611-94-9

Basic information

• Product Name: 4-Methoxybenzophenone
• Synonyms: 4-BENZOYLANISOLE;4-METHOXYBENZOPHENONE;(4-METHOXY-PHENYL)-PHENYL-METHANONE;(4-methoxyphenyl)phenyl-methanon;4-methoxy-benzophenon;Benzophenone, 4-methoxy-;phenylp-anisylketone;p-methoxybenzylphenylketone
• CAS NO: 611-94-9
• Molecular Formula: C₁₄H₁₂O₂
• Molecular Weight: 212.24
• EINECS: 210-285-5
• Product Categories: C13 to C14;Carbonyl Compounds;Ketones
• Mol File: 611-94-9.mol
• Article Data: 631

Chemical Properties

• Melting Point: 60-63 °C(lit.)
• Boiling Point: 354-356 °C(lit.)
• Flash Point: 354-356°C
• Appearance: White to yellow-orange/Crystalline Solid
• Density: 1.1035 (rough estimate)
• Vapor Pressure: 3.22E-05mmHg at 25°C
• Refractive Index: 1.6000 (estimate)
• Storage Temp.: Store below +30°C.
• Solubility: almost transparency in Methanol
• Water Solubility: Insoluble in water.
• BRN: 1104713
• CAS DataBase Reference: 4-Methoxybenzophenone(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Methoxybenzophenone(611-94-9)
• EPA Substance Registry System: 4-Methoxybenzophenone(611-94-9)

Safety Data

• Hazard Codes: Xi
• Safety Statements: 22-24/25
• WGK Germany: 2
• RTECS: PC4962500
• Hazardous Substances Data: 611-94-9(Hazardous Substances Data)

Usage

Chemical Properties

WHITE TO YELLOW-ORANGE CRYSTALLINE SOLID

Uses

Different sources of media describe the Uses of 611-94-9 differently. You can refer to the following data:
1. 4-Methoxybenzophenone and its analogues showed diverse plant growth-regulating actions such as inhibition of shoot and root growth, induction of chlorosis, and a disturbance in phototropism or geotrop ism. 4-Methoxybenzophenone is also used as a photopolymerization catalyst.
2. 4-Methoxybenzophenone and its analogues showed diverse plant growth-regulating actions such as inhibition of shoot and root growth, induction of chlorosis, and a disturbance in phototropism or geotropism. It is also used as a photo polymerization catalyst.

Preparation

Obtained by reaction of 4-methoxybenzoyl chloride with benzene in the presence –of aluminium chloride.

Synthesis Reference(s)

Chemistry Letters, 6, p. 1099, 1977Journal of the American Chemical Society, 110, p. 1556, 1988Tetrahedron Letters, 40, p. 3109, 1999 DOI: 10.1016/S0040-4039(99)00476-1

InChI:InChI=1/C14H12O2/c1-16-13-9-7-12(8-10-13)14(15)11-5-3-2-4-6-11/h2-10H,1H3

Upstream product

• 98-88-4 benzoyl chloride 
• 100-66-3 methoxybenzene 
• 93-97-0 benzoic acid anhydride 
• 100-07-2 4-methoxy-benzoyl chloride 
• 71-43-2 benzene 
• 455-32-3 benzoyl fluoride 
• 347-89-7 benzoic trifluoroacetic anhydride 
• 4903-36-0 N-phenyl-benzimidoyl chloride 
• 65-85-0 benzoic acid 
• 407-25-0 trifluoroacetic anhydride 
• 76-05-1 trifluoroacetic acid 
• 874-90-8 4-methoxybenzonitrile 
• 77-78-1 dimethyl sulfate 
• 1137-42-4 4-Hydroxybenzophenone 

