2 - [2 - (4 - Methyl phenyl) ethinyl] benzaldehyde

Base Information

• Chemical Name: 2 - [2 - (4 - Methyl phenyl) ethinyl] benzaldehyde
• CAS No.: 189008-33-1
• Molecular Formula: C16H12O
• Molecular Weight: 220.271
• Mol file: 189008-33-1.mol

Synonyms:2-[(4-methylphenyl)ethynyl]benzaldehyde;2‐(p‐tolylethynyl)benzaldehyde;2-[2-(4-methyl phenyl) ethinyl] benzaldehyde;2-(p-tolylethynyl)benzaldehyde;2-(4-tolylethynyl)benzaldehyde;2-p-Tolylethynyl-benzaldehyde;2-[2-(4-tolyl)ethynyl]benzaldehyde;2-[2-(p-tolyl)ethynyl]benzaldehyde;

Chemical Property of 2 - [2 - (4 - Methyl phenyl) ethinyl] benzaldehyde

Chemical Property:

• PSA: 17.07000
• LogP: 3.20730
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C

Purity/Quality:

99% ^*data from raw suppliers

2-(p-Tolylethynyl)benzaldehyde 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2 - [2 - (4 - Methyl phenyl) ethinyl] benzaldehyde

There total 11 articles about 2 - [2 - (4 - Methyl phenyl) ethinyl] benzaldehyde 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: 94.0%

4-tolyl iodide (624-31-7) + 2-ethynylbenzaldehyde (38846-64-9) → 2-[2-(4-methylphenyl)ethynyl]benzaldehyde (189008-33-1)

Guidance literature:

With triethylamine; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; at 50 ℃; for 1h;

DOI:10.1002/chem.19970030521

Reference yield: 92.0%

ortho-bromobenzaldehyde (6630-33-7) + 4-n-methylphenylacetylene (766-97-2) → 2-[2-(4-methylphenyl)ethynyl]benzaldehyde (189008-33-1)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; In tetrahydrofuran; Inert atmosphere; Schlenk technique;

DOI:10.1021/jo500838x

Reference yield: 90.0%

2-iodobenzaldehyde (26260-02-6) + 4-n-methylphenylacetylene (766-97-2) → 2-[2-(4-methylphenyl)ethynyl]benzaldehyde (189008-33-1)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; at 20 ℃; for 14h;

DOI:10.1002/ejoc.201402438

upstream raw materials:

4-tolyl iodide

2-ethynylbenzaldehyde

(2-( p-tolylethynyl)phenyl)methanol

ortho-bromobenzaldehyde

Downstream raw materials:

3-Cyclopropyl-1-(2-p-tolylethynyl-phenyl)-prop-2-yn-1-ol

3-phenyl-1-(2-(p-tolylethynyl)phenyl)prop-2-yn-1-ol

1-[2-(p-tolylethynyl)phenyl]pentan-1-ol

10-(4-methylphenyl)-15bH-isoquino[2,1-a]pyrrolo[2,1-c]quinoxaline

Refernces

• 1、 De Abreu, Maxime,Belmont, Philippe,Brachet, Etienne. "Light-Enabled Radical 1,4-Aryl Migration Via a Phospho-Smiles Rearrangement". . p. 3758 - 3767. Retrieved 2021/02/01.
• 2、 Li, Quanzhe,Liu, Ruixing,Wei, Yin,Shi, Min. "Silver/Rhodium Relay Catalysis Enables C?H Functionalization of In Situ Generated Isoquinolines with Sulfoxonium Ylides: Construction of Hexahydrodibenzo[a,g]quinolizine Scaffolds". supporting information. p. 2664 - 2669. Retrieved 2021/04/05.