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

• 108-42-9 3-chloro-aniline 
• 108-37-2 1-bromo-3-chlorobenzene 
• 201230-82-2 carbon monoxide 
• 625-99-0 3-iodochlorobenzene 
• 2888-06-4 3-chlorophenylsulfonyl chloride 
• 3102-33-8 trans-3-penten-2-one 
• 24691-69-8 Sb(C₆H₄Cl-m)3 
• 108-90-7 chlorobenzene 
• 108-95-2 phenol 
• 821-10-3 1,4-Dichloro-2-butyne 
• 67-56-1 methanol 
• 33756-91-1 tris(3-chlorophenyl)bismuthane 
• 32598-13-3 33'44'-tetrachlorinated biphenyl 
• 63503-60-6 3-chlorophenylboronic acid 

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.

Efficient photocatalytic chemoselective and stereoselective C-C bond formation over AuPd@N-rich carbon nitride

Heterogeneous chemoselective or stereoselective C-C coupling reactions remain extremely challenging in traditional organic synthesis. Here, we constructed a AuPd@N-rich carbon nitride (NRCN) photocatalyst through simple ammonia solution heat treatment of carbon nitride and then AuPd NP loading. AuPd@NRCN exhibited extraordinary light color promoted catalytic performance in C-C bond formation under visible light in air. Surprisingly, both high chemoselectivity to unsymmetrical Ullmann biaryl products and satisfactory stereoselectivity to Z-type Heck reaction products could be achieved by changing the light source color. Various substrates exhibited great potential for the economical synthesis of unsymmetrical biaryl products and Z-type olefins. Efficient visible light promoted C-I bond activation accompanied with improved photocatalytic coupling reaction efficiency over AuPd@NRCN was verified firstly by in situ DRIFTS. Considering that the Ullmann cross-coupling reaction is a multi-photon reaction, the improved photocatalytic performance in the Ullmann cross-coupling reaction using a combination of light sources with different colors might be due to the activation of different substrates and/or steps requiring different energies, and the combination of the two energy sources was beneficial for improving the activation efficiency of different substrates and/or steps. The activation of iodobenzene and styrene in the Heck reaction with light was also beneficial to the formation of the stilbene product. The light color promoted chemoselectivity and stereoselectivity are expected to have profound impact on organic synthetic methodology improvement. This journal is