Dinitrobisphenol A

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Dinitrobisphenol A
Dinitrobisphenol A.svg
Names
IUPAC name
2,2'-Dinitro-4,4'-(propane-2,2-di-yl)diphenol],
Other names
3,3'-Dinitro-bisphenol A; 4,4'-Propane-2,2-diylbis(2-nitrophenol); Dinitro-bisphenol A; 2,2-Bis(4-hydroxy-3-nitrophenyl)propane; 4-[2-(4-Hydroxy-3-nitrophenyl)propan-2-yl]-2-nitrophenol
Identifiers
3D model (JSmol)
ChemSpider
Properties
C15H14N2O6
Molar mass 318.29 g·mol−1
Appearance Yellow powder
Melting point 130 °C (266 °F; 403 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

3,3'-Dinitrobisphenol A is an organic compound with the formula (HO(O2N)C6H3)2C(CH3)2. It is a yellow-orange solid prepared by nitration of bisphenol A [1][1][2]

Carcinogenicity[edit]

3,3'-Dinitrobisphenol A is found to be genotoxic in male ICR mice on a micronucleus test.[3] Its estrogenic potential is not known however shown some binding to estrogen-related receptor gamma to an extent.[4]

References[edit]

  1. ^ a b Sulzberg, Theodore; Cotter, Robert J. (1969). "Synthesis and polymerization of a dinitrobisphenol a: A new polycarbonate synthesis". Journal of Polymer Science Part B: Polymer Letters. 7 (3): 185. Bibcode:1969JPoSL...7..185S. doi:10.1002/pol.1969.110070303. 
  2. ^ Babu, Sainath; Pathak, Chintan; Uppu, Satvika; Jones, Conrad; Fronczek, Frank R.; Uppu, Rao M. (2011). "3,3′-Dinitrobisphenol A". Acta Crystallographica Section E. 67 (10): o2556. doi:10.1107/S1600536811035458. PMC 3201564Freely accessible. 
  3. ^ Toyoizumi, Tomoyasu; Deguchi, Yuya; Masuda, Shuichi; Kinae, Naohide (2014). "Genotoxicity and Estrogenic Activity of 3,3′-Dinitrobisphenol a in Goldfish". Bioscience, Biotechnology, and Biochemistry. 72 (8): 2118. doi:10.1271/bbb.80193. 
  4. ^ Babu, Sainath; Vellore, Nadeem A.; Kasibotla, Agasthya V.; Dwayne, Harlan J.; Stubblefield, Michael A.; Uppu, Rao M. (2012). "Molecular docking of bisphenol a and its nitrated and chlorinated metabolites onto human estrogen-related receptor-gamma". Biochemical and Biophysical Research Communications. 426 (2): 215. doi:10.1016/j.bbrc.2012.08.065. PMID 22935422.