1,2-Bis(4-fluorophenyl)ethyne

Base Information

• Chemical Name: 1,2-Bis(4-fluorophenyl)ethyne
• CAS No.: 5216-31-9
• Molecular Formula: C14H8F2
• Molecular Weight: 214.214
• Hs Code.: 2903999090
• DSSTox Substance ID: DTXSID10412514
• Nikkaji Number: J966.905A
• Wikidata: Q82219910
• Mol file: 5216-31-9.mol

Synonyms:1,2-bis(4-fluorophenyl)ethyne;5216-31-9;4,4'-Difluorodiphenylacetylene;1-fluoro-4-[2-(4-fluorophenyl)ethynyl]benzene;bis(4-fluorophenyl)ethyne;C14H8F2;BFPE;di-(p-fluorophenyl)acetylene;Bis(4-fluorophenyl)acetylene;SCHEMBL718949;DTXSID10412514;HFFUXLCRPYMGFM-UHFFFAOYSA-N;1,2-bis(4-fluorophenyl)acetylene;MFCD01596894;AKOS005642390;BS-17175;CS-0134213;FT-0683056;C75446;EN300-11780536;Z2050052747

Chemical Property of 1,2-Bis(4-fluorophenyl)ethyne

Chemical Property:

• Melting Point: 92-94 °C
• Boiling Point: 291.9±25.0 °C(Predicted)
• PSA: 0.00000
• Density: 1.21±0.1 g/cm3(Predicted)
• LogP: 3.36460
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 4.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 214.05940658
• Heavy Atom Count: 16
• Complexity: 244

Purity/Quality:

98%min ^*data from raw suppliers

1,2-Bis(4-fluorophenyl)ethyne 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C#CC2=CC=C(C=C2)F)F

Technology Process of 1,2-Bis(4-fluorophenyl)ethyne

There total 46 articles about 1,2-Bis(4-fluorophenyl)ethyne 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-ethynyl-4-fluorobenzene (766-98-3) + 4-fluoro-1-iodobenzene (352-34-1) → 1,2-bis(4-fluorophenyl)acetylene (5216-31-9)

Guidance literature:

1-ethynyl-4-fluorobenzene; With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; at 60 ℃; Inert atmosphere;

4-fluoro-1-iodobenzene; at 60 ℃; for 16h; Inert atmosphere;

DOI:10.1002/ejoc.201900292

Reference yield: 97.0%

4-fluoro-1-iodobenzene (352-34-1) + calcium carbide (75-20-7) → 1,2-bis(4-fluorophenyl)acetylene (5216-31-9)

Guidance literature:

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; water; triethylamine; In tetrahydrofuran; at 55 ℃; for 20h;

DOI:10.1021/acs.orglett.5b00827

Reference yield: 95.0%

4-fluoro-1-iodobenzene (352-34-1) + trimethylsilylacetylene (1066-54-2) → 1,2-bis(4-fluorophenyl)acetylene (5216-31-9)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; 1,8-diazabicyclo[5.4.0]undec-7-ene; In water; benzene; at 60 ℃; Inert atmosphere; Sealed tube;

DOI:10.1021/acs.orglett.1c03234

upstream raw materials:

α,α,α',α'-tetrachloro-4,4'-difluoro-bibenzyl

4-fluorobenzalaniline

potassium tert-butylate

(4-fluorophenyl)methyl-2H-benzotriazole

Downstream raw materials:

(η4-tetra(para-fluorophenyl)cyclobutadiene)(η5-carbomethoxycyclopentadienyl)cobalt

(η5-cyclopentadienyl)(triphenylphosphine)-2,3,4,5-tetra(para-trifluorophenyl)cobaltacyclopentadiene

C₂₁H₁₅F₂NO

C₂₃H₁₇F₂NO₂

Refernces

• 1、 Bolm, Carsten,Van Bonn, Pit. "Mechanochemical Synthesis of Diarylethynes from Aryl Iodides and CaC 2". supporting information. . Retrieved 2022/02/25.
• 2、 Sattler, Lars E.,Hilt, Gerhard. "Iodonium Cation-Pool Electrolysis for the Three-Component Synthesis of 1,3-Oxazoles". supporting information. p. 605 - 608. Retrieved 2020/12/07.