1,4-Bis(phenylethynyl)naphthalene

Base Information

• Chemical Name: 1,4-Bis(phenylethynyl)naphthalene
• CAS No.: 73888-61-6
• Molecular Formula: C26H16
• Molecular Weight: 328.413
• DSSTox Substance ID: DTXSID40501283
• Nikkaji Number: J2.050.428E
• Wikidata: Q82353559
• Mol file: 73888-61-6.mol

Synonyms:1,4-Bis(phenylethynyl)naphthalene;73888-61-6;DTXSID40501283;1,4-di-(phenylethynyl)naphthalene

Chemical Property of 1,4-Bis(phenylethynyl)naphthalene

Chemical Property:

• Melting Point: 156 °C
• Boiling Point: 527.7±33.0 °C(Predicted)
• PSA: 0.00000
• Density: 1.19±0.1 g/cm3(Predicted)
• LogP: 5.63940
• XLogP3: 7.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 4
• Exact Mass: 328.125200510
• Heavy Atom Count: 26
• Complexity: 521

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C#CC2=CC=C(C3=CC=CC=C23)C#CC4=CC=CC=C4

Technology Process of 1,4-Bis(phenylethynyl)naphthalene

There total 6 articles about 1,4-Bis(phenylethynyl)naphthalene 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: 93.0%

1,4-dibromonaphthalene (83-53-4) + phenylacetylene (536-74-3) → 1,4-bis(phenylethynyl)naphthalene (73888-61-6)

Guidance literature:

With copper(l) iodide; C₄₄H₆₈N₁₀*PdCl₂; caesium carbonate; triphenylphosphine; In N,N-dimethyl-formamide; at 80 ℃; for 5h; Inert atmosphere;

DOI:10.1002/aoc.4429

Reference yield: 85.0%

1,4-diiodonaphthalene (36316-83-3) + phenylacetylene (536-74-3) → 1,4-bis(phenylethynyl)naphthalene (73888-61-6)

Guidance literature:

With copper(l) iodide; triphenylphosphine; palladium dichloride; In diethylamine; for 0.333333h;

Reference yield: 76.0%

1,4-dihydro-1,4-bis(phenylethynyl)-1,4-naphthalenediol (862801-11-4) → 1,4-bis(phenylethynyl)naphthalene (73888-61-6)

Guidance literature:

With tin(ll) chloride; In ethanol; water; acetic acid; at 60 ℃;

DOI:10.1039/b502950c

upstream raw materials:

1,4-diiodonaphthalene

phenylacetylene

1,4-dihydro-1,4-bis(phenylethynyl)-1,4-naphthalenediol

1,4-dibromonaphthalene

Downstream raw materials:

1,4-bis(phenylglyoxaloyl)naphthalene

Refernces

• 1、 Liu, Qing-Xiang,Cai, Kang-Qing,Zhao, Zhi-Xiang. "Synthesis, structure and catalysis of a NHC-Pd(II) complex based on a tetradentate mixed ligand". . p. 85568 - 85578. Retrieved 2015/11/03.
• 2、 Hanhela, Peter J.,Paul, D. Brenton. "Synthesis and Evaluation of Fluorescent Materials for Colour Control of Peroxyoxalate Chemiluminescence. II. Violet and Blue Emitters". . p. 1687 - 1700. Retrieved 2007/10/02.