4-(2-Phenyleth-1-ynyl)benzonitrile

Base Information

• Chemical Name: 4-(2-Phenyleth-1-ynyl)benzonitrile
• CAS No.: 29822-79-5
• Molecular Formula: C15H9 N
• Molecular Weight: 203.243
• DSSTox Substance ID: DTXSID00381321
• Nikkaji Number: J670J
• Wikidata: Q82172078
• Mol file: 29822-79-5.mol

Synonyms:29822-79-5;4-(2-phenyleth-1-ynyl)benzonitrile;4-(phenylethynyl)benzonitrile;4-(2-phenylethynyl)benzonitrile;Benzonitrile,4-(2-phenylethynyl)-;4-Phenylethynyl-benzonitrile;4-cyanodiphenylacetylene;4-cyano-diphenylacetylene;Maybridge1_005005;SCHEMBL1352731;HMS555L11;DTXSID00381321;CCG-43494;MFCD00126362;FT-0616552;J-513343;SR-01000633413-1;BRD-K80975979-001-01-6

Chemical Property of 4-(2-Phenyleth-1-ynyl)benzonitrile

Chemical Property:

• Vapor Pressure: 1.18E-05mmHg at 25°C
• Melting Point: 106-108 °C
• Boiling Point: 369.6oC at 760 mmHg
• Flash Point: 178.3oC
• PSA: 23.79000
• Density: 1.15g/cm3
• LogP: 2.95808
• XLogP3: 4.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 203.073499291
• Heavy Atom Count: 16
• Complexity: 320

Purity/Quality:

98%Min ^*data from raw suppliers

4-(Phenylethynyl)benzonitrile 97% ^*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=C(C=C2)C#N

Technology Process of 4-(2-Phenyleth-1-ynyl)benzonitrile

There total 98 articles about 4-(2-Phenyleth-1-ynyl)benzonitrile 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%

4-bromobenzenecarbonitrile (623-00-7) + phenylacetylene (536-74-3) → 4-(2-phenylethynyl)benzonitrile (29822-79-5)

Guidance literature:

With copper(l) iodide; diethylamine; triphenylphosphine; bis-triphenylphosphine-palladium(II) chloride; at 20 ℃; for 30h;

DOI:10.1039/b503816b

Reference yield: 100.0%

4-iodobenzonitrile (3058-39-7) + phenylacetylene (536-74-3) → 4-(2-phenylethynyl)benzonitrile (29822-79-5)

Guidance literature:

With triethylamine; In tetrahydrofuran; water; at 80 ℃; for 13h;

DOI:10.1016/j.jorganchem.2014.07.013

Reference yield: 99.0%

4-Cyanochlorobenzene (623-03-0) + 2-Methyl-4-phenyl-3-butyn-2-ol (1719-19-3) → 4-(2-phenylethynyl)benzonitrile (29822-79-5)

Guidance literature:

With {(Pd{Fe(η5-C5H5)(η5-C5H3C(CH3)=NC6H4CH3-4)}(μ-Cl))2}; potassium carbonate; XPhos; In acetonitrile; at 110 ℃; for 16h; Inert atmosphere;

DOI:10.1021/jo4014657

upstream raw materials:

copper(I) phenylacetylenide

4-iodobenzonitrile

1-(trimethylstannyl)-2-phenylethyne

4-phenylethynylphenylamine

Downstream raw materials:

1-(4-cyanophenyl)-2-phenylethane

(Z)-4-cyanostilbene

CNC₆H₄CSn(C₄H₉)3CHC₆H₅

CNC₆H₄CHCSn(C₄H₉)3C₆H₅