{{chembox | PIN= 4,4′-(Propane-2,2-diyl)bis(2-nitrophenol) | OtherNames= 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 | ImageFile = Dinitrobisphenol A.svg | Section1= {{Chembox Identifiers | CASNo= 5329-21-5 | CASNo_Ref = {{cascite|correct|CAS}} | ChEMBL = 1704162 | UNII_Ref = {{fdacite|correct|FDA}} | UNII = SUB3DJ24JL | ChemSpiderID = 190706 | PubChem= 219958 | StdInChI=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 | StdInChIKey = LISYARSNTHASDG-UHFFFAOYSA-N | SMILES = CC(C)(C1=CC(=C(C=C1)O)[N+](=O)[O-])C2=CC(=C(C=C2)O)[N+](=O)[O-] }} |Section2= {{Chembox Properties | C=15|H=14|N=2|O=6 | Appearance= Yellow powder | Density= | MeltingPtC= 130 | BoilingPt= | Solubility= }} }}
'''3,3'-Dinitrobisphenol A''' is an organic compound with the formula (HO(O<sub>2</sub>N)C<sub>6</sub>H<sub>3</sub>)<sub>2</sub>C(CH<sub>3</sub>)<sub>2</sub>. It is a yellow-orange solid prepared by nitration of bisphenol A<ref name=Sulzberg>{{cite journal | doi =10.1002/pol.1969.110070303| title =Synthesis and polymerization of a dinitrobisphenol a: A new polycarbonate synthesis| journal =Journal of Polymer Science Part B: Polymer Letters| volume =7| issue =3| pages =185| year =1969| last1 =Sulzberg| first1 =Theodore| last2 =Cotter| first2 =Robert J.| bibcode =1969JPoSL...7..185S}}</ref><ref name=Babu>{{cite journal | doi =10.1107/S1600536811035458| title =3,3′-Dinitrobisphenol A| journal =Acta Crystallographica Section E| volume =67| issue =10| pages =o2556-7| year =2011| last1 =Babu| first1 =Sainath| last2 =Pathak| first2 =Chintan| last3 =Uppu| first3 =Satvika| last4 =Jones| first4 =Conrad| last5 =Fronczek| first5 =Frank R.| last6 =Uppu| first6 =Rao M.| pmc =3201564| pmid=22065402| bibcode =2011AcCrE..67o2556B}}</ref>
==Carcinogenicity== 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.<ref>{{cite journal |last1=Masuda |first1=Shuichi |last2=Terashima |first2=Yumeko |last3=Sano |first3=Ayako |last4=Kuruto |first4=Ryoko |last5=Sugiyama |first5=Yasumasa |last6=Shimoi |first6=Kayoko |last7=Tanji |first7=Kenichi |last8=Yoshioka |first8=Hisashi |last9=Terao |first9=Yoshiyasu |last10=Kinae |first10=Naohide |title=Changes in the mutagenic and estrogenic activities of bisphenol A upon treatment with nitrite |journal=Mutation Research/Genetic Toxicology and Environmental Mutagenesis |date=August 2005 |volume=585 |issue=1–2 |pages=137–146 |doi=10.1016/j.mrgentox.2005.04.005 |pmid=15936980 |bibcode=2005MRGTE.585..137M }}</ref> 3,3'-Dinitrobisphenol A is found to be genotoxic in male ICR mice on a micronucleus test.<ref name=Toyoizumi>{{cite journal | doi =10.1271/bbb.80193| title =Genotoxicity and Estrogenic Activity of 3,3′-Dinitrobisphenol a in Goldfish| journal =Bioscience, Biotechnology, and Biochemistry| volume =72| issue =8| pages =2118| year =2014| last1 =Toyoizumi| first1 =Tomoyasu| last2 =Deguchi| first2 =Yuya| last3 =Masuda| first3 =Shuichi| last4 =Kinae| first4 =Naohide| pmid =18685211| doi-access =free}}</ref> Its estrogenic potential is not known however it has shown some binding to estrogen-related receptor gamma to an extent.<ref name=BabuS>{{cite journal | doi =10.1016/j.bbrc.2012.08.065| pmid =22935422| title =Molecular docking of bisphenol a and its nitrated and chlorinated metabolites onto human estrogen-related receptor-gamma| journal =Biochemical and Biophysical Research Communications| volume =426| issue =2| pages =215–220| year =2012| last1 =Babu| first1 =Sainath| last2 =Vellore| first2 =Nadeem A.| last3 =Kasibotla| first3 =Agasthya V.| last4 =Dwayne| first4 =Harlan J.| last5 =Stubblefield| first5 =Michael A.| last6 =Uppu| first6 =Rao M.| bibcode =2012BBRC..426..215B}}</ref>
==See also== * Bisphenol A * Tetrabromobisphenol A
==References== {{Reflist}}
Category:2,2-Bis(4-hydroxyphenyl)propanes Category:Nitrobenzene derivatives