2050-67-1

Basic information

• Product Name: 3,3'-DICHLOROBIPHENYL
• Synonyms: 3,3'-DICHLOROBIPHENYL;BZ NO 11;PCB NO 11;3,3'-Dichloro-1,1'-biphenyl;3,3'-Dichlorodiphenyl;Biphenyl, 3,3'-dichloro-;m,m'-Dichlorobiphenyl;PCB 11
• CAS NO: 2050-67-1
• Molecular Formula: C₁₂H₈Cl₂
• Molecular Weight: 223.1
• Mol File: 2050-67-1.mol
• Article Data: 70

Chemical Properties

• Melting Point: 29℃
• Boiling Point: 289.78°C (rough estimate)
• Flash Point: 150.5 °C
• Appearance: /
• Density: 1.2490 (rough estimate)
• Refractive Index: 1.5940 (rough estimate)
• Water Solubility: 354.7ug/L(25 oC)
• CAS DataBase Reference: 3,3'-DICHLOROBIPHENYL(CAS DataBase Reference)
• NIST Chemistry Reference: 3,3'-DICHLOROBIPHENYL(2050-67-1)
• EPA Substance Registry System: 3,3'-DICHLOROBIPHENYL(2050-67-1)

Safety Data

• Hazard Codes: N
• Statements: 33-50/53
• Safety Statements: 35-60-61
• RIDADR: UN 2315 9/PG 2
• WGK Germany: 3
• RTECS: DV3911000
• Hazardous Substances Data: 2050-67-1(Hazardous Substances Data)

Usage

Uses

3,3''-Dichlorobiphenyl is a polychlorinated biphenyl (PCB) congeners.

Upstream product

• 201230-82-2 carbon monoxide 
• 625-99-0 3-iodochlorobenzene 
• 108-90-7 chlorobenzene 
• 108-95-2 phenol 
• 67-56-1 methanol 
• 33756-91-1 tris(3-chlorophenyl)bismuthane 
• 108-37-2 1-bromo-3-chlorobenzene 
• 63503-60-6 3-chlorophenylboronic acid 
• 858672-69-2 potassium (4-methoxyphenyl)dimethylsilanololate 
• 943611-16-3 1-{6-[dibutyl(phenyl)stannyl]hexyl}-3-methyl-1H-imidazolium iodide 
• 10166-09-3 (o-tolyl)acetyl chloride 
• 103-80-0 phenylacetyl chloride 
• 51512-09-5 2-(2-chlorophenyl)acetyl chloride 
• 6831-55-6 2-(3,4-dichlorophenyl)acetyl chloride 

Downstream Products

• 92-52-4 biphenyl 
• 827-52-1 1-phenyl-1-cyclohexane 
• 1290615-11-0 C₇₂H₅₀N₄ 

Relevant articles and documents

Base- and phosphine-free palladium-catalyzed homocoupling of arylboronic acid derivatives under air

In the presence of a catalytic amount of Pd(OAc)2, various arylboronic acids underwent homocoupling in MeOH at ambient temperature under air to give rise to symmetrical biaryls. The homocoupling of arylboronic acids was also carried out using polyurea-encapsulated Pd(OAc)2 as a recyclable catalyst. Georg Thieme Verlag Stuttgart.

Rhodium-catalyzed oxidative homocoupling of boronic acids

Oxidative homocoupling of aryl- and alkenylboronic acids was achieved with Wilkinson's catalyst. Commercially available 2,2,6,6-tetramethylpiperidine-N- oxyl radical (TEMPO) was used as a stoichiometric oxidant.

Pd-catalyzed oxidative homocoupling of arylboronic acids in WEPA: A sustainable access to symmetrical biaryls under added base and ligand-free ambient conditions

Symmetrical and unsymmetrical biaryls comprises a diverse class of biologically eloquent organic compounds. We herein report, a quick and eco-friendly protocol for the synthesis of biaryls by an oxidative (aerobic) homocoupling of arylboronic acids (ABAs) using Pd(OAc)2 in water extract of pomogranate ash (WEPA) as an efficient agro-waste(bio)-derived aqueous (basic) media. The reactions were executed at ambient aerobic conditions in the absence of external base and ligand to result symmetrical biaryls in excellent yields. The use of renewable media with an effective exploitation of waste, short reaction times, excellent yields of products, easy separation of the products, unnecessating the external base, oxidant, ligand or volatile organic solvents and ambient reaction conditions are the vital insights of the present protocol.

Synthesis of biaryl compounds via Suzuki homocoupling reactions catalyzed by metal organic frameworks encapsulated with palladium nanoparticles

Heterogeneous homocoupling reactions of phenylboronic acids were greatly accelerated via Suzuki homocoupling reactions. In this work, a tandem route was designed which firstly one part of phenylboronic acids reacted with iodine to form iodobenzenes, then another part of phenylboronic acids coupled with iodobenzenes to produce biaryl compounds. The tandem reaction were catalyzed by a bifunctional heterogeneous catalyst of metal organic frameworks encapsulated with palladium nanoparticles (Pd?MOFs). This strategy for forming symmetric C-C bond between benzene rings has obvious advantages such as high efficiency, easy separation, good recyclability and no addition of toxic halogenated benzene.

Porphyrin n-pincer pd(Ii)-complexes in water: A base-free and nature-inspired protocol for the oxidative self-coupling of potassium aryltrifluoroborates in open-air

Metalloporphyrins (and porphyrins) are well known as pigments of life in nature, since representatives of this group include chlorophylls (Mg-porphyrins) and heme (Fe-porphyrins). Hence, the construction of chemistry based on these substances can be based on the imitation of biological systems. Inspired by nature, in this article we present the preparation of five different porphyrin, meso-tetraphenylporphyrin (TPP), meso-tetra(p-anisyl)porphyrin (TpAP), tetra-sodium meso-tetra(p-sulfonatophenyl)porphyrin (TSTpSPP), meso-tetra(m-hydroxyphenyl)porphyrin (TmHPP), and meso-tetra(m-carboxyphenyl)porphyrin (TmCPP) as well as their N-pincer Pd(II)-complexes such as Pd(II)-meso-tetraphenylporphyrin (PdTPP), Pd(II)-meso-tetra(p-anisyl)porphyrin (PdTpAP), Pd(II)-tetrasodium meso-tetra(p-sulfonatophenyl)porphyrin (PdTSTpSPP), Pd(II)-meso-tetra(m-hydroxyphenyl)porphyrin (PdTmHPP), and Pd(II)-meso-tetra(m-carboxyphenyl)porphyrin (PdTmCPP). These porphyrin N-pincer Pd(II)-complexes were studied and found to be effective in the base-free self-coupling reactions of potassium aryltrifluoroborates (PATFBs) in water at ambient conditions. The catalysts and the products (symmetrical biaryls) were characterized using their spectral data. The high yields of the biaryls, the bio-mimicking conditions, good substrate feasibility, evading the use of base, easy preparation and handling of catalysts, and the application of aqueous media, all make this protocol very attractive from a sustainability and cost-effective standpoint.