3,3'-Dichlorobiphenyl

Base Information

• Chemical Name: 3,3'-Dichlorobiphenyl
• CAS No.: 2050-67-1
• Deprecated CAS: 54991-93-4
• Molecular Formula: C12H8 Cl2
• Molecular Weight: 223.102
• Hs Code.: 2903999010
• European Community (EC) Number: 621-287-4
• UNII: 62U12S7CJZ
• DSSTox Substance ID: DTXSID70872817
• Nikkaji Number: J7.867K
• Wikidata: Q27263514
• Mol file: 2050-67-1.mol

Synonyms:3,3'-dichloro-1,1'-biphenyl;3,3'-dichlorobiphenyl;PCB-11 cpd

Chemical Property of 3,3'-Dichlorobiphenyl

Chemical Property:

• Melting Point: 29℃
• Refractive Index: 1.5940 (rough estimate)
• Boiling Point: 324.7 °C at 760 mmHg
• Flash Point: 150.5 °C
• PSA: 0.00000
• Density: 1.249 g/cm³
• LogP: 4.66040
• Water Solubility.: 354.7ug/L(25 oC)
• XLogP3: 5.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 222.0003056
• Heavy Atom Count: 14
• Complexity: 161

Purity/Quality:

98%,99%, ^*data from raw suppliers

PCB No 11 analytical standard ^*data from reagent suppliers

Safty Information:

• Pictogram(s): A poison by ingestion.
• Hazard Codes: N
• Statements: 33-50/53
• Safety Statements: 35-60-61

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=CC(=C1)Cl)C2=CC(=CC=C2)Cl
• Uses: 3,3''-Dichlorobiphenyl is a polychlorinated biphenyl (PCB) congeners.

Technology Process of 3,3'-Dichlorobiphenyl

There total 54 articles about 3,3'-Dichlorobiphenyl which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 92.8%

3-iodochlorobenzene (625-99-0) → PCB 11 (2050-67-1) + chlorobenzene (108-90-7)

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; cesium fluoride; In 2-pentanol; at 100 ℃; for 29h; Inert atmosphere;

DOI:10.1021/jo100089d

Reference yield: 82.0%

(3-chlorophenyl)(mesityl)iodonium trifluoromethanesulfonate (1416277-01-4) → iodomesitylene (4028-63-1) + PCB 11 (2050-67-1)

Guidance literature:

With palladium diacetate; at 50 ℃; for 0.166667h; Microwave irradiation;

DOI:10.1002/ejoc.201600242

Reference yield: 71.0%

2-bromothiophene (1003-09-4) + (3-chlorophenyl)magnesium bromide (36229-42-2) → 2-(3-chlorophenyl)thiophene (59156-10-4) + PCB 11 (2050-67-1) + 2,2'-Bithiophene (492-97-7)

Guidance literature:

(3-chlorophenyl)magnesium bromide; With bismuth(III) chloride;

2-bromothiophene; With potassium phosphate; palladium diacetate; triphenylphosphine; In N,N-dimethyl-formamide; at 90 ℃; for 1h; Inert atmosphere;

DOI:10.1055/s-0030-1260554

upstream raw materials:

3-chloro-aniline

1-bromo-3-chlorobenzene

carbon monoxide

3-iodochlorobenzene

Downstream raw materials:

C₇₂H₅₀N₄

1-phenyl-1-cyclohexane

biphenyl

Refernces

• 1、 Liu, Guo-Bin,Tashiro, Masashi,Thiemann, Thies. "A facile method for the dechlorination of mono- and dichlorobiphenyls using Raney Ni-Al alloy in dilute aqueous solutions of alkali hydroxides or alkali metal carbonates". . p. 2497 - 2505. Retrieved 2009.
• 2、 Fournier Dit Chabert, Jérémie,Gozzi, Christel,Lemaire, Marc. "Synthesis of new 2-arylbenzo[b]thiophenes using 'Heck-type' technology". . p. 1829 - 1833. Retrieved 2002.
• 3、 Jiang, Heyan,Xu, Jie,Zhang, Sishi,Cheng, Hongmei,Zang, Cuicui,Bian, Fengxia. "Efficient photocatalytic chemoselective and stereoselective C-C bond formation over AuPd@N-rich carbon nitride". . p. 219 - 229. Retrieved 2021/01/28.
• 4、 Prasad, Sana Siva,Naidu, Bandameeda Ramesh,Hanafiah, Marlia M.,Lakshmidevi, Jangam,Marella, Ravi Kumar,Lakkaboyana, Sivarama Krishna,Venkateswarlu, Katta. "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". . . Retrieved 2021/09/13.