3,3′-Dinitrobisphenol A

Abstract

The title compound [systematic name: 2,2′-dinitro-4,4′-(propane-2,2-di­yl)diphenol], C15H14N2O6, crystallizes with two mol­ecules in the asymmetric unit. Both have a trans conformation for their OH groups, and in each, the two aromatic rings are nearly orthogonal, with dihedral angles of 88.30 (3) and 89.62 (2)°. The nitro groups are nearly in the planes of their attached benzene rings, with C—C—N—O torsion angles in the range 1.21 (17)–4.06 (17)°, and they each accept an intra­molecular O—H⋯O hydrogen bond from their adjacent OH groups. One of the OH groups also forms a weak inter­molecular O—H⋯O hydrogen bond.

Molecular structure, spectroscopic properties and quantum chemical calculations of a novel 2,2′-Dicarboxy-4,4′-(propane-2,2-di-yl)diphenol

“…The C1AC10AC15, C1AC10AC19 and C19AC10AC15 bond angles were calculated as 107.86°, 109.26°and 112.17°for the compound, respectively. These bond lengths and angles are in agreement with the literatures [31,32]. In this connection, Babu et al [31] were recorded as 1.5339(16) Å, 1.5331(16) Å, 1.5398(15) Å and 1.5377(16) Å for C10AC11, C10AC19, C10AC1 and C10AC15 bond lengths for synthesized 3 0 -Dinitrobisphenol A compound, respectively and likewise, they were found as 107.24(9)°for C11AC10AC15 and 107.52(9)°for C1AC10AC19 bond angles.…”

Chemical Identity and Mechanism of Action and Formation of a Cell Growth Inhibitory Compound from Polycarbonate Flasks

“…3,3′-Dinitro-BPA has a maximal planar area of 1.95 nm 2 and a molecular volume of 1.44 nm 3 . 45 The surface area of a flask exposed to water extraction is about 800 cm 2 . Furthermore, our HPLC/MS analysis showed that a second round of repeated water extraction of the same flask led to only <5% of the amount of 3,5-dinitro-BPA obtained in the first round water extraction.…”

“…This is much higher than what was actually extracted (1.52 μg/flask, see above), suggesting less than monolayer coverage. 3,3′-Dinitro-BPA has a maximal planar area of 1.95 nm 2 and a molecular volume of 1.44 nm 3 . The surface area of a flask exposed to water extraction is about 800 cm 2 .…”