4-Chlorobiphenyl

Base Information

• Chemical Name: 4-Chlorobiphenyl
• CAS No.: 2051-62-9
• Molecular Formula: C12H9Cl
• Molecular Weight: 188.656
• Hs Code.: 2903999090
• European Community (EC) Number: 218-127-7
• NSC Number: 37066
• UN Number: 3432
• UNII: QA22Z3NGLU
• DSSTox Substance ID: DTXSID3040300
• Nikkaji Number: J47.611K
• Wikidata: Q27103306
• Metabolomics Workbench ID: 51445
• ChEMBL ID: CHEMBL276334
• Mol file: 2051-62-9.mol

Synonyms:4-chlorobiphenyl;4-monochlorobiphenyl

Chemical Property of 4-Chlorobiphenyl

Chemical Property:

• Appearance/Colour: White solid
• Melting Point: 32 °C(lit.)
• Refractive Index: 1.5830 (estimate)
• Boiling Point: 289 °C at 760 mmHg
• Flash Point: 127 °C
• PSA: 0.00000
• Density: 1.131 g/cm³
• LogP: 4.00700
• Storage Temp.: Refrigerator
• Solubility.: Chloroform (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly)
• Water Solubility.: <0.1 g/100 mL at 22 oC
• XLogP3: 4.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 188.0392780
• Heavy Atom Count: 13
• Complexity: 141
• Transport DOT Label: Class 9

Purity/Quality:

99% ^*data from raw suppliers

4-Chloro-1,1’-biphenyl ^*data from reagent suppliers

Safty Information:

• Pictogram(s): N, Xi
• Hazard Codes: N,Xi
• Statements: 33-50/53-36/37/38
• Safety Statements: 35-60-61-36-26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=CC=C(C=C2)Cl
• Uses: 4-Chloro-1,1’-biphenyl (cas# 2051-62-9) is a compound useful in organic synthesis.

Technology Process of 4-Chlorobiphenyl

There total 347 articles about 4-Chlorobiphenyl 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: 89.0%

biphenyl (92-52-4,1594-86-1) → 2-chloro-1,1'-biphenyl (2051-60-7,108321-69-3) + 2,4'-dichlorobiphenyl (34883-43-7) + 4,4'-dichlorobiphenyl (2050-68-2) + 4'-biphenyl chloride (2051-62-9,80333-62-6)

Guidance literature:

With chlorine; K-Zeolith L; In dichloromethane; at 20 ℃; for 6h; Product distribution; further zeolithes; further solvents and reaction conditions;

Reference yield: 88.0%

C26H19NO2 (93845-09-1) → benzophenone (119-61-9) + hexachloroethane (67-72-1) + benzophenone azine (983-79-9) + 4'-biphenyl chloride (2051-62-9,80333-62-6)

Guidance literature:

With tetrachloromethane; Yields of byproduct given; Ambient temperature; Irradiation;

DOI:10.1016/S0040-4039(00)82327-8

Reference yield: 88.0%

tris(4-chlorophenyl)bismuthane (5575-51-9) + triphenylantimony(V) diacetate (1538-62-1,34716-94-4) → biphenyl (92-52-4,1594-86-1) + 4,4'-dichlorobiphenyl (2050-68-2) + 4'-biphenyl chloride (2051-62-9,80333-62-6)

Guidance literature:

tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1-methyl-pyrrolidin-2-one; at 60 ℃; for 3h;

DOI:10.1016/j.jorganchem.2007.10.030

upstream raw materials:

biphenyl

4-Phenylphenol

bis(4-chlorobenzoyl)peroxide

4-phenylalanine

Downstream raw materials:

1,3-diphenylbenzene

[1,1';4',1'']terphenyl

2-(4'-chloro-biphenyl-4-carbonyl)-benzoic acid

tris-biphenyl-4-yl-phenyl-silane

Refernces

• 1、 Muniyappan, Nalluchamy,Junaid, Qazi Mohammad,Sabiah, Shahulhameed. "Synthesis, structure and characterization of picolyl and benzyl linked biphenyl nickel NHC complexes and their catalytic activity in Suzuki-Miyaura cross-coupling reactions". . . Retrieved 2021.
• 2、 Veisi, Hojat,Rostami, Amin,Shirinbayan, Mohadeseh. "Greener approach for synthesis of monodispersed palladium nanoparticles using aqueous extract of green tea and their catalytic activity for the Suzuki–Miyaura coupling reaction and the reduction of nitroarenes". . . Retrieved 2017.
• 3、 Ren, Liang,Yang, Fan,Li, Yongfeng,Liu, Ting,Zhang, Liqiang,Ning, Guoqing,Liu, Zhichang,Gao, Jinsen,Xu, Chunming. "Plasma synthesis of nitrogen-doped porous graphene supporting Pd nanoparticles as a new catalyst for C-C coupling reactions". . p. 26804 - 26809. Retrieved 2014.
• 4、 Ghorbani-Choghamarani, Arash,Taherinia, Zahra. "Synthesis of biaryls using palladium nanoparticles immobilized on peptide nanofibers as catalyst and hydroxybenzotriazole as novel phenylating reagent". . p. 469 - 474. Retrieved 2017.
• 5、 Wang,Chen. "Hypervalent iodine in synthesis 47 : Cross-coupling reaction of diaryliodonium salts with Grignard reagents via a novel double metal co-catalyst". . p. 3607 - 3612. Retrieved 2000.
• 6、 Hodgson,Marsden. "-". . p. 208,211. Retrieved 1940.
• 7、 Phukan, Shreemoyee,Mahanta, Abhijit,Kakati, Dwipen,Rashid, Md. Harunar. "Green chemical synthesis of Pd nanoparticles for use as efficient catalyst in Suzuki-Miyaura cross-coupling reaction". . . Retrieved 2019.
• 8、 Ghorbani-Vaghei, Ramin,Sarmast, Narges. "Palladium stabilized on poly and mono sulfonamide ligands as novel, simple, effective, and recyclable nano catalysts for C-C cross-coupling reactions". . p. 1073 - 1080. Retrieved 2017.
• 9、 Karimi, Sabah,Masteri-Farahani, Majid,Niakan, Mahsa,Shekaari, Hemayat. "Hydrophilic role of deep eutectic solvents for clean synthesis of biphenyls over a magnetically separable Pd-catalyzed Suzuki-Miyaura coupling reaction". . . Retrieved 2021.
• 10、 Yuan, Dingzhong,Zhang, Hepeng. "Nanosized palladium supported on diethylenetriamine modified superparamagnetic polymer composite microspheres: Synthesis, characterization and application as catalysts for the Suzuki reactions". . p. 249 - 255. Retrieved 2014.