2-(Phenylethynyl)benzaldehyde

Base Information

• Chemical Name: 2-(Phenylethynyl)benzaldehyde
• CAS No.: 59046-72-9
• Molecular Formula: C15H10O
• Molecular Weight: 206.244
• Hs Code.: 2913000090
• European Community (EC) Number: 806-030-8
• DSSTox Substance ID: DTXSID00434149
• Nikkaji Number: J716.308H
• Wikidata: Q82248481
• Mol file: 59046-72-9.mol

Synonyms:2-(phenylethynyl)benzaldehyde;59046-72-9;2-(2-phenylethynyl)benzaldehyde;2-PHENYLETHYNYL-BENZALDEHYDE;2-Phenylethyny-Benzaldehyde;SCHEMBL193992;DTXSID00434149;SDSQNHMKRHPAIM-UHFFFAOYSA-N;MFCD09030317;AKOS015963534;DS-3433;A8323;CS-0156581;F21280

Chemical Property of 2-(Phenylethynyl)benzaldehyde

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.627
• Boiling Point: 369.625°C at 760 mmHg
• Flash Point: 162.653°C
• PSA: 17.07000
• Density: 1.147g/cm³
• LogP: 2.89890
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 206.073164938
• Heavy Atom Count: 16
• Complexity: 287

Purity/Quality:

99.5% ^*data from raw suppliers

2-(Phenylethynyl)benzaldehyde 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C#CC2=CC=CC=C2C=O

Technology Process of 2-(Phenylethynyl)benzaldehyde

There total 41 articles about 2-(Phenylethynyl)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: 98.0%

2-(2-(phenylethynyl)phenyl)-1,3-dioxolane (226089-86-7) → o-(phenylethynyl)benzaldehyde (59046-72-9)

Guidance literature:

With water; toluene-4-sulfonic acid; In acetone; at 40 ℃; for 16h;

Reference yield: 97.0%

[2-(2-phenylethynyl)phenyl]methanol (13141-40-7) → o-(phenylethynyl)benzaldehyde (59046-72-9)

Guidance literature:

With manganese(IV) oxide; In dichloromethane; at 25 ℃; for 17h;

DOI:10.1021/acs.orglett.7b03338

Reference yield: 97.0%

ortho-bromobenzaldehyde (6630-33-7) + phenylpropyolic acid (637-44-5) → o-(phenylethynyl)benzaldehyde (59046-72-9)

Guidance literature:

ortho-bromobenzaldehyde; phenylpropyolic acid; With tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; lithium chloride; silver(l) oxide; In N,N-dimethyl-formamide; at 70 ℃; for 2h; Inert atmosphere;

DOI:10.1002/adsc.200900502

upstream raw materials:

1-bromo-2-(phenylethenyl)benzene

N,N-dimethyl-formamide

phenylacetylene

ortho-bromobenzaldehyde

Downstream raw materials:

1-(2-(phenylethynyl)phenyl)prop-2-yn-1-ol

3-phenyl-1-(2-(phenylethynyl)phenyl)-prop-2-yn-1-ol

4-iodo-1-methoxy-3-phenyl-1H-isochromene

1-[2-(2-phenylethynyl)phenyl]pentan-1-ol

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、 Hendrich, Christoph M.,Bongartz, Lukas M.,Hoffmann, Marvin T.,Zschieschang, Ute,Borchert, James W.,Sauter, Désirée,Kr?mer, Petra,Rominger, Frank,Mulks, Florian F.,Rudolph, Matthias,Dreuw, Andreas,Klauk, Hagen,Hashmi, A. Stephen K.. "Gold Catalysis Meets Materials Science – A New Approach to π-Extended Indolocarbazoles". supporting information. p. 549 - 557. Retrieved 2020/12/07.