2-PHENYL-4'-TRIFLUOROMETHYLACETOPHENONE

Base Information

• Chemical Name: 2-PHENYL-4'-TRIFLUOROMETHYLACETOPHENONE
• CAS No.: 61062-55-3
• Molecular Formula: C15H11F3O
• Molecular Weight: 264.247
• Hs Code.: 2914700090
• Mol file: 61062-55-3.mol

Synonyms:NSC254072;

Chemical Property of 2-PHENYL-4'-TRIFLUOROMETHYLACETOPHENONE

Chemical Property:

• Vapor Pressure: 7.04E-05mmHg at 25°C
• Refractive Index: 1.523
• Boiling Point: 343.4 °C at 760 mmHg
• Flash Point: 175.4 °C
• PSA: 17.07000
• Density: 1.228g/cm³
• LogP: 4.13080
• Storage Temp.: Refrigerator, under inert atmosphere
• Solubility.: Chloroform (Slightly), Methanol (Slightly, Sonicated)

Purity/Quality:

99% ^*data from raw suppliers

2-Phenyl-4’-trifluoromethylacetophenone ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 2-Phenyl-4’-trifluoromethylacetophenone, is used in the preparation of arylketones via palladium-tedicyp-catalyzed Heck reaction.

Technology Process of 2-PHENYL-4'-TRIFLUOROMETHYLACETOPHENONE

There total 28 articles about 2-PHENYL-4'-TRIFLUOROMETHYLACETOPHENONE 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: 97.0%

4-Trifluoromethylbenzaldehyde (455-19-6) + phenyldiazomethane (908094-04-2) → 2-phenyl-1-(4-(trifluoromethyl)phenyl)ethan-1-one (61062-55-3)

Guidance literature:

With scandium tris(trifluoromethanesulfonate); In toluene; at -78 ℃; for 0.166667h; Inert atmosphere;

DOI:10.1021/ol9010932

Reference yield: 96.0%

methyl 4-(trifluoromethyl)benzoate (2967-66-0) + (phenylmethylene)bis(4,4,5,5‐tetramethyl‐1,3,2‐dioxaborolane) → 2-phenyl-1-(4-(trifluoromethyl)phenyl)ethan-1-one (61062-55-3)

Guidance literature:

With lithium tert-butoxide; In tetrahydrofuran; at 23 ℃; for 3h; Glovebox;

DOI:10.1021/jacs.9b11944

Reference yield: 84.0%

4-trifluoromethylbenzoic acid (455-24-3) + benzylmagnesium chloride (6921-34-2) → 2-phenyl-1-(4-(trifluoromethyl)phenyl)ethan-1-one (61062-55-3)

Guidance literature:

4-trifluoromethylbenzoic acid; With tert-butylmagnesium chloride; In tetrahydrofuran; toluene; at 0 ℃; for 0.25h; Inert atmosphere;

benzylmagnesium chloride; With diisopropylaminomagnesium chloride lithium chloride; In tetrahydrofuran; toluene; at 0 - 20 ℃; for 14.25h; Inert atmosphere; Sonication;

DOI:10.1021/acs.orglett.9b02899

upstream raw materials:

4-Trifluoromethylbenzaldehyde

benzyl bromide

phenyldiazomethane

1-(2-methoxyvinyl)benzene

Downstream raw materials:

2-bromo-2-phenyl-1-(4-(trifluoromethyl)phenyl)ethan-1-one

2-benzyl-4'-trifluoromethyl-benzophenone

N-phenyl 4-trifluoromethylbenzamide

Refernces

• 1、 Xie, Shaolei,He, Zhi-Juan,Zhang, Ling-Hui,Huang, Bo-Lun,Chen, Xiao-Wei,Zhan, Zong-Song,Zhang, Fu-Min. "The organocatalytic enantiodivergent fluorination of β-ketodiaryl-phosphine oxides for the construction of carbon-fluorine quaternary stereocenters". supporting information. p. 2069 - 2072. Retrieved 2021/03/01.
• 2、 Kandasamy, Jeyakumar,Lee, Yong Rok,Singh, Adesh Kumar,Venkatesh, Rapelly. "Palladium-catalyzed synthesis of α-aryl acetophenones from styryl ethers and aryl diazonium saltsviaregioselective Heck arylation at room temperature". supporting information. p. 7832 - 7837. Retrieved 2021/09/28.