5329-21-5

Basic information

• Product Name: Phenol,4,4'-(1-methylethylidene)bis[2-nitro-
• Synonyms: Phenol,4,4'-isopropylidenebis[2-nitro- (6CI,8CI);2,2-Bis(3-nitro-4-hydroxyphenyl)propane; 2,2-Bis(4-hydroxy-3-nitrophenyl)propane;3,3'-Dinitrobisphenol A; 3,3'-Dinitrodian;4,4'-Isopropylidenebis(2-nitrophenol); NSC 1881
• CAS NO: 5329-21-5
• Molecular Formula: C15H14 N2 O6
• Molecular Weight: 318.286
• Mol File: 5329-21-5.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: Phenol,4,4'-(1-methylethylidene)bis[2-nitro-(CAS DataBase Reference)
• NIST Chemistry Reference: Phenol,4,4'-(1-methylethylidene)bis[2-nitro-(5329-21-5)
• EPA Substance Registry System: Phenol,4,4'-(1-methylethylidene)bis[2-nitro-(5329-21-5)

Safety Data

• Hazardous Substances Data: 5329-21-5(Hazardous Substances Data)

Usage

General Description

Phenol,4,4'-(1-methylethylidene)bis[2-nitro- is a chemical compound that is used in various industrial applications. It is commonly known as Bisphenol-A (BPA) and is used in the production of polycarbonate plastics and epoxy resins. BPA is also used as a coating for food and beverage cans, and in dental sealants and composites. However, BPA has been the subject of controversy due to its potential adverse health effects, such as endocrine disruption and reproductive organ abnormalities. As a result, there has been increased interest in developing alternative materials and compounds to replace BPA in various industrial applications.

Upstream product

• 80-05-7 BPA 
• 7697-37-2 nitric acid 
• 64-19-7 acetic acid 

Downstream Products

• 15799-09-4 2,2'-bis-acetylamino-4,4'-isopropylidene-di-phenol 
• 43018-06-0 2-(3-Amino-4-hydroxyphenyl)-2-(4-hydroxy-3-nitrophenyl)-propan 
• 1220-78-6 4,4′-(1-methylethylidene)bis[2-aminophenol] 

Relevant articles and documents

METHODS FOR PRODUCING POLYCYCLIC AROMATIC AMINOPHENOL COMPOUND AND RESIN COMPOSITION, AND POLYCYCLIC AROMATIC AMINOPHENOL COMPOUND, RESIN COMPOSITION, AND CURED PRODUCT

A task is to provide a method for producing a polycyclic aromatic aminophenol compound through a reduced number of steps at a low cost with high safety. The method for producing a polycyclic aromatic aminophenol compound includes the step of reacting a compound represented by the general formula (1) below and an aromatic amino compound with each other: Wherein n represents an integer of 1 to 8, Ar represents a benzene ring optionally having a substituent, or a naphthalene ring optionally having a substituent, each of R1 and R2 independently represents a hydrogen atom, a hydrocarbon group having 1 to 6 carbon atoms and optionally having a substituent, or an aromatic group optionally having a substituent, and R3 represents a hydroxyl group, a methoxy group, or a halogen atom.

Electrochemical/chemical oxidation of bisphenol A in a four-electron/two- proton process in aprotic organic solvents

The electrochemical behavior of bisphenol A (BPA) was examined using cyclic voltammetry, bulk electrolysis and chemical oxidation in aprotic organic solvents. It was found that BPA undergoes a chemically irreversible voltammetric oxidation process to form compounds that cannot be electrochemically converted back to the starting materials on the voltammetric timescale. To overcome the effects of electrode fouling during controlled potential electrolysis experiments, NO+ was used as a one-electron chemical oxidant. A new product, hydroxylated bisdienone was isolated from the chemical oxidation of BPA with 4 mol equiv of NO+SbF6- in low water content CH3CN. The structure of the cation intermediate species was deduced and it was proposed that BPA is oxidized in a four-electron/two-proton process to form a relatively unstable dication which reacts quickly in the presence of water in acetonitrile (in a mechanism that is similar to phenols in general). However, as the water content of the solvent increased it was found that the chemical oxidation mechanism produced a nitration product in high yield. The findings from this study provide useful insights into the reactions that can occur during oxidative metabolism of BPA and highlight the possibility of the role of a bisdienone cation as a reactive metabolite in biological systems.

Melamine-(H2SO4)3 and PVP-(H 2SO4)n as solid acids: Synthesis and application in the first mono- and di-nitration of bisphenol A and other phenols

Melamine and poly vinylpyrrolidone (PVP) reacted with neat sulfuric acid readily to form two new organic solid acids namely melamine-(H 2SO4)3 and PVP-(H2SO 4)n. These solid acids were used for the first nitration of bisphenol A as well as other phenols in the presence of NH4NO 3. Mono- and di-nitro bisphenol A have been characterized with IR and 1H NMR techniques.