, A., et al. 2015. Photochem Photobiol Sci. 14: 1207-12. PMID: 26006323
- Annulative π-Extension (APEX) of Heteroarenes with Dibenzosiloles and Dibenzogermoles by Palladium/o-Chloranil Catalysis. | Ozaki, K., et al. 2017. Org Lett. 19: 1930-1933. PMID: 28358205
- Near stoichiometric, irreversible inactivation of bacterial collagenases by o-chloranil (3,4,5,6-tetrachloro-1,2-benzoquinone). | Makinen, PL. and Makinen, KK. 1988. Biochem Biophys Res Commun. 153: 74-80. PMID: 2837215
- Living annulative π-extension polymerization for graphene nanoribbon synthesis. | Yano, Y., et al. 2019. Nature. 571: 387-392. PMID: 31243361
- In vitro binding of 3,4,5,6-tetrachloro-1,2-benzoquinone by rat liver glutathione S-transferases. | Dierickx, PJ. 1983. Res Commun Chem Pathol Pharmacol. 41: 517-20. PMID: 6635333
Ordering Information
| Product Name | Catalog # | UNIT | Price | Qty | FAVORITES | |
3,4,5,6-Tetrachloro-1,2-benzoquinone, 5 g | sc-232051 | 5 g | $62.00 |