4-(Phenylethynyl)biphenyl

Base Information

• Chemical Name: 4-(Phenylethynyl)biphenyl
• CAS No.: 15784-39-1
• Molecular Formula: C20H14
• Molecular Weight: 254.331
• DSSTox Substance ID: DTXSID40461676
• Nikkaji Number: J1.254.674B
• Wikidata: Q82286060
• Mol file: 15784-39-1.mol

Synonyms:4-(phenylethynyl)biphenyl;1,1'-Biphenyl, 4-(phenylethynyl)-;15784-39-1;DTXSID40461676;ZISJRLFUNCQBBU-UHFFFAOYSA-N;benzene, (2-[1,1'-biphenyl]-4-ylethynyl)-

Chemical Property of 4-(Phenylethynyl)biphenyl

Chemical Property:

• PSA: 0.00000
• LogP: 4.75340
• XLogP3: 6.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 3
• Exact Mass: 254.109550447
• Heavy Atom Count: 20
• Complexity: 335

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C#CC2=CC=C(C=C2)C3=CC=CC=C3

Technology Process of 4-(Phenylethynyl)biphenyl

There total 39 articles about 4-(Phenylethynyl)biphenyl 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: 99.0%

4-ethynyl-1,1'-biphenyl (29079-00-3) + triphenylsulfonium trifluoromethanesulfonate (66003-78-9,130595-32-3,220122-79-2) → 4-(phenylethynyl)-1,1'-biphenyl (15784-39-1)

Guidance literature:

4-ethynyl-1,1'-biphenyl; triphenylsulfonium trifluoromethanesulfonate; With potassium phosphate; copper(l) iodide; bis(tri-t-butylphosphine)palladium⁽⁰⁾; In N,N-dimethyl-formamide; at 20 ℃; for 15h; Inert atmosphere; Sealed tube;

With 3-chloro-benzenecarboperoxoic acid; In N,N-dimethyl-formamide; at 20 ℃; for 3h; Inert atmosphere; Sealed tube;

DOI:10.1021/acs.orglett.7b02764

Reference yield: 98.0%

4-iodo-biphenyl (1591-31-7) + phenylacetylene (536-74-3) → 4-(phenylethynyl)-1,1'-biphenyl (15784-39-1)

Guidance literature:

With copper(l) iodide; triethylamine; triphenylphosphine; In water; at 60 ℃; for 24h; Schlenk technique; Inert atmosphere;

DOI:10.1007/s10562-016-1803-9

Reference yield: 96.0%

iodobenzene (591-50-4) + 4-ethynyl-1,1'-biphenyl (29079-00-3) → 4-(phenylethynyl)-1,1'-biphenyl (15784-39-1)

Guidance literature:

With potassium carbonate; [Pd(II)][3-(2-NH₂-ethyl-NH)propyl-functionalized silica gel]; In ethanol; at 80 ℃; for 6h;

DOI:10.1002/adsc.200505343

upstream raw materials:

phenyllithium

1-([1,1'-biphenyl]-3-yl)-2-phenylethane-1,2-dione

4-bromo-1,1'-biphenyl

2-Methyl-4-phenyl-3-butyn-2-ol

Downstream raw materials:

2',5'-dimethyl-3',6'-diphenyl-p-quaterphenyl

8-biphenylyl-7,10-dimethyl-9-phenylfluoranthene

8-biphenylyl-7,10-diethyl-9-phenylfluoranthene

8-biphenylyl-9-phenyl-7,10-n-propylfluoranthene