2-(4-Chlorophenyl)pyridine

Base Information

• Chemical Name: 2-(4-Chlorophenyl)pyridine
• CAS No.: 5969-83-5
• Molecular Formula: C11H8ClN
• Molecular Weight: 189.644
• Hs Code.: 2933399090
• European Community (EC) Number: 889-113-1
• DSSTox Substance ID: DTXSID00374051
• Nikkaji Number: J1.464.076B
• Wikidata: Q72457464
• Mol file: 5969-83-5.mol

Synonyms:2-(4-chlorophenyl)pyridine;5969-83-5;Pyridine, 2-(4-chlorophenyl)-;MFCD06201380;2-(4'-chlorophenyl)pyridine;2-(4-Chlorphenyl)pyridin;2-(4-chloro-phenyl)pyridine;SCHEMBL196552;2-(4-Chloro-phenyl)-pyridine;DTXSID00374051;WHXIEVDMCNQVOV-UHFFFAOYSA-N;BCP22876;AKOS006295489;AM85838;BCP9000077;SB52871;AC-22451;DS-15185;SY112783;CS-0060613;FT-0654831;A832426

Chemical Property of 2-(4-Chlorophenyl)pyridine

Chemical Property:

• Vapor Pressure: 0.00192mmHg at 25°C
• Melting Point: 44-45 °C(Solv: dichloromethane (75-09-2); cyclohexane (110-82-7))
• Refractive Index: 1.588
• Boiling Point: 301.1 °C at 760 mmHg
• PKA: 4.33±0.25(Predicted)
• Flash Point: 164.2 °C
• PSA: 12.89000
• Density: 1.186 g/cm³
• LogP: 3.40200
• Storage Temp.: Inert atmosphere,Room Temperature
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 189.0345270
• Heavy Atom Count: 13
• Complexity: 152

Purity/Quality:

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

2-(4-Chlorophenyl)pyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=NC(=C1)C2=CC=C(C=C2)Cl
• Uses: 2-(4-Chlorophenyl)pyridine is a reagent used in ruthenium-catalyzed meta-carboxylation of arenes contg. pyridine and azines using carbon tetrabromide as the carbon source.

Technology Process of 2-(4-Chlorophenyl)pyridine

There total 42 articles about 2-(4-Chlorophenyl)pyridine 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: 100.0%

2-bromo-pyridine (109-04-6) + 4-Chlorophenylboronic acid (1679-18-1) → 2-(4-chlorophenyl)pyridine (5969-83-5)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; In ethanol; water; toluene; for 18h; Inert atmosphere; Reflux;

DOI:10.1002/anie.201505820

Reference yield: 90.0%

para-chloroacetophenone (99-91-2) + Trimethylenediamine (109-76-2,54018-94-9) → 2-(4-chlorophenyl)pyridine (5969-83-5)

Guidance literature:

With hydrogenchloride; iodine; oxygen; In dimethyl sulfoxide; at 80 ℃; for 4h;

DOI:10.1039/c5cc08498a

Reference yield: 85.0%

2-bromo-pyridine (109-04-6) + tris(4-chlorophenyl)bismuthane (5575-51-9) → 2-(4-chlorophenyl)pyridine (5969-83-5)

Guidance literature:

With potassium acetate; palladium diacetate; triphenylphosphine; In 1-methyl-pyrrolidin-2-one; at 110 ℃; for 2h; Schlenk technique; Inert atmosphere;

DOI:10.1002/ejoc.201402455

upstream raw materials:

pyridine

4-chlorophenyldiazonium salt

bis(4-chlorobenzoyl)peroxide

4-(pyridin-2-yl)aniline

Downstream raw materials:

5-chloro-2-(pyridin-2-yl)benzonitrile

5-chloro-2-(pyridin-2-yl)-1,3-phenylene dibenzoate

(5-chloro-2-( pyridin-2-yl)phenyl)(phenyl)methanone

C₂₅H₂₁ClN₂O₂S

Refernces

• 1、 Zhang, Shang-Shi,Zheng, Yi-Chuan,Zhang, Zi-Wu,Chen, Shao-Yong,Xie, Hui,Shu, Bing,Song, Jia-Lin,Liu, Yan-Zhi,Zeng, Yao-Fu,Zhang, Luyong. "Access to Branched Allylarenes via Rhodium(III)-Catalyzed C-H Allylation of (Hetero)arenes with 2-Methylidenetrimethylene Carbonate". supporting information. p. 5719 - 5723. Retrieved 2021/08/16.
• 2、 Kawai, Yuya,Liao, Yumeng,Matsuda, Takanori,Suzuki, Hirotsugu. "Rhodium-Catalyzed Additive-Free C?H Ethoxycarbonylation of (Hetero)Arenes with Diethyl Dicarbonate as a CO Surrogate". supporting information. p. 4938 - 4942. Retrieved 2021/09/30.