2-Ethynyl-1,1'-biphenyl

Base Information

• Chemical Name: 2-Ethynyl-1,1'-biphenyl
• CAS No.: 52889-62-0
• Molecular Formula: C14H10
• Molecular Weight: 178.233
• Hs Code.: 2902909090
• European Community (EC) Number: 860-970-3
• Nikkaji Number: J1.122.585C
• Mol file: 52889-62-0.mol

Synonyms:2-Ethynyl-1,1'-biphenyl;1-ethynyl-2-phenylbenzene;52889-62-0;ethynylbiphenyl;1,1'-Biphenyl, 2-ethynyl-;15-Keto Prostaglandin E0-d4;NAWUZMMAZOQEEA-UHFFFAOYSA-N;CCA88962;MFCD28016698;AKOS024258680;AS-83956;CS-0169597;E79149;EN300-221819;A1-15017;Z1837129327

Chemical Property of 2-Ethynyl-1,1'-biphenyl

Chemical Property:

• Boiling Point: 305.0±21.0 °C(Predicted)
• PSA: 0.00000
• Density: 1.06±0.1 g/cm3(Predicted)
• LogP: 3.33490
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 2
• Exact Mass: 178.078250319
• Heavy Atom Count: 14
• Complexity: 213

Purity/Quality:

99% ^*data from raw suppliers

2-Ethynyl-1,1''-biphenyl ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C#CC1=CC=CC=C1C2=CC=CC=C2

Technology Process of 2-Ethynyl-1,1'-biphenyl

There total 33 articles about 2-Ethynyl-1,1'-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%

1-phenyl-2-{2-(trimethylsilyl)ethynyl}benzene (147492-79-3) → 2-ethynyl-1,1'-biphenyl (52889-62-0)

Guidance literature:

With potassium carbonate; In methanol; at 20 ℃; for 3h;

DOI:10.1021/acs.joc.1c00861

Reference yield: 98.0%

2-Phenylbenzaldehyde (1203-68-5) + dimethyl 1-(1-diazo-2-oxopropyl)phosphonate (90965-06-3) → 2-ethynyl-1,1'-biphenyl (52889-62-0)

Guidance literature:

With potassium carbonate; In methanol; at 20 ℃; for 3h; Inert atmosphere;

DOI:10.1021/acs.orglett.0c01204

Reference yield: 95.0%

([1,1'-biphenyl]-2-ylethynyl)triisopropylsilane → 2-ethynyl-1,1'-biphenyl (52889-62-0)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; water; at 20 ℃; for 2h; Inert atmosphere;

DOI:10.1039/c9cc08663c

upstream raw materials:

(E)-2-Bromo-1-biphenyl-2-ylethene

1-phenyl-2-{2-(trimethylsilyl)ethynyl}benzene

carbon tetrabromide

2-Phenylbenzaldehyde

Downstream raw materials:

ethyl 2-(2-(2-phenylphenyl)ethynyl)cyclopent-1-enecarboxylate

dibenzanthracene-9,14-dione

2-[(3-methylphenyl)ethynyl]biphenyl

ethyl 4-(biphenyl-2-ylethynyl)benzoate

Refernces

• 1、 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.
• 2、 Akhmetov, Vladimir,Amsharov, Konstantin,Feofanov, Mikhail,Sharapa, Dmitry I.. "Alumina-Mediated π-Activation of Alkynes". supporting information. p. 15420 - 15426. Retrieved 2021/09/30.