3-Chlorobiphenyl

Base Information

• Chemical Name: 3-Chlorobiphenyl
• CAS No.: 2051-61-8
• Molecular Formula: C12H9 Cl
• Molecular Weight: 188.656
• Hs Code.: 2903999090
• European Community (EC) Number: 218-126-1,623-280-1
• UN Number: 2315
• UNII: WLQ4633SJY
• DSSTox Substance ID: DTXSID1040299
• Nikkaji Number: J95.418G
• Wikidata: Q27891531
• Metabolomics Workbench ID: 55469
• Mol file: 2051-61-8.mol

Synonyms:3-chlorobiphenyl

Chemical Property of 3-Chlorobiphenyl

Chemical Property:

• Vapor Pressure: 0.00509mmHg at 25°C
• Melting Point: 89℃
• Refractive Index: 1.6175 (589.3 nm 25℃)
• Boiling Point: 284.5°Cat760mmHg
• Flash Point: 129.5°C
• PSA: 0.00000
• Density: 1.131g/cm³
• LogP: 4.00700
• Water Solubility.: 3.63mg/L(25 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: 149
• Transport DOT Label: Class 9

Purity/Quality:

99% ^*data from raw suppliers

3-Chlorobiphenyl ^*data from reagent suppliers

Safty Information:

• Pictogram(s): 1863135
• Hazard Codes: N,Xn
• 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=C(C=C1)C2=CC(=CC=C2)Cl

Technology Process of 3-Chlorobiphenyl

There total 136 articles about 3-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: 30.0%

N-<(o-phenylthio)phenyl>formamide (1489-24-3) → 2(3H)-Benzothiazolone (934-34-9) + m-chlorobiphenyl (2051-61-8) + 2-chloro-1,1'-biphenyl (2051-60-7,108321-69-3) + 4'-biphenyl chloride (2051-62-9,80333-62-6)

Guidance literature:

With di-tert-butyl peroxide; In chlorobenzene; at 110 ℃; for 48h; Yields of byproduct given;

DOI:10.1039/P19810003164

Reference yield: 30.0%

N-<(o-phenylthio)phenyl>formamide (1489-24-3) + chlorobenzene (108-90-7) → 2(3H)-Benzothiazolone (934-34-9) + m-chlorobiphenyl (2051-61-8) + 2-chloro-1,1'-biphenyl (2051-60-7,108321-69-3) + 4'-biphenyl chloride (2051-62-9,80333-62-6)

Guidance literature:

With di-tert-butyl peroxide; at 110 ℃; for 48h; Yield given;

DOI:10.1039/P19810003164

Reference yield: 11.3%

chlorobenzene (108-90-7) + N-sulphinylphenylhydrazine (17420-03-0) → m-chlorobiphenyl (2051-61-8) + 2-chloro-1,1'-biphenyl (2051-60-7,108321-69-3) + diphenyldisulfane (882-33-7) + 4'-biphenyl chloride (2051-62-9,80333-62-6)

Guidance literature:

at 135 ℃; for 72h; Further byproducts given;

upstream raw materials:

2-(4'-aminophenyl)-4-chloroaniline

N-nitrosoacetanilide

chlorobenzene

triphenyl(phenylazo)methane

Downstream raw materials:

biphenyl

1-phenyl-1-cyclohexane

2-([1,1’-biphenyl]-3-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

acetone

Refernces

• 1、 Naeimi, Hossein,Kiani, Fatemeh. "Inorganic–organic hybrid nano magnetic based nickel complex as a novel, efficient and reusable nanocomposite for the synthesis of biphenyl compounds in green condition". . p. 163 - 169. Retrieved 2019.
• 2、 Domini, Claudia E.,Silbestri, Gustavo F.,Fernández Band, Beatriz,Chopa, Alicia B.. "Ultrasound-assisted synthesis of unsymmetrical biaryls by Stille cross-coupling reactions". . p. 410 - 414. Retrieved 2012.
• 3、 Lafrance, Marc,Fagnou, Keith. "Palladium-catalyzed benzene arylation: Incorporation of catalytic pivalic acid as a proton shuttle and a key element in catalyst design". . p. 16496 - 16497. Retrieved 2006.
• 4、 Kiani, Fatemeh,Naeimi, Hossein. "Ultrasonic accelerated coupling reaction using magnetically recyclable bis (propyl molononitril) Ni complex nanocatalyst: A novel, green and efficient synthesis of biphenyl derivatives". . p. 267 - 274. Retrieved 2018.
• 5、 Rajendran, Chandran,Thirumoorthy, Kulandaivellu,Satishkumar, Govindaswamy,Landau, Miron V.. "Alumina as Solid-State Ligand in Enhancing the Redox Catalytic Property of Iron Oxide Grafted AlSBA-15 towards Arylation of Arene". . p. 4768 - 4776. Retrieved 2018.
• 6、 Chen, Yuan,Wang, Minggui,Zhang, Long,Liu, Yan,Han, Jie. "Poly(: O -aminothiophenol)-stabilized Pd nanoparticles as efficient heterogenous catalysts for Suzuki cross-coupling reactions". . p. 47104 - 47110. Retrieved 2017.
• 7、 Gorbunova,Pervova,Plotnikova,Saloutin,Chupakhin. "Features of polychlorinated biphenyls nitration". . p. 1611 - 1616. Retrieved 2015.
• 8、 Tamang, Sem Raj,Achazi, Andreas J.,Rust, Haley S.,Dhungana, Pramod,Miró, Pere,Hoefelmeyer, James D.. "Suzuki coupling catalyzed by chloro({2-[mesityl(quinolin-8-yl-κN)boryl]-3,5-dimethylphenyl}methyl-κC)palladium(II)". . p. 2365 - 2370. Retrieved 2019.
• 9、 Dong, Zhenhua,Pan, Hongguo,Gao, Pengwei,Xiao, Yongmei,Fan, Lulu,Chen, Jing,Wang, Wentao. "Palladium Immobilized on a Polyimide Covalent Organic Framework: An Efficient and Recyclable Heterogeneous Catalyst for the Suzuki–Miyaura Coupling Reaction and Nitroarene Reduction in Water". . . Retrieved 2021/05/10.
• 10、 Li, Jia-Wei,Li, Ming,Liu, Yue-Jin,Tao, Jun-Yang,Wang, Liang-Neng,Zeng, Ming-Hua. "Construction of Bulky Ligand Libraries by Ru(II)-Catalyzed P(III)-Assisted ortho-C-H Secondary Alkylation". supporting information. p. 11915 - 11925. Retrieved 2021/09/13.