Agn-PC-0ndckb

Base Information

• Chemical Name: Agn-PC-0ndckb
• CAS No.: 42353-94-6
• Molecular Formula: C14H20
• Molecular Weight: 188.313
• DSSTox Substance ID: DTXSID80449433
• Mol file: 42353-94-6.mol

Synonyms:AGN-PC-0NDCKB;42353-94-6;DTXSID80449433

Chemical Property of Agn-PC-0ndckb

Chemical Property:

• XLogP3: 5.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 5
• Exact Mass: 188.156500638
• Heavy Atom Count: 14
• Complexity: 161

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCC=C(CCC)C1=CC=CC=C1

Technology Process of Agn-PC-0ndckb

There total 19 articles about Agn-PC-0ndckb 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%

4-Octyne (1942-45-6) + phenylboronic acid (98-80-6) → (E)-oct-4-en-4-ylbenzene (42353-94-6)

Guidance literature:

With acetic acid; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,4-dioxane; at 60 ℃; for 48h;

DOI:10.1002/anie.200390214

Reference yield: 90.0%

4-Octyne (1942-45-6) + phenylzinc(II) bromide (38111-44-3) → (E)-oct-4-en-4-ylbenzene (42353-94-6)

Guidance literature:

phenylzinc(II) bromide; With (9,9-dimethyl-4,5-bis(diphenylphosphino)xanthene)dichlorocobalt(II); In tetrahydrofuran; at 20 ℃; for 0.0833333h; Schlenk technique;

4-Octyne; In tetrahydrofuran; at 60 ℃; for 4h; Schlenk technique;

DOI:10.1002/anie.201204388

Reference yield: 84.0%

4-Octyne (1942-45-6) + sodium tetraphenyl borate (143-66-8) → (E)-oct-4-en-4-ylbenzene (42353-94-6)

Guidance literature:

With water; acetic acid; bis-triphenylphosphine-palladium(II) chloride; at 20 ℃; for 6h;

DOI:10.1021/jo7020554

upstream raw materials:

iodobenzene

4-Octyne

2-Phenyl-1,3,2-dioxaborinane

triphenylborane

Refernces

• 1、 Shirakawa,Takahashi,Tsuchimoto,Kawakami. "Nickel-catalysed hydroarylation of alkynes using arylboron compounds: Selective synthesis of multisubstituted arylalkenes and aryldienes". . p. 2688 - 2689. Retrieved 2001.
• 2、 Liu, Rong,Zhang, Tingli,Huang, Bin,Cai, Mingzhong. "Recyclable and reusable PdCl2(PPh3)2/PEG-400/H2O system for the hydrophenylation of alkynes with sodium tetraphenylborate". . p. 172 - 178. Retrieved 2020/07/04.
• 3、 Wu, Ke,Sun, Nan,Hu, Baoxiang,Shen, Zhenlu,Jin, Liqun,Hu, Xinquan. "Geometry-Constrained Iminopyridyl Palladium-Catalyzed Hydroarylation of Alkynes to Prepare Tri-substituted Alkenes Using Alcohol as Reductant". supporting information. p. 3038 - 3043. Retrieved 2018/08/01.