1-(o-biphenylyl)-2-phenylethyne

Base Information

• Chemical Name: 1-(o-biphenylyl)-2-phenylethyne
• CAS No.: 10271-65-5
• Molecular Formula: C20H14
• Molecular Weight: 254.331
• Mol file: 10271-65-5.mol

Synonyms:1-(o-biphenylyl)-2-phenylethyne

Chemical Property of 1-(o-biphenylyl)-2-phenylethyne

Chemical Property:

• PSA: 0.00000
• LogP: 4.75340

Purity/Quality:

98%,99%, ^*data from raw suppliers

2-(Phenylethynyl)-1,1'-biphenyl 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1-(o-biphenylyl)-2-phenylethyne

There total 39 articles about 1-(o-biphenylyl)-2-phenylethyne 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%

2-iodobiphenyl (2113-51-1) + phenylacetylene (536-74-3) → 2-(phenylethynyl)-1,1'-biphenyl (10271-65-5)

Guidance literature:

With copper(l) iodide; triethylamine; bis-triphenylphosphine-palladium(II) chloride; at 55 ℃; for 3h;

DOI:10.1021/ol049161o

Reference yield: 99.0%

((2-phenylcyclohexa-2,4-dienyl)ethynyl)benzene (1290101-74-4) → 2-(phenylethynyl)-1,1'-biphenyl (10271-65-5)

Guidance literature:

With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In toluene; at 80 ℃; for 2h; Inert atmosphere;

DOI:10.1002/anie.201007795

Reference yield: 98.0%

1-(o-biphenylyl)-1,2-dibromo-2-phenylethane (264912-30-3) → 2-(phenylethynyl)-1,1'-biphenyl (10271-65-5)

Guidance literature:

With potassium tert-butylate; In tert-butyl alcohol; for 6h; Heating;

DOI:10.1016/S0040-4039(99)00136-7

upstream raw materials:

copper(I) phenylacetylenide

2-iodobiphenyl

phenylethynylmagnesium bromide

biphenyl-2-yl trifluoromethanesulfonate

Downstream raw materials:

9-phenylphenanthrene

9-benzhydrylidenefluorene

9,10-diphenylphenanthrene

4,5-diphenylacephenanthrylene

Refernces

• 1、 Kamikawa, Takashi,Hayashi, Tamio. "Palladium Catalysts for Cross-Coupling of Ortho-Substituted Aryl Triflates with Grignard Reagents". . p. 163 - 164. Retrieved 1997.
• 2、 Chen, Qiang,Fu, Liyan,Nishihara, Yasushi. "Palladium/copper-cocatalyzed decarbonylative alkynylation of acyl fluorides with alkynylsilanes: Synthesis of unsymmetrical diarylethynes". . p. 7977 - 7980. Retrieved 2020.
• 3、 Chatterjee, Tanmay,Mukherjee, Nilanjana. "Iodine-Catalyzed Methylthiolative Annulation of 2-Alkynyl Biaryls with DMSO: A Metal-Free Approach to 9-Sulfenylphenanthrenes". . p. 7881 - 7890. Retrieved 2021/06/28.
• 4、 Hoye, Thomas R.,Lynn, Mandy,Pierson Smela, Merrick. "Silicon as a powerful control element in HDDA chemistry: redirection of innate cyclization preferences, functionalizable tethers, and formal bimolecular HDDA reactions". . p. 13902 - 13908. Retrieved 2021/11/04.