4-(2-pyridin-4-ylethynyl)pyridine

Base Information

• Chemical Name: 4-(2-pyridin-4-ylethynyl)pyridine
• CAS No.: 73564-69-9
• Molecular Formula: C12H8N2
• Molecular Weight: 180.209
• Hs Code.: 2933399090
• Mol file: 73564-69-9.mol

Synonyms:1,2-(4'-dipyridyl)acetylene;1,2-Bis-(4-pyridyl)-acetylen;1,2-Di(pyridin-4-yl)ethyne;1,2-bis(4-pyridyl)acetylene;

Chemical Property of 4-(2-pyridin-4-ylethynyl)pyridine

Chemical Property:

• Melting Point: 114-116 °C
• Boiling Point: 350.9°Cat760mmHg
• PKA: 2.97±0.26(Predicted)
• Flash Point: 155.1°C
• PSA: 25.78000
• Density: 1.18g/cm³
• LogP: 1.87640
• Storage Temp.: 2-8°C

Purity/Quality:

98% ^*data from raw suppliers

1,2-Di(pyridin-4-yl)ethyne ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-(2-pyridin-4-ylethynyl)pyridine

There total 20 articles about 4-(2-pyridin-4-ylethynyl)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: 97.0%

1,2-dibromo-1,2-di(pyridin-4-yl)ethane (73564-68-8) → 1,2-bis(4-pyridyl)ethyne (73564-69-9)

Guidance literature:

With sodium; tert-butyl alcohol; for 4h; Reflux; Inert atmosphere;

DOI:10.1039/d1ob01758f

Reference yield: 92.0%

4-pyridylacetylene (2510-22-7) + 4-iodopyridine (15854-87-2) → 1,2-bis(4-pyridyl)ethyne (73564-69-9)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; triethylamine; copper(I) bromide; at 90 ℃; for 4h; Inert atmosphere;

DOI:10.1002/chem.201100609

Reference yield: 91.0%

4-iodopyridine (15854-87-2) + 4-(2-(trimethylsilyl)ethynyl)pyridine (133810-35-2) → 1,2-bis(4-pyridyl)ethyne (73564-69-9)

Guidance literature:

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; diisopropylamine; at 20 ℃; for 5h; Inert atmosphere;

DOI:10.1021/ja4015293

upstream raw materials:

pyridine-4-carbaldehyde

diphenyl 1-chloro-1-(4-pirydyl)methanephosphonate

4-pyridylacetylene

4-bromopyridine hydrochloride

Downstream raw materials:

[{Cu(triflato)(2,9-dimesityl-1,10-phenanthroline)_}2(C₅H₄NCCC₅H₄N)]

[Cu(2,9-dimesityl-1,10-phenanthroline)(C₅H₄NCCC₅H₄N)]PF₆

Refernces

• 1、 Coe, Benjamin J.,Harries, Josephine L.,Harris, James A.,Brunschwig, Bruce S.,Coles, Simon J.,Light, Mark E.,Hursthouse, Michael B.. "Syntheses, spectroscopic and molecular quadratic nonlinear optical properties of dipolar ruthenium(II) complexes of the ligand 1,2-phenylenebis(dimethylarsine)". . p. 2935 - 2942. Retrieved 2004.
• 2、 -. "Carborane viologen derivative as well as metal supramolecular polymer, synthesis method and application". Paragraph 0091-0092. . Retrieved 2021/01/24.
• 3、 Hao, Haijun,Li, Ya,Su, Zimu,Zhuang, Junpeng. "Photoinduced direct hydration of dipyridylacetylenes in acidic aqueous solution". supporting information. p. 7669 - 7672. Retrieved 2020/08/25.