Dinitrobisphenol A

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Dinitrobisphenol A
File:Dinitrobisphenol A.svg
Names
Preferred IUPAC name
4,4′-(Propane-2,2-diyl)bis(2-nitrophenol)
Other names
3,3'-Dinitro-bisphenol A; 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)
ChEMBL
ChemSpider
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UNII
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  • InChI=1S/C15H14N2O6/c1-15(2,9-3-5-13(18)11(7-9)16(20)21)10-4-6-14(19)12(8-10)17(22)23/h3-8,18-19H,1-2H3
    Key: LISYARSNTHASDG-UHFFFAOYSA-N
  • CC(C)(C1=CC(=C(C=C1)O)[N+](=O)[O-])C2=CC(=C(C=C2)O)[N+](=O)[O-]
Properties
C15H14N2O6
Molar mass 318.285 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).

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][2]

Carcinogenicity

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It has been proposed that dinitrobisphenol A might be formed in vivo by peroxynitrite mediated oxidations of bisphenol A and that it may exhibit higher toxicity than BPA itself.[3] 3,3'-Dinitrobisphenol A is found to be genotoxic in male ICR mice on a micronucleus test.[4] Its estrogenic potential is not known however it has shown some binding to estrogen-related receptor gamma to an extent.[5]

See also

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References

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