methyl 2-ethynylbenzoate

Base Information

• Chemical Name: methyl 2-ethynylbenzoate
• CAS No.: 33577-99-0
• Molecular Formula: C10H8O2
• Molecular Weight: 160.172
• Hs Code.: 2916399090
• Mol file: 33577-99-0.mol

Synonyms:LBMDZNOARBBHHG-UHFFFAOYSA;2-ethynyl-benzoic acid methyl ester;methyl 2-(1-ethynyl)benzoate;2-ethynylabenzoic acid methyl ester;1-ethynyl-2-methoxycarbonylbenzene;ortho-methoxycarbonylphenylacetylene;benzoic acid,2-ethynyl-,methyl ester;2-methoxycarbonylphenylacetylene;

Chemical Property of methyl 2-ethynylbenzoate

Chemical Property:

• Boiling Point: 80-85 °C(Press: 1 Torr)
• PSA: 26.30000
• Density: 1.11±0.1 g/cm3(Predicted)
• LogP: 1.45450
• Storage Temp.: Sealed in dry,Room Temperature

Purity/Quality:

98%min ^*data from raw suppliers

Methyl2-Ethynylbenzoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of methyl 2-ethynylbenzoate

There total 16 articles about methyl 2-ethynylbenzoate 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) + trimethylsilylacetylene (1066-54-2) → 2-ethynyl-benzoic acid methyl ester (33577-99-0)

Guidance literature:

o-iodo-methyl-benzoic acid; trimethylsilylacetylene; With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; diisopropylamine; In tetrahydrofuran; at 20 ℃; for 2h; Inert atmosphere;

With potassium carbonate; In tetrahydrofuran; methanol; at 20 ℃; for 12h; Inert atmosphere;

DOI:10.1021/ja5029028

Reference yield: 98.0%

methyl 2-(2-trimethylsilyl-1-ethynyl)benzoate (107793-07-7) → 2-ethynyl-benzoic acid methyl ester (33577-99-0)

Guidance literature:

With potassium carbonate; In methanol; dichloromethane;

DOI:10.1016/j.tetlet.2003.08.123

Reference yield: 80.0%

methyl 2-(2-hydroxy-2-methyl-3-butyn-4-yl)benzoate (33577-96-7) → 2-ethynyl-benzoic acid methyl ester (33577-99-0)

Guidance literature:

With potassium phosphate; potassium hydroxide; In toluene; Inert atmosphere; Reflux;

DOI:10.1080/00397911.2012.744841

upstream raw materials:

methyl 2-acetylbenzoate

methyl 2-(2-hydroxy-2-methyl-3-butyn-4-yl)benzoate

methyl 2-(3-hydroxyprop-1-yn-1-yl)benzoate

methyl 2-(2-trimethylsilyl-1-ethynyl)benzoate

Downstream raw materials:

2-ethynyl-α-diazoacetophenone

C₂₀H₁₃NO₃

2-((3-fluorophenyl)ethynyl)benzoic acid

2-((2-ethyl-6-methylphenyl)ethynyl)benzoic acid

Refernces

• 1、 -. "SMALL MOLECULE INHIBITORS OF A PROTEIN COMPLEX". Paragraph 00154. . Retrieved 2020/12/29.
• 2、 Okamura, Toshitaka,Fujiki, Shogo,Iwabuchi, Yoshiharu,Kanoh, Naoki. "Gold(i)-catalyzed Nicholas reaction with aromatic molecules utilizing a bifunctional propargyl dicobalt hexacarbonyl complex". supporting information. p. 8522 - 8526. Retrieved 2019/10/02.