Downstream Products

• 102594-36-5 [2]quinolyl-(4-methoxy-phenyl)-phenyl-methanol 
• 4333-75-9 1-(4-methoxyphenyl)-1-phenylethene 
• 109650-86-4 4-hydroxy-4-(4-methoxy-phenyl)-4-phenyl-but-2-ynoic acid amide 
• 40615-35-8 4,4'-dimethoxytrityl alcohol 
• 13632-74-1 1,4-bis-(4-methoxy-phenyl)-1,4-diphenyl-but-2-yne-1,4-diol 
• 19810-20-9 4-methoxy-α-phenyl-β-methylstyrene 
• 123494-50-8 1-(4-methoxyphenyl)-1-phenylpropan-1-ol 
• 873381-47-6 (+/-)-Hydroxy-phenyl-(4-methoxy-phenyl)-(biphenylyl-⁽⁴⁾)-methan 
• 76115-05-4 1-(4'-methoxyphenyl)-1,2,2-triphenylethanol 
• 2538-34-3 4-methoxybenzhydrylamine 
• 847-83-6 p-methoxytrityl alcohol 
• 861096-29-9 (+/-)-Hydroxy-phenyl-(2-methoxy-phenyl)-(4-methoxy-phenyl)-methan 
• 10147-60-1 (4-methoxyphenyl)phenylmethanone oxime 
• 10147-61-2 (Z)-(4-methoxyphenyl)(phenyl)methanone oxime 

Relevant articles and documents

Fe Doped MIL-101/Graphene Nanohybrid for Photocatalytic Oxidation of Alcohols Under Visible-Light Irradiation

A novel photoactive porous material of GR/FeMIL-101 based on FeMIL-101 metal organic frameworks (MOFs) was successfully synthesized via a simple hydrothermal method. The structural and photoelectric properties of the GR/FeMIL-101 was analyzed by XRD, SEM, TEM, TGA, XPS, UV–vis DRS, FT-IR, PL and EIS methods. The photocatalytic performance for the selective oxidation of benzyl alcohol with GR/FeMIL-101 as catalysts was evaluated under visible light irradiation. The results showed that the GR/FeMIL-101 nanohybrid had better photocatalytic performance than both of FeMIL-101 and the pristine MIL-101. It was further found that the incorporation of Fe and MIL-101 caused valence fluctuations of Fe3+/Fe2+ which improved the absorption of visible-light and increased the separation efficiency of photogenerated charges. In addition, the combination of FeMIL-101 and GR could further promote the transfer rate of the photoelectrons. The mechanism of the reaction revealed that ·O2? was the dominating active specie in this reaction through active species trapping experiments. Graphic Abstract: [Figure not available: see fulltext.]Fe doped MIL-101/GR nanohybrid was successfully synthesized as an efficient photocatalyst for selective oxidation of alcohols under visible-light and shown a best conversion of 50%. Analyses revealed that Fe was successfully doped into the MIL-101, valence fluctuation of Fe2+/Fe3+ not only improved the visible-light absorption but also increased the separation rate of photoexcited carriers. Graphene further improved the transportation rate of electron (e-). Subsequently, the possible photocatalytic mechanism for the selective oxidation of alcohols was proposed. It was proved that superoxide radicals (·O2-) was the main active species when the reaction was performed under Oxygen atmosphere.

Mechanism of the Superoxide Anion Radical (O2-) Mediated Oxidation of Diarylmethanes

