54389-67-2

Basic information

• Product Name: 4,4'-Dibromodiphenic acid
• Synonyms: 4,4'-Dibromodiphenicacid;4,4'-Dibromobiphenyl-2,2'-dicarboxylic acid;4,4'-dibromo-[1,1'-biphenyl]-2,2'-dicarboxylic acid
• CAS NO: 54389-67-2
• Molecular Formula: C₁₄H₈Br₂O₄
• Molecular Weight: 400.02
• Product Categories: Electronic Chemicals
• Mol File: 54389-67-2.mol
• Article Data: 11

Chemical Properties

• Melting Point: 246-250 °C
• Boiling Point: 497.8 °C at 760 mmHg
• Flash Point: 254.9 °C
• Appearance: /
• Density: 1.885 g/cm³
• PKA: 3.03±0.36(Predicted)
• CAS DataBase Reference: 4,4'-Dibromodiphenic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 4,4'-Dibromodiphenic acid(54389-67-2)
• EPA Substance Registry System: 4,4'-Dibromodiphenic acid(54389-67-2)

Safety Data

• Hazardous Substances Data: 54389-67-2(Hazardous Substances Data)

Usage

General Description

4,4'-Dibromodiphenic acid, also known as 4,4'-dibromobenzhydrol, is a chemical compound with the molecular formula C12H8Br2O4. It is a white to off-white crystalline solid that is insoluble in water but soluble in organic solvents such as ethanol and ether. It is commonly used as an intermediate in the synthesis of pharmaceuticals and agrochemicals, and as a building block in the production of specialty polymers and resins. Additionally, it has been studied for its potential applications in materials science and as a precursor to various functional materials with unique properties. The compound is considered to be relatively stable and non-reactive under normal conditions, and has a low potential for acute toxicity. However, it may pose environmental and health risks if not handled and disposed of properly.

Upstream product

• 863305-32-2 diphenic acid 
• 84405-44-7 2,7-dibromo-phenanthrene-9,10-dione 
• 5794-88-7 5-Bromo-2-aminobenzoic acid 
• 7664-93-9 sulfuric acid 
• 1336-21-6 ammonium hydroxide 
• 7758-99-8 copper(II) sulfate 
• 5470-11-1 hydroxylamine hydrochloride 
• 84-11-7 9,10-phenanthrenequinone 

Downstream Products

• 81747-32-2 4,4'-dibromo-2,2'-bis(methoxycarbonyl)-1,1'-biphenyl 
• 14348-75-5 2,7-dibromofluorene-9-one 
• 31458-17-0 4,4'-dibromo-2,2'-dimethyl-1,1′-biphenyl 
• 142068-89-1 4,4'-bis(3,3',4,4'-tetramethyl-2,2'-dipyrrylmethyl)-2,2'-dimethyl-1,1'-biphenyl 
• 142068-88-0 4,4'-bis(3,3',4,4'-tetramethyl-5,5'-dicarboxy-2,2'-dipyrrylmethyl)-2,2'-dimethyl-1,1'-biphenyl 
• 142068-87-9 4,4'-bis<3,3',4,4'-tetramethyl-5,5'-bis(ethoxycarbonyl)-2,2'-dipyrrylmethyl>-2,2'-dimethyl-1,1'-biphenyl 
• 1448587-12-9 C₂₆H₁₈Br₂O₃ 
• 1448587-13-0 C₂₆H₁₆Br₂O₂ 
• 1448587-14-1 C₂₆H₁₅Br₂ClO 
• 1448587-16-3 3-hexyl-1-(2',7'-dibromo-9',9'-diphenylfluoren-4'-yl)nonan-1-one 
• 1448587-17-4 3-hexyl-1-(2',7'-dibromo-9',9'-diphenylfluoren-4'-yl)nonan-1-one 

Relevant articles and documents

Light-Harvesting Nanotubes Formed by Supramolecular Assembly of Aromatic Oligophosphates

A 2,7-disubstituted phosphodiester-linked phenanthrene trimer forms tubular structures in aqueous media. Chromophores are arranged in H-aggregates. Incorporation of small quantities of pyrene results in the development of light-harvesting nanotubes in which phenanthrenes act as antenna chromophores and pyrenes as energy acceptors. Energy collection is most efficient after excitation at the phenanthrene H-band. Fluorescence quantum yields up to 23 % are reached in pyrene doped, supramolecular nanotubes.

Synthesis of Redox-Active Photochromic Phenanthrene Derivatives

A phenanthrene unit has been functionalized by several methylthiophene units in order to bring it a photochromic behavior. These compounds were characterized by NMR, absorption and emission spectroscopies, theoretical calculations as well as cyclic voltammetry. The association of a phenanthrene group with a photochromic center could open the door to a new generation of organic field-effect transistors.

Structure-property relationship of D-A type copolymers based on phenanthrene and naphthalene units for organic electronics

Four donor-acceptor (D-A) type conjugated polymers (PA1, PA2, PA3 and PA4) based on phenanthrene and naphthalene as the donating units with or without dimethoxy substitution were synthesized for organic field effect transistors (OFETs) and bulk-heterojunction organic photovoltaics (OPVs). Dimethoxy substituents have significant effects on the optical, electrochemical, charge transport and photovoltaic properties depending on the donor-polyaromatic (PA) compounds. The optical band gaps of these PA-based copolymers from the smallest to the largest are as follows: 1.52 eV (1,5-dimethoxy substituted naphthalene (PA4)), 1.59 eV (unsubstituted naphthalene (PA3)), and 1.63 eV (unsubstituted phenanthrene (PA1), and substituted 9,10-dimethoxy phenanthrene (PA2)). While the values vary depending on the compounds, both PA2 and PA4 are found to have higher highest occupied molecular orbital (HOMO) energy levels than those of PA1 and PA3 due to the electron donating nature of dimethoxy substituents. The PA based copolymers without dimethoxy substituents showed highly balanced ambipolar behavior with ～1 cm2 V-1 s-1, whereas the electron mobility of dimethoxy modified PA (MeOPA) based copolymers was suppressed. The inverted bulk heterojunction OPVs based on PA1 and PA3 exhibited power conversion efficiency (PCE) as high as 5.3% and 5.8%, respectively. The PCEs of PA copolymer-based OPV devices were mainly affected by an increase in the open circuit voltage rather than by the photocurrent or fill factor.