3-(4-Chlorophenyl)pyridine

Base Information

• Chemical Name: 3-(4-Chlorophenyl)pyridine
• CAS No.: 5957-97-1
• Molecular Formula: C11H8ClN
• Molecular Weight: 189.644
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID30523439
• Nikkaji Number: J3.107.825C
• Mol file: 5957-97-1.mol

Synonyms:3-(4-chlorophenyl)pyridine;5957-97-1;3-(4-Chloro-phenyl)-pyridine;MFCD07644611;4-(3'-pyridinyl)-1-chlorobenzene;Tricarbomethoxymethane;3-(4-chloro-phenyl)pyridine;SCHEMBL196313;DTXSID30523439;TYNIXEJSFQOEQF-UHFFFAOYSA-N;AKOS006286341;CS-0193271;E90073

Chemical Property of 3-(4-Chlorophenyl)pyridine

Chemical Property:

• Vapor Pressure: 0.00108mmHg at 25°C
• Refractive Index: 1.588
• Boiling Point: 310.7°C at 760 mmHg
• PKA: 4.71±0.10(Predicted)
• Flash Point: 170.7°C
• PSA: 12.89000
• Density: 1.186g/cm³
• LogP: 3.40200
• XLogP3: 3.1
• 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%Min ^*data from raw suppliers

3-(4-Chlorophenyl)pyridine 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC(=CN=C1)C2=CC=C(C=C2)Cl

Technology Process of 3-(4-Chlorophenyl)pyridine

There total 17 articles about 3-(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%

3-Bromopyridine (626-55-1,163928-56-1) + 4-Chlorophenylboronic acid (1679-18-1) → 4-(3'-pyridinyl)-1-chlorobenzene (5957-97-1)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; In ethanol; water; toluene; at 75 ℃; for 24h; Inert atmosphere; Reflux;

Reference yield: 99.0%

1-Chloro-4-iodobenzene (637-87-6) + 3-pyridylboronic acid (1692-25-7) → 4-(3'-pyridinyl)-1-chlorobenzene (5957-97-1)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; In water; N,N-dimethyl-formamide; at 85 ℃; for 24h; Inert atmosphere; Schlenk technique;

DOI:10.1021/acs.orglett.0c03836

Reference yield: 95.0%

3-iodopyridine (1120-90-7) + tris(4-chlorophenyl)bismuthane (5575-51-9) → 4-(3'-pyridinyl)-1-chlorobenzene (5957-97-1)

Guidance literature:

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

DOI:10.1016/j.tet.2014.11.036

upstream raw materials:

pyridine

p-chlorobenzenediazonium tetrafluoroborate

3-iodopyridine

chlorobenzene

Downstream raw materials:

3-[4-(4,4,5,5,-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]pyridine

4-pyridin-3-ylaniline

Refernces

• 1、 -. "Phenylpyridine derivative (by machine translation)". Paragraph 0039. . Retrieved 2020/02/01.
• 2、 Hofmann, Josefa,Gans, Eva,Clark, Timothy,Heinrich, Markus R.. "Radical Arylation of Anilines and Pyrroles via Aryldiazotates". . p. 9647 - 9656. Retrieved 2017/07/22.