3-Ethynyl-1,1'-biphenyl

Base Information

• Chemical Name: 3-Ethynyl-1,1'-biphenyl
• CAS No.: 58650-11-6
• Molecular Formula: C14H10
• Molecular Weight: 178.233
• European Community (EC) Number: 839-510-0
• DSSTox Substance ID: DTXSID00509866
• Nikkaji Number: J2.153.701B
• Wikidata: Q82367772
• Mol file: 58650-11-6.mol

Synonyms:3-Ethynyl-1,1'-biphenyl;1-Ethynyl-3-phenylbenzene;58650-11-6;3-biphenylylacetylene;DTXSID00509866;PIARMLHJPVJQKG-UHFFFAOYSA-N;MFCD20484134;AKOS024261469;AS-83955;CS-0169599;E82129;EN300-221800;A1-04966;Z1939442880

Chemical Property of 3-Ethynyl-1,1'-biphenyl

Chemical Property:

• Boiling Point: 311.0±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

1-ethynyl-3-phenylbenzene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C#CC1=CC(=CC=C1)C2=CC=CC=C2

Technology Process of 3-Ethynyl-1,1'-biphenyl

There total 10 articles about 3-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: 100.0%

biphenyl-3-carbaldehyde (1204-60-0) + diethyl (1-diazo-2-oxopropyl)phosphonate (21047-57-4) → 3-Biphenylylacetylene (58650-11-6)

Guidance literature:

With potassium carbonate; In methanol; at 20 ℃; for 24h;

DOI:10.1016/j.bmc.2007.08.035 DOI:10.1016/j.bmc.2008.03.050

Reference yield: 91.0%

(1,1'-biphenyl-3-ylethynyl)(trimethyl)silane (918540-87-1) → 3-Biphenylylacetylene (58650-11-6)

Guidance literature:

With ethanol; caesium carbonate; In dichloromethane; at 20 ℃; for 1h;

Reference yield: 71.0%

biphenyl-3-carbaldehyde (1204-60-0) + dimethyl 1-(1-diazo-2-oxopropyl)phosphonate (90965-06-3) → 3-Biphenylylacetylene (58650-11-6)

Guidance literature:

With potassium carbonate; In methanol; at 20 ℃; for 1h; Inert atmosphere;

DOI:10.1039/c3ob41046c

upstream raw materials:

biphenyl-3-carbaldehyde

diethyl (1-diazo-2-oxopropyl)phosphonate

(1,1'-biphenyl-3-ylethynyl)(trimethyl)silane

dimethyl 1-(1-diazo-2-oxopropyl)phosphonate

Downstream raw materials:

C₄₁H₄₀N₄O₂

C₄₂H₄₂N₄O₂

4-((4-(4-([1,1′-biphenyl]-3-yl)-1H-1,2,3-triazol-1-yl)phenyl)sulfonyl)-N-hydroxypiperidine-4-carboxamide hydrochloride

Refernces

• 1、 Song, Chunlan,Dong, Xin,Wang, Zhongjie,Liu, Kun,Chiang, Chien-Wei,Lei, Aiwen. "Visible-Light-Induced [4+2] Annulation of Thiophenes and Alkynes to Construct Benzene Rings". supporting information. p. 12206 - 12210. Retrieved 2019/07/31.
• 2、 Akram, Manjur O.,Shinde, Popat S.,Chintawar, Chetan C.,Patil, Nitin T.. "Gold(i)-catalyzed cross-coupling reactions of aryldiazonium salts with organostannanes". . p. 2865 - 2869. Retrieved 2018/05/03.