159152-11-1

Basic information

• Product Name: 5-(4-Bromophenyl)dipyrromethane
• Synonyms: 5-(4-Bromophenyl)dipyrromethane;4-(Dipyrrol-2-yl)methylbromobenzene
• CAS NO: 159152-11-1
• Molecular Formula: C₁₅H₁₃BrN₂
• Molecular Weight: 301.18112
• Product Categories: Porphyrins
• Mol File: 159152-11-1.mol
• Article Data: 34

Chemical Properties

• Melting Point: 125-126 °C(Solv: ethanol (64-17-5); water (7732-18-5))
• Boiling Point: 474.8±40.0 °C(Predicted)
• Appearance: /
• Density: 1.465±0.06 g/cm3(Predicted)
• PKA: 16.81±0.50(Predicted)
• CAS DataBase Reference: 5-(4-Bromophenyl)dipyrromethane(CAS DataBase Reference)
• NIST Chemistry Reference: 5-(4-Bromophenyl)dipyrromethane(159152-11-1)
• EPA Substance Registry System: 5-(4-Bromophenyl)dipyrromethane(159152-11-1)

Safety Data

• Hazardous Substances Data: 159152-11-1(Hazardous Substances Data)

Usage

General Description

5-(4-Bromophenyl)dipyrromethane is a chemical compound consisting of two pyrrole rings connected by a 4-bromophenyl group. It is commonly used in the synthesis of various porphyrin complexes, which have applications in fields such as medicine, catalysis, and materials science. 5-(4-Bromophenyl)dipyrromethane is known for its ability to form stable and reactive metal complexes, making it a valuable building block in the production of novel synthetic compounds. Additionally, 5-(4-Bromophenyl)dipyrromethane has been studied for its potential pharmaceutical properties, particularly in the field of photodynamic therapy for cancer treatment. Overall, its unique structure and reactivity make it a versatile and important component in the chemical and pharmaceutical industries.

Upstream product

• 109-97-7 pyrrole 
• 1122-91-4 4-bromo-benzaldehyde 
• 254428-47-2 (E)-N-(4-bromobenzylidene)-4-methylbenzenesulfonamide 

Downstream Products

• 171522-93-3 1-<2-(p-tolyl)-1,3-benzoxathiolyl>-5-(p-bromophenyl)dipyrromethane 
• 89372-90-7 5,10,15,20-tetrakis-(3,5-di-tert-butylphenyl)porphyrin 
• 29162-73-0 5,10,15,20-tetrakis(p-bromophenyl)porphyrin 
• 119770-80-8 5-(4-bromophenyl)-10,15,20-tri-p-tolyl-porphyrin 
• 651301-78-9 5-[4-(di-tert-butyloxyphosphoryl)phenyl]dipyrromethane 
• 119770-80-8 5-(4'-Bromphenyl)-10,15,20-tri(4-tolyl)prophyrin 
• 14527-51-6 5,10,15,20-tetra(p-tolyl)porphyrin 
• 22112-78-3 5,10,15,20-tetrakis(4-methoxyphenyl)porphyrin 
• 93487-58-2 (5Z,10Z,14Z,19Z)-5,10,15-Tris-(4-bromo-phenyl)-20-(4-methoxy-phenyl)-porphyrin 
• 93487-60-6 5,15-di(4-bromophenyl)-10,20-di(4-methoxyphenyl)porphyrin 

Relevant articles and documents

Dual emissive bodipy-benzodithiophene-bodipy TICT triad with a remarkable Stokes shift of 194 nm

An acceptor-donor-acceptor (A-D-A) triad based on a BODIPY acceptor and a benzodithiophene donor exhibited dual fluorescence and pronounced fluorescence solvatochromism because of twisted intramolecular charge transfer (TICT) state formation. Furthermore,

A novel self-assembly based on double-layer zinc porphyrin sensitizers in supramolecular solar cell

Two new self-assemblies based on zinc porphyrin dyes ZnPx-ZnPA (x = 1, 2) were synthesized and used for dye-sensitized solar cells. Capping layer dyes consist of zinc porphyrin (ZnP) as core unit and carbazole (P1), phenothiazine (P2) as electron-donating

Ultrafast Charge-Separation in Triphenylamine-BODIPY-Derived Triads Carrying Centrally Positioned, Highly Electron-Deficient, Dicyanoquinodimethane or Tetracyanobutadiene Electron-Acceptors

A series of new triphenylamine (TPA)-substituted BODIPYs 1–3 have been designed and synthesized through the Pd-catalysed Sonogashira cross-coupling and [2+2] cycloaddition-retroelectrocyclization reactions in good yields. This procedure yielded highly ele

Syntheses and spectral properties of functionalized, water-soluble BODIPY derivatives

(Chemical Equation Presented) The objective of this work was to form water-soluble 4,4-difluoro-4-bora-3a,4a-diaza-s-indacene (BODIPY) derivatives. Sulfonation conditions were developed for several BODIPY dyes to give the monosulfonated products 1a-3a and

Enhanced Electrocatalytic Activity of Thiophene-Substituted Asymmetric Porphyrin Film for Electrochemical Determination of Dopamine

Abstract: Thiophene substituted porphyrin derivative was synthesized and investigated. The porphyrin derivative was characterized via MALDI-MS, 1H NMR, FT-IR, and cyclic voltammetry methods. The poly-porpyrin (PPor) film was electrochemically d

Functionalization of the 4,4-difluoro-4-bora-3a,4a-diaza-s-indacene (BODIPY) core

The new BODIPY systems 1 and 2 were prepared and then used as substrates to explore SNAr and F-B displacement reactions. Chloride was easily displaced from 1 by a piperidine/ester, methylmagnesium bromide selectively displaced fluoride, and cya

Oxidative c-h/c-h coupling of dipyrromethanes with azines by tio2-based photocatalytic system. Synthesis of new bodipy dyes and their photophysical and electrochemical properties

Oxidative C-H/C-H coupling reactions of dipyrromethanes with azines in the presence of a heterophase oxidative photocatalytic system (O2/TiO2/visible light irradiation) were carried out. As a result of cyclization of obtained compounds with boron trifluoride etherate, new hetaryl-containing derivatives of 4,4-difluoro-4-boron-3a,4a-diaza-s-indacene were synthesized. For the obtained compounds, absorption and luminescence spectra, quantum yields of luminescence as well as cyclic volt-amperograms were measured.

Short-Chained Anthracene Strapped Porphyrins and their Endoperoxides

The syntheses of short-chained anthracene-strapped porphyrins and their Zn(II)complexes are reported. The key synthetic step is a [2+2] condensation between a dipyrromethane and an anthracene bisaldehyde, 2,2'-((anthracene-9,10-diylbis(methylene))bis(oxy))dibenzaldehyde. Following exposure to white light, self-sensitized singlet oxygen and the anthracene moieties underwent [4+2] cycloaddition reactions to yield the corresponding endoperoxides. 1H NMR studies demonstrate that the endoperoxide readily formed in [D]chloroform and decayed at 85 °C. X-ray crystallography and absorption spectroscopy were used to confirm macrocyclic distortion in the parent strapped porphyrins and endoperoxides. Additionally, X-ray crystallography indicated that endoperoxide formation occurred exclusively on the outside face of the anthracene moiety.