Benzoic acid, 2-(phenylethynyl)-, methyl ester

Base Information

• Chemical Name: Benzoic acid, 2-(phenylethynyl)-, methyl ester
• CAS No.: 33578-05-1
• Molecular Formula: C16H12O2
• Molecular Weight: 236.27
• DSSTox Substance ID: DTXSID801239359
• Nikkaji Number: J344.152K
• Mol file: 33578-05-1.mol

Synonyms:methyl 2-(phenylethynyl)benzoate;33578-05-1;2-(methoxycarbonyl)tolan;SCHEMBL860542;methyl2-(phenylethynyl)benzoate;HPOPSJUQHAPJER-UHFFFAOYSA-N;DTXSID801239359;2-(2-phenyl-ethynyl)-benzoic acid methyl ester;Benzoic acid, 2-(2-phenylethynyl)-, methyl ester

Chemical Property of Benzoic acid, 2-(phenylethynyl)-, methyl ester

Chemical Property:

• XLogP3: 4.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 236.083729621
• Heavy Atom Count: 18
• Complexity: 341

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=CC=CC=C1C#CC2=CC=CC=C2

Technology Process of Benzoic acid, 2-(phenylethynyl)-, methyl ester

There total 22 articles about Benzoic acid, 2-(phenylethynyl)-, methyl ester 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%

o-iodo-methyl-benzoic acid (610-97-9) + phenylacetylene (536-74-3) → methyl 2-(phenylethynyl)benzoate (33578-05-1)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; at 20 ℃; Inert atmosphere;

DOI:10.1002/adsc.201800509

Reference yield: 98.0%

2-bromobenzoic acid methyl ester (610-94-6) + phenylacetylene (536-74-3) → methyl 2-(phenylethynyl)benzoate (33578-05-1)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; at 20 ℃; Inert atmosphere;

DOI:10.1002/adsc.201000044

Reference yield: 98.0%

methanol (67-56-1) + 3,4,5-tris(octadecyloxy)benzyl 2-(phenylethynyl)benzoate (1019638-97-1) → methyl 2-(phenylethynyl)benzoate (33578-05-1)

Guidance literature:

With sodium methylate; In cyclohexane; at 55 ℃; for 3h;

DOI:10.1016/j.tet.2008.01.034

upstream raw materials:

copper(I) phenylacetylenide

o-iodo-methyl-benzoic acid

phenylacetylene

methyl 2-(perfluoro-1-butanesulfonyloxy)benzoate

Downstream raw materials:

4-acetyl-3-phenyl-1H-isochromen-1-one

Inden[1,2-c]isocumarin

(E)-methyl 2-styrylbenzoate

4-iodo-3-phenyl-1H-isochromen-1-one