530-46-1

Basic information

• Product Name: 4-Fluoro-4'-methylbenzophenone
• Synonyms: (4-FLUORO-PHENYL)-P-TOLYL-METHANONE;4-FLUORO-4'-METHYLBENZOPHENONE;4-Fluoro-4'-methylbe;(4-fluorophenyl)-(4-methylphenyl)methanone
• CAS NO: 530-46-1
• Molecular Formula: C₁₄H₁₁FO
• Molecular Weight: 214.23
• EINECS: 200-158-5
• Product Categories: Aromatic Benzophenones & Derivatives (substituted)
• Mol File: 530-46-1.mol
• Article Data: 51

Chemical Properties

• Melting Point: 98-99 °C
• Boiling Point: 334.8 °C at 760 mmHg
• Flash Point: 147.9 °C
• Appearance: /
• Density: 1.139 g/cm³
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: 4-Fluoro-4'-methylbenzophenone(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Fluoro-4'-methylbenzophenone(530-46-1)
• EPA Substance Registry System: 4-Fluoro-4'-methylbenzophenone(530-46-1)

Safety Data

• Hazardous Substances Data: 530-46-1(Hazardous Substances Data)

Usage

Chemical Properties

white crystal powder

Upstream product

• 13222-85-0 p-methylbenzoic anhydride 
• 1765-93-1 4-fluoroboronic acid 
• 624-31-7 4-tolyl iodide 
• 2251-76-5 2-(4-fluorophenyl)-2-oxoacetic acid 
• 99-04-7 m-Toluic acid 
• 133472-27-2 4-fluorophenylzinc chloride 
• 874-60-2 4-methyl-benzoyl chloride 
• 1194-02-1 4-fluorobenzonitrile 
• 539-44-6 N-4-methylphenylhydrazine 
• 104-87-0 4-methyl-benzaldehyde 
• 352-13-6 4-flourophenylmagnesium bromide 
• 456-22-4 4-Fluorobenzoic acid 
• 5720-05-8 4-methylphenylboronic acid 
• 403-43-0 4-fluorobenzoyl chloride 

Downstream Products

• 345-91-5 (4-fluorophenyl)-(4-methylphenyl)-methanol 
• 2353-66-4 2-(4-fluoro-4'-methyl-benzhydryl)-2-nitro-indan-1,3-dione 
• 1397678-26-0 3-fluoro-6-methyl-9H-fluoren-9-one 
• 91457-13-5 4-bromomethyl-4'-fluorobenzophenone 
• 128458-88-8 1-{4-[(2,4-Dichloro-benzyloxy)-p-tolyl-methyl]-phenyl}-1H-[1,2,4]triazole 
• 128458-74-2 1-{4-[(2,4-Dichloro-benzyloxy)-p-tolyl-methyl]-phenyl}-1H-imidazole 
• 128458-86-6 1-{4-[(4-Chloro-benzyloxy)-p-tolyl-methyl]-phenyl}-1H-[1,2,4]triazole 
• 128458-72-0 1-{4-[(4-Chloro-benzyloxy)-p-tolyl-methyl]-phenyl}-1H-imidazole 
• 128458-70-8 1-[4-(Benzyloxy-p-tolyl-methyl)-phenyl]-1H-imidazole 
• 128458-46-8 1-[4-(Imidazol-1-yl-p-tolyl-methyl)-phenyl]-1H-[1,2,4]triazole 
• 128458-85-5 1-[4-(Benzyloxy-p-tolyl-methyl)-phenyl]-1H-[1,2,4]triazole 
• 866009-63-4 (4-(1H-imidazol-1-yl)phenyl)(p-tolyl)methanol 

Relevant articles and documents

Suzuki-Miyaura cross-coupling of esters by selective O-C(O) cleavage mediated by air- And moisture-stable [Pd(NHC)(μ-Cl)Cl]2precatalysts: Catalyst evaluation and mechanism

The cross-coupling of aryl esters has emerged as a powerful platform for the functionalization of otherwise inert acyl C-O bonds in chemical synthesis and catalysis. Herein, we report a combined experimental and computational study on the acyl Suzuki-Miyaura cross-coupling of aryl esters mediated by well-defined, air- and moisture-stable Pd(ii)-NHC precatalysts [Pd(NHC)(μ-Cl)Cl]2. We present a comprehensive evaluation of [Pd(NHC)(μ-Cl)Cl]2 precatalysts and compare them with the present state-of-the-art [(Pd(NHC)allyl] precatalysts bearing allyl-type throw-away ligands. Most importantly, the study reveals [Pd(NHC)(μ-Cl)Cl]2 as the most reactive precatalysts discovered to date in this reactivity manifold. The unique synthetic utility of this unconventional O-C(O) cross-coupling is highlighted in the late-stage functionalization of pharmaceuticals and sequential chemoselective cross-coupling, providing access to valuable ketone products by a catalytic mechanism involving Pd insertion into the aryl ester bond. Furthermore, we present a comprehensive study of the catalytic cycle by DFT methods. Considering the clear advantages of [Pd(NHC)(μ-Cl)Cl]2 precatalysts on several levels, including facile one-pot synthesis, superior atom-economic profile to all other Pd(ii)-NHC catalysts, and versatile reactivity, these should be considered as the 'first-choice' catalysts for all routine applications in ester O-C(O) bond activation.

Photo-induced oxidative cleavage of C-C double bonds of olefins in water

The carbonyl compounds, synthesized by the oxidative cleavage of their corresponding olefins, are of great significance in organic synthesis, especially aryl ketones. We have developed a gentle and effective protocol, using acid red 94 as the organic metal-free photocatalyst, O2 as the oxidant, and water as the solvent. Under visible light irradiation, aryl ketone derivatives were obtained in moderate to excellent yields, showing good economic and environmental advantages.

Palladium-Catalyzed Amide N-C Hiyama Cross-Coupling: Synthesis of Ketones

N-Acylglutarimides and arylsiloxanes reacted in the presence of Pd(OAc)2/PCy3, Et3N·3HF, and LiOAc to provide the corresponding arylketones in good yields. Aryl-, vinyl-, and alkyl-substituted N-acylglutarimides showed good activity in the coupling reactions of arylsiloxanes. The reaction had a broad substrate scope and showed good functional group tolerance. N-Benzoylsuccinimide and N-protected N-phenylbenzamides showed good activities in coupling reactions with phenylsiloxane. The employment of CuF2 as an activor afforded the decarbonylative products at 160 °C.