(E)-1,2-Diphenyl-1-butene

Base Information

• Chemical Name: (E)-1,2-Diphenyl-1-butene
• CAS No.: 20218-41-1
• Molecular Formula: C16H16
• Molecular Weight: 208.303
• Mol file: 20218-41-1.mol

Synonyms:1t,2-Diphenyl-but-1-en;(E)-1,2-diphenyl-1-butene;(E)-ethylstilbene;1,2-diphenyl-(E)-1-butene;1t,2-diphenyl-but-1-ene;

Chemical Property of (E)-1,2-Diphenyl-1-butene

Chemical Property:

• Boiling Point: 108 - 109.5 °C (0.5 mmHg)
• PSA: 0.00000
• LogP: 4.63720

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (E)-1,2-Diphenyl-1-butene

There total 40 articles about (E)-1,2-Diphenyl-1-butene 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: 95.0%

bromobenzene (108-86-1,52753-63-6) + 1-phenyl-1-butyne (622-76-4,83585-27-7) → (E)-but-1-ene-1,2-diyldibenzene (20218-41-1)

Guidance literature:

With chloro[1,3-bis(2,4,6-trimethylphenyl)imidazol-2-ylidene]copper(I); 4,4,5,5-tetramethyl-2-(4,4,5,5-tetramethyl-1,3-dioxolan-2-yl)-1,3,2-dioxaborolane; [PdCl₂(N,N’-bis-[2,6-(diisopropyl)phenyl]imidazolidin-2-ylidene){P(N,N’-bis-[2,6-(diisopropyl)phenyl]imidazol-2-ylidene)₃}]; potassium 2-methylbutan-2-olate; In ethanol; at 80 ℃; for 20h; regioselective reaction; Glovebox;

DOI:10.1002/cctc.201500268

Reference yield: 91.0%

1-phenyl-1-butyne (622-76-4,83585-27-7) + para-bromotoluene (106-38-7) → (E)-but-1-ene-1,2-diyldibenzene (20218-41-1)

Guidance literature:

With C₄₂H₃₄Cl₂NPd; isopropyl alcohol; potassium hydroxide; at 90 ℃; for 12h; regioselective reaction;

DOI:10.1002/adsc.201800423

Reference yield: 80.0%

bis(cyclopentadienyl)titanium dichloride (1271-19-8) + diphenyl acetylene (501-65-5) → (E)-but-1-ene-1,2-diyldibenzene (20218-41-1) + 1,2,3,4-tetraphenyl-1,3-butadiene (1608-10-2)

Guidance literature:

With magnesium; ethylene dibromide; In tetrahydrofuran; under nitrogen, 0 °C, brought to 25 °C in 2 h, stirred for 12 h, treated with aq. HCl, saturated with NaCl, aq. layer extracted with ether, washed, dried over anhydrous MgSO4, solvent evaporated; residue chromatographed on silica gel, eluted with hexane; NMR, mass spectroscopy;

DOI:10.1016/0022-328X(88)83026-2

upstream raw materials:

diphenyl acetylene

methanol

ethanol

2-pentanol

Downstream raw materials:

tamoxifen

Refernces

• 1、 Lee, Hyune-Jea,Yonekura, Yuya,Kim, Nayoung,Yoshida, Jun-Ichi,Kim, Heejin. "Regioselective Synthesis of α-Functional Stilbenes via Precise Control of Rapid cis- trans Isomerization in Flow". supporting information. p. 2904 - 2910. Retrieved 2021/05/05.
• 2、 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.