1-(4-Ethynylphenyl)ethanone

Base Information

• Chemical Name: 1-(4-Ethynylphenyl)ethanone
• CAS No.: 42472-69-5
• Molecular Formula: C10H8 O
• Molecular Weight: 144.173
• Hs Code.: 29143990
• European Community (EC) Number: 688-512-6
• DSSTox Substance ID: DTXSID30408550
• Nikkaji Number: J652.814G
• Mol file: 42472-69-5.mol

Synonyms:1-(4-ethynylphenyl)ethanone;42472-69-5;4-Acetylphenylacetylene;1-(4-Ethynyl-phenyl)-ethanone;1-(4-Ethynylphenyl)-ethanone;MFCD04974025;4'-ETHYNYLACETOPHENONE;4-acetylphenylethyne;(4-acetylphenyl)acetylene;SCHEMBL737226;4-Methylcarbonylphenylacetylene;DTXSID30408550;WHFPFLKZXFBCSO-UHFFFAOYSA-N;AKOS005389115;AB21444;1-(4-ETHYNYLPHENYL)ETHAN-1-ONE;CS-13259;SY067507;CS-0063791;A50667;4 inverted exclamation mark -Ethynylacetophenone;EN300-1086806

Chemical Property of 1-(4-Ethynylphenyl)ethanone

Chemical Property:

• Melting Point: 68 °C
• Boiling Point: 241.8±23.0 °C(Predicted)
• PSA: 17.07000
• Density: 1.04±0.1 g/cm3(Predicted)
• LogP: 1.87050
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 144.057514874
• Heavy Atom Count: 11
• Complexity: 188

Purity/Quality:

98%min ^*data from raw suppliers

1-(4-Ethynyl-phenyl)-ethanone 94% ^*data from reagent suppliers

Safty Information:

• Statements: 22-36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)C1=CC=C(C=C1)C#C

Technology Process of 1-(4-Ethynylphenyl)ethanone

There total 25 articles about 1-(4-Ethynylphenyl)ethanone 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%

4'-(2-trimethylsilylethynyl)acetophenone (75883-03-3) → 4-ethynylacetophenone (42472-69-5)

Guidance literature:

With potassium carbonate; In methanol; at 20 ℃; for 0.25h;

Reference yield: 95.0%

4-Iodoacetophenone (13329-40-3) + mono-pivaloyloxyzinc acetylide → 4-ethynylacetophenone (42472-69-5)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; at 25 ℃; for 1h; Reagent/catalyst; Inert atmosphere;

DOI:10.1021/acs.orglett.8b01892

Reference yield: 95.0%

4-Iodoacetophenone (13329-40-3) + octadecyldimethylsilylacetylene → Hydroxydimethyloctadecylsilan (58626-12-3) + 4-ethynylacetophenone (42472-69-5)

Guidance literature:

4-Iodoacetophenone; octadecyldimethylsilylacetylene; With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; In tetrahydrofuran; at 20 ℃; Inert atmosphere;

With tetrabutyl ammonium fluoride; In tetrahydrofuran; n-heptane; for 2h; Further stages;

DOI:10.1021/acs.orglett.6b00263

upstream raw materials:

4-(3-hydroxyprop-1-ynyl)acetophenone

4'-(2-trimethylsilylethynyl)acetophenone

1-(4-acetylphenyl)-3-methyl-1-butyn-3-ol

4-Iodoacetophenone

Downstream raw materials:

1-chloro-2-(4-acetylphenyl)ethyne

4-(phenylethinyl)acetophenone

(E)-1-(4-(2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)vinyl)phenyl)ethanone

2-(p-acetylphenyl)benzofuran

Refernces

• 1、 Zhang, Yu-Yang,Li, Han,Jiang, Xiaoding,Subba Reddy, Chitreddy V,Liang, Hao,Zhang, Yaqi,Cao, Rihui,Sun, Raymond Wai-Yin,Tse, Man Kin,Qiu, Liqin. "Nickel-Catalyzed Decarbonylative Cycloaddition of Benzofuran-2,3-diones with Alkynes to Flavones". supporting information. p. 525 - 530. Retrieved 2021/12/22.
• 2、 Ming, Xiao-Xia,Wu, Shuai,Tian, Ze-Yu,Song, Jia-Wei,Zhang, Cheng-Pan. "Pd/Cu-Catalyzed Vinylation of Terminal Alkynes with (2-Bromoethyl)diphenylsulfonium Triflate". supporting information. p. 6795 - 6800. Retrieved 2021/09/08.