54589-71-8

Basic information

• Product Name: 2,4,8-TRICHLORODIBENZOFURAN
• Synonyms: 2,4,8-trichlorodibenzofuran;Dibenzofuran, 2,4,8-trichloro-;2,4,8-Trichlorodibenzofurane;2,6,8-Trichlorodibenzofuran;2,4,8-trichlorodibenzo[b,d]furan
• CAS NO: 54589-71-8
• Molecular Formula: C₁₂H₅Cl₃O
• Molecular Weight: 271.5265
• EINECS: 259-248-5
• Mol File: 54589-71-8.mol
• Article Data: 5

Chemical Properties

• Melting Point: 154°C
• Boiling Point: 401.27°C (rough estimate)
• Flash Point: 187.9°C
• Appearance: /
• Density: 1.4800 (estimate)
• Vapor Pressure: 7.52E-06mmHg at 25°C
• Refractive Index: 1.7120 (rough estimate)
• CAS DataBase Reference: 2,4,8-TRICHLORODIBENZOFURAN(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4,8-TRICHLORODIBENZOFURAN(54589-71-8)
• EPA Substance Registry System: 2,4,8-TRICHLORODIBENZOFURAN(54589-71-8)

Safety Data

• Hazardous Substances Data: 54589-71-8(Hazardous Substances Data)

Usage

Description

2,4,8-Trichlorodibenzofuran is a chemical compound that is often used as a standard in environmental testing and research. It is a type of polychlorinated dibenzofuran (PCDF), which is a group of toxic and persistent environmental pollutants.

Uses

Used in Environmental Testing and Research:
2,4,8-Trichlorodibenzofuran is used as a standard in environmental testing and research for the study of the thermal decomposition of endosulfan and the resulting formation of polychlorinated dibenzodioxin and dibenzofuran (PCDD/F) environmental toxins. This helps in understanding the environmental impact and potential health risks associated with these pollutants.

InChI:InChI=1/C12H5Cl3O/c13-6-1-2-11-8(3-6)9-4-7(14)5-10(15)12(9)16-11/h1-5H

Upstream product

• 106-48-9 4-chloro-phenol 
• 120-83-2 2,4-dichlorophenol 
• 108-95-2 phenol 
• 3380-34-5 triclosan 
• 130480-85-2 Trifluoro-methanesulfonic acid 5-chloro-2-(2,4-dichloro-phenoxy)-phenyl ester 
• 28076-73-5 2,2',4,4'-tetrachlorodiphenylether 

Relevant articles and documents

Formation of chlorinated phenols, dibenzo-p-dioxins, dibenzofurans, benzenes, benzoquinnones and perchloroethylenes from phenols in oxidative and copper (II) chloride-catalyzed thermal process

Formation of polychlorinated dibenzo-p-dioxins (PCDDs), polychlorinated dibenzofurans (PCDFs), and chlorinated phenols on CuCl2 from unsubstituted phenol and three monochlorophenols was studied in a flow reactor over a temperature range of 100-425 °C. Heated nitrogen gas streams containing 8.0% oxygen were used as carrier gas. The 0.00024 mol of unsubstituted phenol and 0.00039 mol of each monochlorophenol were passed through a 1 g and 1 cm SiO2 particle containing 0.5% (Cu by mass) CuCl2. Chlorination preferentially occurred on ortho-(2, 6) and para-(4) positions. Chlorination increased up to 200 °C, and thereafter decreased as temperature increased. Chlorination of phenols plays an important role in the formation of the more chlorinated PCDD/Fs. Chlorinated benzenes are formed possibly from both chlorination of benzene and chlorodehydroxylation of phenols. Chlorinated phenols with ortho chlorine formed PCDD products, and major PCDD products were produced via loss of one chlorine. For PCDF formation, at least one unchlorinated ortho carbon was required.

Identification of surrogate compounds for the emission of PCDD/F (I-TEQ value) and evaluation of their on-line realtime detectability in flue gases of waste incineration plants by REMPI-TOFMS mass spectrometry

Correlations between products of incomplete combustion (PIC), e.g., chloroaromatic compounds, can be used to characterise the emissions from combustion processes, like municipal or hazardous waste incineration. A possible application of such relationships may be the on-line real-time monitoring of a characteristic surrogate, e.g., with Resonance-Enhanced Multiphoton Ionization-Time-of-Flight Mass Spectrometry (REMPI-TOFMS). In this paper, we report the relationships of homologues and individual congeners of chlorinated benzenes (PCBz), dibenzo-p-dioxins (PCDD), dibenzofurans (PCDF) and phenols (PCPh) to the International Toxicity Equivalent (I-TEQ) of the PCDD/F (I-TEQ value) in the flue gas and stack gas of a 22 MW hazardous waste incinerator (HWI). As the REMPI detection sensitivity is decreasing with the increase of the degree of chlorination, this study focuses on the lower chlorinated species of the compounds mentioned above. Lower chlorinated species, e.g., chlorobenzene (MCBz), 1,4-dichlorobenzene, 2,4,6-trichlorodibenzofuran or 2,4-dichlorophenol, were identified as I-TEQ surrogates in the flue gas. In contrast to the higher chlorinated phenols, the lower chlorinated phenols (degree of chlorination 4) were not reliable as surrogates in the stack gas. The identified surrogates are evaluated in terms of their detectability by REMPI-TOFMS laser mass spectrometry. The outcome is that MCBz is the best suited surrogate for (indirect) on-line measuring of the I-TEQ value in the flue gas by REMPI-TOFMS. The correlation coefficient r of the MCBz concentration to the I-TEQ in the flue gas was 0.85.

Photochemistry of irgasan-triflate: A simple conversion of an aromatic hydroxyl group to chlorine in the synthesis of polychlorinated diphenyl ethers and polychlorinated dibenzofurans

-