4,4'-DIETHYNYLDIPHENYLMETHANE

Base Information

• Chemical Name: 4,4'-DIETHYNYLDIPHENYLMETHANE
• CAS No.: 6140-83-6
• Molecular Formula: C17H12
• Molecular Weight: 216.282
• Mol file: 6140-83-6.mol

Synonyms:4,4'-DIETHYNYLDIPHENYLMETHANE;BIS-(4-ETHYNYLPHENYL)METHANE

Chemical Property of 4,4'-DIETHYNYLDIPHENYLMETHANE

Chemical Property:

• Boiling Point: 331.799oC at 760 mmHg
• Flash Point: 147.61oC
• PSA: 23.79000
• Density: 1.074g/cm3
• LogP: 3.13038

Purity/Quality:

95% ^*data from raw suppliers

1,1'-METHYLENEBIS-[4-ETHYNYL-BENZENE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4,4'-DIETHYNYLDIPHENYLMETHANE

There total 5 articles about 4,4'-DIETHYNYLDIPHENYLMETHANE 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%

bis<4-<(trimethylsilyl)ethynyl>phenyl>methane (77123-71-8) → bis(4-ethynylphenyl)methane (6140-83-6)

Guidance literature:

With potassium carbonate; In methanol; diethyl ether; at 25 ℃; for 16h;

DOI:10.1021/jo00324a015

Reference yield: 42.0%

(E)-3-Chloro-3-{4-[4-((E)-1-chloro-3-oxo-propenyl)-benzyl]-phenyl}-propenal → bis(4-ethynylphenyl)methane (6140-83-6)

Guidance literature:

With sodium hydroxide; In 1,4-dioxane; water; at 80 ℃; for 0.5h;

Reference yield:

4,4'-diamino diphenyl methane (101-77-9) → bis(4-ethynylphenyl)methane (6140-83-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) NaNO₂, conc. H₂SO₄, 2.) KI / 1.) 5 deg C, 30 min, 2.) H₂O, 55 deg C, 1 h

2: 81 percent / palladium(II) acetate, triphenylphosphine, copper(I) iodide, triethylamine / toluene / 4 h / 80 - 90 °C

3: 100 percent / anhydrous potassium carbonate / methanol; diethyl ether / 16 h / 25 °C

With copper(l) iodide; sulfuric acid; palladium diacetate; potassium carbonate; triethylamine; triphenylphosphine; potassium iodide; sodium nitrite; In methanol; diethyl ether; toluene;

DOI:10.1021/jo00324a015

upstream raw materials:

bis<4-<(trimethylsilyl)ethynyl>phenyl>methane

bis(4-acetylphenyl)methane

4,4'-diamino diphenyl methane

Downstream raw materials:

Bis-(4-<(1-hydroxy-cyclohexyl)-ethyl>-phenyl)-methan

Bis-<4-(3-hydroxy-3-methyl-butyl)-phenyl>-methan

Bis-<4-(3-hydroxy-3-methyl-but-1-inyl)-phenyl>-methan

Bis-<4-<(1-hydroxy-cyclohexyl)-aethinyl>-phenyl>-methan

Refernces

• 1、 Li, Qiaolian,Huang, Fu,Fan, Yaxun,Wang, Yilin,Li, Jianfeng,He, Yujian,Jiang, Hua. "AgI-directed triple-stranded helicates with meta-ethynylpyridine ligands". . p. 3235 - 3244. Retrieved 2014/07/22.
• 2、 Austin, William B.,Bilow, Norman,Kelleghan, William J.,Lau, Kreisler S. Y.. "Facile Synthesis of Ethynylated Benzoic Acid Derivatives and Aromatic Compounds via Ethynyltrimethylsilane". . p. 2280 - 2286. Retrieved 2007/10/02.