3-Ethynylbenzonitrile

Base Information

• Chemical Name: 3-Ethynylbenzonitrile
• CAS No.: 171290-53-2
• Molecular Formula: C9H5N
• Molecular Weight: 127.145
• Hs Code.: 2926907090
• European Community (EC) Number: 806-369-1
• DSSTox Substance ID: DTXSID10477365
• Nikkaji Number: J1.951.399H
• Wikidata: Q82309834
• Mol file: 171290-53-2.mol

Synonyms:3-Ethynylbenzonitrile;171290-53-2;3-ETHYNYL-BENZONITRILE;MFCD08669429;3-Cyanophenylacetylene;SCHEMBL853950;BENZONITRILE, 3-ETHYNYL-;DTXSID10477365;OFXNEEFXYBSZJQ-UHFFFAOYSA-N;AKOS009233040;AB45854;PS-3987;SY162831;CS-0181587;A50669;EN300-192436;A881936;A1-01005;F2147-2796;Z1080385496

Chemical Property of 3-Ethynylbenzonitrile

Chemical Property:

• Vapor Pressure: 0.097mmHg at 25°C
• Boiling Point: 223.374oC at 760 mmHg
• Flash Point: 88.691oC
• PSA: 23.79000
• Density: 1.081g/cm3
• LogP: 1.53958
• Storage Temp.: 2-8°C
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 127.042199164
• Heavy Atom Count: 10
• Complexity: 199

Purity/Quality:

97% ^*data from raw suppliers

3-Ethynylbenzonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C#CC1=CC(=CC=C1)C#N
• Uses: 3-Ethynylbenzonitrile is a useful research chemical.

Technology Process of 3-Ethynylbenzonitrile

There total 17 articles about 3-Ethynylbenzonitrile 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: 95.0%

3-((trimethylsilyl)ethynyl)benzonitrile (190771-22-3) → 3-ethynylbenzonitrile (171290-53-2)

Guidance literature:

With methanol; potassium hydroxide;

DOI:10.1016/j.bmcl.2009.03.159

Reference yield: 88.0%

dimethyl (2-oxopropyl)phosphonate (4202-14-6) + 3-Cyanobenzaldehyde (24964-64-5) → 3-ethynylbenzonitrile (171290-53-2)

Guidance literature:

dimethyl (2-oxopropyl)phosphonate; With fluorosulfonyl azide; potassium carbonate; In tetrahydrofuran; tert-butyl methyl ether; at 20 ℃; for 1h;

3-Cyanobenzaldehyde; With potassium carbonate; In tetrahydrofuran; methanol; tert-butyl methyl ether; at 20 ℃; for 15h; Reagent/catalyst; Solvent;

Reference yield: 86.0%

3-iodobenzonitrile (69113-59-3) + tributylethynyltin (994-89-8) → 3-ethynylbenzonitrile (171290-53-2)

Guidance literature:

diphenylphosphine-based palladium⁽⁰⁾ complex on MCM-41; In water; N,N-dimethyl-formamide; at 60 ℃; for 8h;

DOI:10.1016/j.tet.2008.05.120

upstream raw materials:

3-(3-hydroxyprop-1-yn-1-yl)benzonitrile

3-((trimethylsilyl)ethynyl)benzonitrile

3-cyanobromobenzene

3-iodobenzonitrile

Downstream raw materials:

2-[5-(3-Cyano-phenyl)-isoxazol-3-yl]-pyrrolidine-1-carboxylic acid tert-butyl ester

3-(4-cyano-2-nitrophenyl)-5-(3-cyanophenyl)isoxazole

3-(2-chloro-4-cyanophenyl)-5-(3-cyanophenyl)isoxazole

3-(4-cyano-2-methoxyphenyl)-5-(3-cyanophenyl)isoxazole