1,5-Diphenyl-1,4-pentadiyne

Base Information

• Chemical Name: 1,5-Diphenyl-1,4-pentadiyne
• CAS No.: 6089-08-3
• Molecular Formula: C17H12
• Molecular Weight: 216.282
• NSC Number: 89016
• DSSTox Substance ID: DTXSID30976365
• Nikkaji Number: J2.568.507E
• Wikidata: Q82961236
• Mol file: 6089-08-3.mol

Synonyms:6089-08-3;NSC89016;DTXSID30976365;NSC-89016;1,1'-(Penta-1,4-diyne-1,5-diyl)dibenzene

Chemical Property of 1,5-Diphenyl-1,4-pentadiyne

Chemical Property:

• XLogP3: 5.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 2
• Exact Mass: 216.093900383
• Heavy Atom Count: 17
• Complexity: 303

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 1,5-Diphenyl-1,4-pentadiyne

There total 7 articles about 1,5-Diphenyl-1,4-pentadiyne 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: 68.0%

phenylacetylene (536-74-3) + 1-bromo-3-phenylprop-2-yne (1794-48-5) → 1,5-diphenylpenta-1,4-diyne (6089-08-3)

Guidance literature:

With potassium phosphate; copper(I) bromide; In N,N-dimethyl acetamide; at 40 ℃; for 16h; Temperature; Reagent/catalyst; Solvent; Sealed tube; Inert atmosphere;

Reference yield: 53.0%

carbon dioxide (124-38-9,18923-20-1) + 1-chloro-3-phenyl-2-propyne (3355-31-5) + phenylacetylene (536-74-3) → 9-Phenylnaphtho<2,3-c>furan-1(3H)-one (10568-29-3) + 4-phenylnaphtho[2,3-c]firan-1(3H)-one (50558-51-5) + 1,5-diphenylpenta-1,4-diyne (6089-08-3)

Guidance literature:

With potassium carbonate; In N,N-dimethyl acetamide; at 90 ℃; for 8h; Reagent/catalyst;

DOI:10.1021/acscatal.9b04260

Reference yield: 46.0%

toluene-4-sulfonamide (70-55-3) + diisopropylamine (108-18-9) + phenylacetylene (536-74-3) → N1,N1-diisopropyl-N2-(4-methylbenzenesulfonyl)-2-phenylacetamidine (847740-49-2) + 1,5-diphenylpenta-1,4-diyne (6089-08-3)

Guidance literature:

With oxygen; copper(II) bis(trifluoromethanesulfonate); In toluene; at 70 ℃; for 15h; Reagent/catalyst; Solvent;

DOI:10.1021/jo5029198

upstream raw materials:

phenylacetylene

Diethyl-methyl-(3-phenyl-prop-2-ynyl)-ammonium; iodide

1-bromo-3-phenylprop-2-yne

toluene-4-sulfonamide

Refernces

• 1、 Song, Tao,Ren, Peng,Xiao, Jianliang,Yuan, Youzhu,Yang, Yong. "Highly dispersed Ni2P nanoparticles on N,P-codoped carbon for efficient cross-dehydrogenative coupling to access alkynyl thioethers". supporting information. p. 651 - 656. Retrieved 2020/02/21.
• 2、 Hamada, Naoka,Yoshida, Yusuke,Oishi, Shinya,Ohno, Hiroaki. "Gold-Catalyzed Cascade Reaction of Skipped Diynes for the Construction of a Cyclohepta[b]pyrrole Scaffold". supporting information. p. 3875 - 3878. Retrieved 2017/07/26.