Benzaldehyde, 2-[(4-methoxyphenyl)ethynyl]-

Base Information

• Chemical Name: Benzaldehyde, 2-[(4-methoxyphenyl)ethynyl]-
• CAS No.: 176910-67-1
• Molecular Formula: C16H12O2
• Molecular Weight: 236.27
• Mol file: 176910-67-1.mol

Synonyms:2-(4-methoxy-phenylethynyl)benzaldehyde;2-(4-Methoxy-phenylethynyl)-benzaldehyde;2-((4-methoxyphenyl)ethynyl)benzaldehyde;2-(2-(4-methoxyphenyl)ethynyl)benzaldehyde;o-[2-(4-methoxyphenyl)ethynyl]benzaldehyde;2-[(4-methoxyphenyl)ethynyl]benzaldehyde;2-[2-(4-methoxyphenyl)ethynyl]benzaldehyde;

Chemical Property of Benzaldehyde, 2-[(4-methoxyphenyl)ethynyl]-

Chemical Property:

• Melting Point: 53 - 55 °C
• Boiling Point: 404.0±30.0 °C(Predicted)
• PSA: 26.30000
• Density: 1.17±0.1 g/cm3(Predicted)
• LogP: 2.90750
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C

Purity/Quality:

>99% ^*data from raw suppliers

2-((4-Methoxyphenyl)ethynyl)benzaldehyde 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Benzaldehyde, 2-[(4-methoxyphenyl)ethynyl]-

There total 12 articles about Benzaldehyde, 2-[(4-methoxyphenyl)ethynyl]- 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%

ortho-bromobenzaldehyde (6630-33-7) + 4-methoxyphenylacetylen (768-60-5) → 2-(4-methoxyphenylethynyl)benzaldehyde (176910-67-1)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; at 50 ℃; Inert atmosphere;

DOI:10.1039/c2cc33426g

Reference yield: 95.0%

2-iodobenzaldehyde (26260-02-6) + 4-methoxyphenylacetylen (768-60-5) → 2-(4-methoxyphenylethynyl)benzaldehyde (176910-67-1)

Guidance literature:

2-iodobenzaldehyde; With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; at 23 - 25 ℃; for 0.25h; Inert atmosphere;

4-methoxyphenylacetylen; at 50 ℃; for 4h; Inert atmosphere;

DOI:10.1021/ol300457c

Reference yield: 92.0%

{2-[2-(4-methoxyphenyl)ethynyl]phenyl}methanol (405198-79-0) → 2-(4-methoxyphenylethynyl)benzaldehyde (176910-67-1)

Guidance literature:

With pyridinium chlorochromate; In dichloromethane; at 25 ℃;

DOI:10.1055/s-2004-829056

upstream raw materials:

ortho-bromobenzaldehyde

4-methoxyphenylacetylen

{2-[2-(4-methoxyphenyl)ethynyl]phenyl}methanol

2-iodobenzyl alcohol

Downstream raw materials:

3'-(4-methoxyphenyl)-2,2-dimethyl-3',4'-dihydro-1'H-spiro[[1,3]dioxane-5,2'-naphthalene]-4,6-dione

dimethyl 3-(4-methoxyphenyl)-3,4-dihydronaphthalene-2,2(1H)-dicarboxylate

5-(2-(4-methoxyphenethyl)benzylidene)-2,2-dimethyl-1,3-dioxane-4,6-dione

dimethyl 2-(2-(4-methoxyphenethyl)benzylidene)malonate

Refernces

• 1、 Li, Bin,Shen, Nana,Yang, Yujie,Zhang, Xinying,Fan, Xuesen. "Tunable Synthesis of Indeno[1,2- c]furans and 3-Benzoylindenones via FeCl3-Catalyzed Carbene/Alkyne Metathesis Reaction of o-Alkynylbenzoyl Diazoacetates". supporting information. p. 388 - 393. Retrieved 2021/01/13.
• 2、 Hayatgheybi, Sepideh,Khosravi, Hormoz,Zahedian Tejeneki, Hossein,Rominger, Frank,Bijanzadeh, Hamid Reza,Balalaie, Saeed. "Synthesis of N-(isoquinolin-1-yl)sulfonamides via Ag2O-catalyzed tandem reaction of ortho-alkynylbenzaldoximes with benchtop stabilized ketenimines". supporting information. p. 3524 - 3529. Retrieved 2021/05/10.