(4-Ethynylphenyl)(pyridin-4-yl)methanone

Base Information

• Chemical Name: (4-Ethynylphenyl)(pyridin-4-yl)methanone
• CAS No.: 345911-44-6
• Molecular Formula: C14H9 N O
• Molecular Weight: 0
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID60697677
• Wikidata: Q82627644
• Mol file: 345911-44-6.mol

Synonyms:345911-44-6;(4-ETHYNYLPHENYL)-4-PYRIDINYLMETHANONE;(4-Ethynylphenyl)(pyridin-4-yl)methanone;DTXSID60697677;FT-0604767

Chemical Property of (4-Ethynylphenyl)(pyridin-4-yl)methanone

Chemical Property:

• Refractive Index: 1.619
• PSA: 29.96000
• LogP: 2.29390
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 207.068413911
• Heavy Atom Count: 16
• Complexity: 287

Purity/Quality:

99%min ^*data from raw suppliers

(4-ETHYNYLPHENYL)-4-PYRIDINYLMETHANONE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C#CC1=CC=C(C=C1)C(=O)C2=CC=NC=C2

Technology Process of (4-Ethynylphenyl)(pyridin-4-yl)methanone

There total 6 articles about (4-Ethynylphenyl)(pyridin-4-yl)methanone 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:

pyridine-4-carboxylic acid (55-22-1) → 4-(4-Ethynylbenzoyl)pyridine (345911-44-6)

Guidance literature:

Multi-step reaction with 3 steps

1.1: SOCl₂

2.1: CuI; Pd(PPh₃)2Cl₂; diisopropylamine / benzene / 20 °C

2.2: NaOH / methanol / 12 h / 20 °C

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; thionyl chloride; diisopropylamine; In benzene;

DOI:10.1021/jo020489+

Reference yield:

4-(4-[(Trimethylsilyl)ethynyl]benzoyl)pyridine (345911-43-5) → 4-(4-Ethynylbenzoyl)pyridine (345911-44-6)

Guidance literature:

With sodium hydroxide; In methanol; at 23 ℃; for 14h;

DOI:10.1021/jp0107199

Reference yield:

(4-bromo-phenyl)-pyridin-4-yl-methanone (14548-49-3) + trimethylsilylacetylene (1066-54-2) → 4-(4-Ethynylbenzoyl)pyridine (345911-44-6)

Guidance literature:

(4-bromo-phenyl)-pyridin-4-yl-methanone; trimethylsilylacetylene; With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; diisopropylamine; In benzene; at 20 ℃;

With sodium hydroxide; In methanol; at 20 ℃; for 12h; Further stages.;

DOI:10.1021/jo020489+

upstream raw materials:

4-(4-[(Trimethylsilyl)ethynyl]benzoyl)pyridine

(4-bromo-phenyl)-pyridin-4-yl-methanone

trimethylsilylacetylene

pyridine-4-carboxylic acid

Refernces

• 1、 Leventis, Nicholas,Elder, Ian A.,Gao, Xuerong,Bohannan, Eric W.,Sotiriou-Leventis, Chariklia,Rawashdeh, Abdel Monem M.,Overschmidt, Travis J.,Gaston, Kimberly R.. "The redox chemistry of 4-benzoyi-N′-methyipyridinium cations in acetonitrile with and without proton donors: The role of hydrogen bonding". . p. 3663 - 3674. Retrieved 2007/10/03.