5-ethynylpicolinaldehyde

Base Information

• Chemical Name: 5-ethynylpicolinaldehyde
• CAS No.: 940911-03-5
• Molecular Formula: C8H5NO
• Molecular Weight: 131.134
• Mol file: 940911-03-5.mol

Synonyms:5-ETHYNYLPICOLINALDEHYDE;5-ethynyl-pyridine-2-carbaldehyde;F-5029;5-ethynyl-2-pyridinecarboxaldehyde;

Chemical Property of 5-ethynylpicolinaldehyde

Chemical Property:

• Melting Point: 121-122 °C
• Boiling Point: 231.3±25.0 °C(Predicted)
• PKA: 2.20±0.10(Predicted)
• PSA: 29.96000
• Density: 1.15±0.1 g/cm3(Predicted)
• LogP: 0.87540
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C

Purity/Quality:

NLT 98% ^*data from raw suppliers

5-Ethynylpicolinaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 5-ethynylpicolinaldehyde

There total 4 articles about 5-ethynylpicolinaldehyde 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: 95.0%

5-[2-(trimethylsilyl)ethynyl]pyridine-2-carbaldehyde (650606-63-6) → 5-ethynyl-2-pyridinecarboxaldehyde (940911-03-5)

Guidance literature:

With methanol; potassium carbonate; at 20 ℃; for 2h;

Reference yield: 72.0%

→ 5-ethynyl-2-pyridinecarboxaldehyde (940911-03-5)

Guidance literature:

With methanol; potassium carbonate; at 20 ℃; for 2h; Inert atmosphere;

Reference yield:

5-bromo-pyridine-2-carbaldehyde (31181-90-5) → 5-ethynyl-2-pyridinecarboxaldehyde (940911-03-5)

Guidance literature:

Multi-step reaction with 2 steps

1: tetrakis-(triphenylphosphine)-palladium; copper (I) iodide; triethylamine / toluene / 2 h / 20 °C / Inert atmosphere; Schlenk technique

2: potassium carbonate / methanol / 2 h / Inert atmosphere; Schlenk technique

With copper (I) iodide; tetrakis-(triphenylphosphine)-palladium; potassium carbonate; triethylamine; In methanol; toluene;

DOI:10.1039/c4dt03331k

upstream raw materials:

5-[2-(trimethylsilyl)ethynyl]pyridine-2-carbaldehyde

5-bromo-pyridine-2-carbaldehyde

2,5-dibromopyridine

Downstream raw materials:

5-{[4-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)phenyl]ethynyl}pyridine-2-carbaldehyde

(5-ethynylpyridine-2-yl)methanol

5,5′-[2,5-bis(decyloxy)-1,4-phenylene]bis(ethyne-2,1-diyl)dipicolinaldehyde

Refernces

• 1、 -. "NOVEL COMPOUNDS AS INHIBITORS OF HISTONE DEACETYLASE 6 AND PHARMACEUTICAL COMPOSITION COMPRISING THE SAME". Page/Page column 430; 431. . Retrieved 2022/01/24.
• 2、 Borozdina, Yulia B.,Mostovich, Evgeny A.,Cong, Pham Thanh,Postulka, Lars,Wolf, Bernd,Lang, Michael,Baumgarten, Martin. "Spin-dimer networks: Engineering tools to adjust the magnetic interactions in biradicals". . p. 9053 - 9065. Retrieved 2017/09/22.