6185-76-8

Basic information

• Product Name: (4-Methoxyphenyl)(4-(trifluoroMethyl)phenyl)Methanone
• Synonyms: (4-Methoxyphenyl)(4-(trifluoroMethyl)phenyl)Methanone
• CAS NO: 6185-76-8
• Molecular Formula: C₁₅H₁₁F₃O₂
• Molecular Weight: 280.2418496
• Mol File: 6185-76-8.mol
• Article Data: 39

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (4-Methoxyphenyl)(4-(trifluoroMethyl)phenyl)Methanone(CAS DataBase Reference)
• NIST Chemistry Reference: (4-Methoxyphenyl)(4-(trifluoroMethyl)phenyl)Methanone(6185-76-8)
• EPA Substance Registry System: (4-Methoxyphenyl)(4-(trifluoroMethyl)phenyl)Methanone(6185-76-8)

Safety Data

• Hazardous Substances Data: 6185-76-8(Hazardous Substances Data)

Usage

Uses

4-Methoxy-4''-trifluoromethylbenzophenone is a useful reagent for preparing 1,2-diols.

Upstream product

• 402-43-7 p-trifluoromethylphenyl bromide 
• 123-11-5 4-methoxy-benzaldehyde 
• 4181-97-9 phenyl 4-methoxybenzoate 
• 128796-39-4 4-trifluoromethylphenylboronic acid 
• 100-07-2 4-methoxy-benzoyl chloride 
• 104-92-7 1-bromo-4-methoxy-benzene 
• 116332-61-7 N-methoxy-N-methyl-4-trifluoromethylbenzamide 
• 696-62-8 para-iodoanisole 
• 199620-14-9 chromium⁽⁰⁾ hexacarbonyl 
• 213596-33-9 2-(4-methoxyphenyl)-5,5-dimethyl-1,3,2-dioxaborolane 
• 5720-07-0 4-methoxyphenylboronic acid 
• 93296-09-4 4-methoxyphenylzinc chloride 
• 106376-16-3 p-trifluoromethylbenzoic acid phenyl ester 
• 455-18-5 4-CF₃C₆H₄CN 

Downstream Products

• 6185-71-3 1-Methoxyphenyl-2-phenyl-1-(4-trifluormethyl-phenyl)-aethylen 
• 429677-24-7 (4-trifluoromethyl-4'-methoxydiphenyl)methanol-α-D 
• 6431-99-8 4-methoxyphenyl 4-(trifluoromethyl)phenyl ketone oxime 
• 87901-71-1 α-(4-methoxyphenyl)(4-trifluoromethyl)benzyl alcohol 
• 41831-09-8 [1-(4-Methoxy-phenyl)-1-(4-trifluoromethyl-phenyl)-meth-(Z)-ylidene]-hydrazine 
• 1638192-44-5 1-(2,2-difluoro-1-(4-(trifluoromethyl)phenyl)vinyl)-4-methoxybenzene 
• 1312211-12-3 C₁₈H₁₇F₃O₂ 
• 6185-72-4 2-Brom-1-methoxyphenyl-2-phenyl-1-(4-trifluormethyl-phenyl)-aethylen 
• 40474-01-9 1-methoxy-4-((4-(trifluoromethyl)phenyl)ethynyl)benzene 
• 429677-27-0 (4-trifluoromethylphenyl)-(4'-methoxyphenyl)methyl-α-d chloride 

Relevant articles and documents

The effect of a para substituent on the conformational preference of 2,2-diphenyl-1,3-dioxanes: Evidence for the anomeric effect from X-ray crystal structure analysis

The molecular structures of 2,2-di(para-substituted phenyl)-1,3-dioxanes were elucidated for the first time by X-ray crystallographic analysis, which revealed two important structural features: (1) These compounds have the chair conformation in which electron-withdrawing aryl groups [viz. p-nitro-or p-(trifluormethyl)phenyl] are always axial and electron-donating aryl groups (viz. p-methoxyphenyl) are always equatorial. (2) In these compounds as well as in symmetrically substituted 2,2-diphenyl-1,3-dioxane the axial C2-aryl bond is longer than the equatorial C2-aryl bond. The axial preference of the electron-withdrawing aryl group was also demonstrated in solution by 1H and 13C NMR spectroscopy. The anomeric carbon substituted with an electron-withdrawing aryl group resonates at an unusually high field, as does the aromatic carbon bearing the electron-withdrawing substituent. The observed 13C NMR data clearly indicate enhanced electron density at these carbons due to the anomeric effect. Semiempirical molecular orbital calculations by the MOPAK PM3 method reproduced the bond lengthening for axial C2-aryl, while the heat of formation derived from this calculation failed to support the axial preference of electron-withdrawing aryl groups. The X-ray crystallographic data on the conformational preference and bond lengths at the anomeric carbon, as well as the solution NMR spectroscopic data, clearly indicate the anomeric effect that is best rationalized in terms of stabilizing interaction between the lone-pair electrons on the ring oxygens and the antibonding orbital of the axial C2-aryl bond.

Dirhodium-Catalyzed Enantioselective B?H Bond Insertion of gem-Diaryl Carbenes: Efficient Access to gem-Diarylmethine Boranes

The scarcity of reliable methods for synthesizing chiral gem-diarylmethine borons limits their applications. Herein, we report a method for highly enantioselective dirhodium-catalyzed B?H bond insertion reactions with diaryl diazomethanes as carbene precursors. These reactions afforded chiral gem-diarylmethine borane compounds in high yield (up to 99 % yield), high activity (turnover numbers up to 14 300), high enantioselectivity (up to 99 % ee) and showed unprecedented broad functional group tolerance. The borane compounds synthesized by this method could be efficiently transformed into diaryl methanol, diaryl methyl amine, and triaryl methane derivatives with good stereospecificity. Mechanistic studies suggested that the borane adduct coordinated to the rhodium catalyst and thus interfered with decomposition of the diazomethane, and that insertion of a rhodium carbene (generated from the diaryl diazomethane) into the B?H bond was most likely the rate-determining step.

Direct C-H Arylation of Aldehydes by Merging Photocatalyzed Hydrogen Atom Transfer with Palladium Catalysis

Herein, we report that merging palladium catalysis with hydrogen atom transfer (HAT) photocatalysis enabled direct arylations and alkenylations of aldehyde C-H bonds, facilitating visible light-catalyzed construction of a variety of ketones. Tetrabutylammonium decatungstate and anthraquinone were found to act as synergistic HAT photocatalysts. Density functional theory calculations suggested a Pd0-PdII-PdIII-PdI-Pd0 pathway and revealed that regeneration of the Pd0 catalyst and the photocatalyst occurs simultaneously in the presence of KHCO3. This regeneration features a low energy barrier, promoting efficient coupling of the palladium catalytic cycle with the photocatalytic cycle. The work reported herein suggests great promise for further applications of HAT photocatalysis in palladium-catalyzed cross-coupling and C-H functionalization reactions to be successful.