Variously substituted diphenylmethanes (2a-l) were prepared and reacted competitively with O2- (generated from KO2/18-crown-6 polyether) in benzene.The relative rate constants (krel) correlated best (r = 0.993) with ?-, giving a ρ value of 3.96 +/- 0.16.For the corresponding oxygenation mediated by tert-butoxide, the ρ obtained was 1.77 +/- 0.41 (r = 0.950).The primary deuterium isotope effects (kH/kD) on the superoxide reaction of diphenylmethane and its 4,4'-dichloro analogue were 2.36 and 2.14, respectively.The rate of reaction was found to be line arly proportional to the crown ether concentration, and no reaction occurred in its absence.These results indicate that the reaction is homogeneous and is first order in superoxide and diphenylmethane.The correlation with ?- and the magnitudes of ρ and the primary isotope effect are interpreted as requiring a reaction sequence in which a proton is first transfered from substrate to superoxide in the rate-determining step, with the resulting benzylic anion undergoing subsequent oxygenation to the corresponding ketones 1.A Broensted analysis of the deprotonation reaction yields an α value of 0.69, suggesting a late transition state.The discrepancy between these results obtained in benzene and those of others for Me2SO studies raises the possibility of a solvent-dependent duality of mechanism.

Green synthesis of 4-methoxybenzophenone from anisole and benzoic acid catalyzed by tungstophosphoric acid supported on MCM-41

Abstract An efficient method was established for the green synthesis of 4-methoxybenzophenone using benzoic acid as acylating agent catalyzed by tungstophosphoric acid (HPW) supported on MCM-41 (HPW/MCM-41). The conversion of benzoic acid reached 97.2 % and the selectivity for 4-methoxybenzophenone was 87.4 % under the optimum conditions over a 50 wt.% HPW/MCM-41 catalyst. HPW is proven to be well deposited on MCM-41, which leads to dealumination of MCM-41 and then offers more active centers, as demonstrated by inductively coupled plasma analysis and NH3 temperature-programmed desorption, accounting for the high catalytic activity of HPW/MCM-41.

Nanostructural zinc oxide hollow spheres: A facile synthesis and catalytic properties

The development of reproducible procedures for the synthesis and organization of nanostructured metal oxides is important in order to exploit the unique properties of these materials for practical applications. The present work describes the transformation of Zn(NH3)4] 2+ into hollow structured ZnO materials through solvothermal decomposition. An increase in ammonia concentration in the reaction medium, significantly changes the morphology of ZnO from spheres made of nanoparticles (20-30 nm) to hollow spheres composed of nanorods (200-350 nm) or to free microrods as evidenced from scanning and transmission electron micrographs (SEM/TEM). The powder X-ray diffraction (XRD) pattern of ZnO confirms formation of the wurtzite structure. Raman and Energy-dispersive spectroscopic (EDS) studies indicate the presence of oxygen deficiency in ZnO. The investigation on the catalytic behavior of ZnO in the synthesis of (4-methoxyphenyl)(phenyl) methanone (MPPM) by Friedel-Crafts acylation of anisole with benzoyl chloride has also been carried out. The results reveal that the prepared ZnO could produce ～98% of yield compared to 41% produced by commercial ZnO.

Palladium-catalyzed aryl-acylation of alkene

Palladium-catalyzed aryl-acylation reactions of alkenes proceed by using acylchromates as the acyl donors. The yield of the product considerably depends on the added phosphine ligands.

One-step hydroxylation of aryl and heteroaryl fluorides using mechanochemistry

Simple use of KOH allows the direct F to OH exchange of aromatic and heteroaromatic substrates under mechanochemical conditions. The reaction is performed in the absence of solvent with potassium hydroxide as OH source. As a result, this approach is both more atom economical and environmentally friendly than previously described methods for this transformation.

Development of Trifluoromethanesulfonic Acid-Immobilized Nitrogen-Doped Carbon-Incarcerated Niobia Nanoparticle Catalysts for Friedel-Crafts Acylation

Heterogeneous trifluoromethanesulfonic acid-immobilized nitrogen-doped carbon-incarcerated niobia nanoparticle catalysts (NCI-Nb-TfOH) that show excellent catalytic performance with low niobium loading (1 mol %) in Friedel-Crafts acylation have been developed. These catalysts exhibit higher activity and higher tolerance to catalytic poisons compared with the previously reported TfOH-treated NCI-Ti catalysts, leading to a broader substrate scope. The catalysts were characterized via spectroscopic and microscopic studies.