3-(Phenylethynyl)benzonitrile

Base Information

• Chemical Name: 3-(Phenylethynyl)benzonitrile
• CAS No.: 37696-03-0
• Molecular Formula: C15H9N
• Molecular Weight: 203.243
• Hs Code.: 2926909090
• DSSTox Substance ID: DTXSID70579076
• Nikkaji Number: J1.238.214F
• Wikidata: Q82469483
• Mol file: 37696-03-0.mol

Synonyms:3-(Phenylethynyl)benzonitrile;37696-03-0;3-(2-PHENYLETHYNYL)BENZONITRILE;3-PHENYLETHYNYL-BENZONITRILE;SCHEMBL10656211;DTXSID70579076

Chemical Property of 3-(Phenylethynyl)benzonitrile

Chemical Property:

• Melting Point: 69-71 °C
• Boiling Point: 363.9±25.0 °C(Predicted)
• PSA: 23.79000
• Density: 1.15±0.1 g/cm3(Predicted)
• LogP: 2.95808
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 203.073499291
• Heavy Atom Count: 16
• Complexity: 328

Purity/Quality:

95% ^*data from raw suppliers

3-PHENYLETHYNYL-BENZONITRILE 95.00% ^*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(=CC=C2)C#N

Technology Process of 3-(Phenylethynyl)benzonitrile

There total 16 articles about 3-(Phenylethynyl)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: 96.0%

3-cyanobromobenzene (6952-59-6) + phenylacetylene (536-74-3) → 1-(3-cyanophenyl)-2-phenylethyne (37696-03-0)

Guidance literature:

With potassium phosphate; C₃₀H₃₇Br₂N₃Pd^(2-); In dimethyl sulfoxide; at 100 ℃; for 1h;

DOI:10.1016/j.tet.2013.04.061

Reference yield: 95.0%

3-iodobenzonitrile (69113-59-3) + phenylacetylene (536-74-3) → 1-(3-cyanophenyl)-2-phenylethyne (37696-03-0)

Guidance literature:

With piperidine; copper(l) iodide; MCM-41-supported bidentate phosphine palladium⁽⁰⁾; at 20 ℃; for 2h;

DOI:10.1016/j.tet.2007.03.111

Reference yield: 95.0%

3-chloro-benzonitrile (766-84-7) + phenylacetylene (536-74-3) → 1-(3-cyanophenyl)-2-phenylethyne (37696-03-0)

Guidance literature:

With potassium carbonate; bis(η3-allyl-μ-chloropalladium(II)); (1RS,2RS,3SR,4SR)-1,2,3,4-tetrakis((diphenylphosphanyl)methyl)cyclopentane; In N,N-dimethyl-formamide; at 140 ℃; for 20h;

DOI:10.1016/j.tetlet.2004.09.092

upstream raw materials:

trimethyl(phenyl)stannane

3-(2,2-dibromovinyl)benzonitrile

3-chloro-benzonitrile

phenylacetylene

Downstream raw materials:

(Z)-3-styrylbenzonitrile