6145-09-1

Basic information

• Product Name: 2-oxo-4-phenyl-2H-chromen-7-yl 4-methylbenzoate
• Synonyms: 2-Oxo-4-phenyl-2H-chromen-7-yl 4-methylbenzoate; benzoic acid, 4-methyl-, 2-oxo-4-phenyl-2H-1-benzopyran-7-yl ester
• CAS NO: 6145-09-1
• Molecular Formula: C₁₆H₉F₁₇
• Molecular Weight: 356.3707
• Mol File: 6145-09-1.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 552.9°C at 760 mmHg
• Flash Point: 285.9°C
• Density: 1.277g/cm³
• Vapor Pressure: 2.86E-12mmHg at 25°C
• Refractive Index: 1.641
• CAS DataBase Reference: 2-oxo-4-phenyl-2H-chromen-7-yl 4-methylbenzoate(CAS DataBase Reference)
• NIST Chemistry Reference: 2-oxo-4-phenyl-2H-chromen-7-yl 4-methylbenzoate(6145-09-1)
• EPA Substance Registry System: 2-oxo-4-phenyl-2H-chromen-7-yl 4-methylbenzoate(6145-09-1)

Safety Data

• Hazardous Substances Data: 6145-09-1(Hazardous Substances Data)

Upstream product

• 100-42-5 styrene 
• 423-55-2 1-perfluorooctyl bromide 
• 591-50-4 iodobenzene 
• 2043-53-0 2-(n-perfluorooctyl)ethyl iodide 
• 100-59-4 phenylmagnesium chloride 
• 21652-57-3 1-bromo-1,1,2,2-tetrahydroperfluorodecane 
• 960-16-7 tributylphenylstannane 

Relevant articles and documents

(Me3Si)3SiH-mediated intermolecular radical perfluoroalkylation reactions of olefins in water

Figure presented. Perfluoroalkyl-substituted compounds are regarded as important components of fluorophors and for the introduction of fluorous tags into organic substrates. Their syntheses in organic solvents are achieved through different methods, among which, the addition of perfluoroalkyl radicals to unsaturated bonds represents a convenient choice. On the other hand, intermolecular radical reactions in water have attracted the attention of synthetic chemists as a strategic route to carbon-carbon bond formation reactions. In this paper we undertook the intermolecular addition of perfluoroalkyl radicals on electron rich alkenes and alkenes with electron withdrawing groups in water, mediated by silyl radicals, and obtained perfluoroalkyl-substituted compounds in fairly good yields. The radical triggering events employed consist of the thermal decomposition of an azo compound and the dioxygen initiation. Our results indicate that for intermolecular carbon-carbon bond formation reactions mediated by (Me 3Si)3SiH, the decomposition of the azo compound 1,1′-azobis(cyclohexanecarbonitrile) (ACCN) is the best radical initiator. We also found that water exerts a relevant solvent effect on the rates of perfluoroalkyl radical additions onto double bonds and the H atom abstraction from the silane. Our account provides a versatile and convenient method to achieve perfluoroalkylation reactions of alkenes in water to render perfluoroalkylated alkanes as key intermediates in the synthesis of fluorophors and other fluorinated materials. This is the first report where perfluoroalkyl-substituted alkanes are synthesized through intermolecular radical carbon-carbon bond formation reactions in water, mediated by silyl radicals.

Copper catalyzed Grignard cross-coupling reaction with β-perfluoroalkyl-substituted alkyl halides

Coupling reaction of β-perfluoroalkyl-substituted alkyl halides with Grignard reagents such as phenyl-, vinyl-, allyl-, benzyl-, and alkyl-magnesium halides was catalyzed by copper salts or complexes to give the corresponding cross-coupling products in good yields. α,ω-Diiodoalkane bearing a polyfluoroalkylene moiety also reacted with 2 equiv. of Grignard reagent in the presence of copper catalyst to given α,ω-bi-functionalized product.