2-Ethynyl-1-benzofuran

Base Information

• Chemical Name: 2-Ethynyl-1-benzofuran
• CAS No.: 39165-03-2
• Molecular Formula: C10H6 O
• Molecular Weight: 142.15404
• Hs Code.: 2932999099
• DSSTox Substance ID: DTXSID10549990
• Nikkaji Number: J929.213F
• Wikidata: Q82429197
• Mol file: 39165-03-2.mol

Synonyms:2-ETHYNYL-1-BENZOFURAN;2-Ethynylbenzofuran;39165-03-2;2-ETHYNYL-BENZO[B]FURAN;alpha-ethynylbenzofuran;SCHEMBL4816114;DTXSID10549990;ORPJXCBVOHBRKF-UHFFFAOYSA-N;AKOS006237392;EN300-1223560;A1-68827;F2147-2871

Chemical Property of 2-Ethynyl-1-benzofuran

Chemical Property:

• Vapor Pressure: 0.162mmHg at 25°C
• Refractive Index: 1.625
• Boiling Point: 221.091°C at 760 mmHg
• Flash Point: 89.04°C
• PSA: 13.14000
• Density: 1.146g/cm³
• LogP: 2.41410
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 142.041864811
• Heavy Atom Count: 11
• Complexity: 188

Purity/Quality:

95% ^*data from raw suppliers

2-ETHYNYL-BENZOFURAN 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C#CC1=CC2=CC=CC=C2O1

Technology Process of 2-Ethynyl-1-benzofuran

There total 19 articles about 2-Ethynyl-1-benzofuran 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%

benzofuran-2-ylethynyltrimethylsilane (474267-30-6) → 2-ethynyl-1-benzofuran (39165-03-2)

Guidance literature:

With methanol; potassium hydroxide; In dichloromethane; at 0 - 20 ℃; for 0.583333h;

Reference yield: 85.0%

2-formylbenzo[b]furan (4265-16-1) + dimethyl 1-(1-diazo-2-oxopropyl)phosphonate (90965-06-3) → 2-ethynyl-1-benzofuran (39165-03-2)

Guidance literature:

With potassium carbonate; In methanol; at 20 ℃;

DOI:10.1021/jm050408c

Reference yield: 78.0%

carbon tetrabromide (558-13-4) + 2-formylbenzo[b]furan (4265-16-1) → 2-ethynyl-1-benzofuran (39165-03-2)

Guidance literature:

carbon tetrabromide; 2-formylbenzo[b]furan; With triisopropyl phosphite; In acetonitrile; at 0 ℃; for 0.166667h;

With 1,8-diazabicyclo[5.4.0]undec-7-ene; sodium hydroxide; In acetonitrile; at 0 - 20 ℃; for 4h;

DOI:10.1002/adsc.201801334

upstream raw materials:

1-Benzofuran-2-yl-2-[1,3,3-trimethyl-1,3-dihydro-indol-(2E)-ylidene]-ethanone

2-iodobenzofuran

acetylenemagnesium bromide

carbon tetrabromide

Downstream raw materials:

4-(benzofuran-2-yl)-1-(4-iodobenzyl)-1H-1,2,3-triazole

4-(benzofuran-2-yl)-1-(3-iodobenzyl)-1H-1,2,3-triazole

Refernces

• 1、 Varga, Bálint,Tóth, Balázs L.,Béke, Ferenc,Csenki, János T.,Kotschy, András,Novák, Zoltán. "Synthesis and Photochemical Application of Hydrofluoroolefin (HFO) Based Fluoroalkyl Building Block". supporting information. p. 4925 - 4929. Retrieved 2021/07/01.
• 2、 Ye, Changqing,Li, Yajun,Bao, Hongli. "Copper-Catalyzed Decarboxylative Alkylation of Terminal Alkynes". supporting information. p. 3720 - 3724. Retrieved 2017/09/18.