611-97-2

Basic information

• Product Name: 4,4'-Dimethylbenzophenone
• Synonyms: 4,4'-Carbonylbis(toluene);Benzophenone, 4,4'-dimethyl-;bis(4-methylphenyl)-methanon;Bis(4-methylphenyl)methanone;Bis-p-tolyl ketone;Di(4-methylphenyl) ketone;Di-p-tolylmethanone;Methanone, bis(4-methylphenyl)-
• CAS NO: 611-97-2
• Molecular Formula: C₁₅H₁₄O
• Molecular Weight: 210.27
• EINECS: 210-287-6
• Product Categories: Aromatic Benzophenones & Derivatives (substituted);C15 to C38;Carbonyl Compounds;Ketones
• Mol File: 611-97-2.mol
• Article Data: 225

Chemical Properties

• Melting Point: 90-93 °C(lit.)
• Boiling Point: 200 °C17 mm Hg(lit.)
• Flash Point: 200°C/17mm
• Appearance: Pale brown/Crystalline Powder
• Density: 1.0232 (rough estimate)
• Refractive Index: 1.5361 (estimate)
• Storage Temp.: Sealed in dry,Room Temperature
• Water Solubility: Insoluble in water.
• BRN: 1240527
• CAS DataBase Reference: 4,4'-Dimethylbenzophenone(CAS DataBase Reference)
• NIST Chemistry Reference: 4,4'-Dimethylbenzophenone(611-97-2)
• EPA Substance Registry System: 4,4'-Dimethylbenzophenone(611-97-2)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 22-24/25-36/37-26
• WGK Germany: 3
• TSCA: Yes
• Hazardous Substances Data: 611-97-2(Hazardous Substances Data)

Usage

Description

4,4'-Dimethylbenzophenone is an organic compound that is known for its unique chemical properties. It is characterized by its molecular structure, which includes a benzophenone core with two methyl groups attached to the para positions on both the benzene rings. 4,4'-Dimethylbenzophenone is notable for its reactivity with certain types of chemical agents, such as bis(trichlorotitanium phenoxide), a bidentate Lewis acid, with which it forms a crystalline complex.

Uses

Used in Petrochemical Industry:
4,4'-Dimethylbenzophenone is utilized as a catalytic agent and petrochemical additive. Its role in this industry is crucial due to its ability to enhance the efficiency and effectiveness of various chemical reactions that are integral to the production of different petrochemical products.
Used in Pharmaceutical Industry:
In the pharmaceutical sector, 4,4'-Dimethylbenzophenone is employed as a key intermediate in the synthesis of various drugs. Its unique chemical structure allows it to serve as a building block in the creation of a wide range of pharmaceutical compounds, thereby contributing to the development of new and improved medications.

Synthesis Reference(s)

Tetrahedron, 50, p. 12821, 1994 DOI: 10.1016/S0040-4020(01)81203-5Tetrahedron Letters, 27, p. 3911, 1986 DOI: 10.1016/S0040-4039(00)83914-3

Purification Methods

Purify the benzophenone by zone refining or distllation, preferably in a vacuum. [Beilstein 7 III 2181, 7 IV 1434.]

Upstream product

• 530-45-0 1,1-di(4-methylphenyl)ethane 
• 106-38-7 para-bromotoluene 
• 624-31-7 4-tolyl iodide 
• 913-86-0 tetra(4-methylphenyl)-1,2-ethanediol 
• 4957-14-6 4,4'-dimethyldiphenylmethane 
• 16620-75-0 4,4'-dimethylbenzophenone imine 
• 137955-34-1 ethyl 3-hydroxy-3,3-di-(p-tolyl)propanoate 
• 22370-69-0 1,1,1-tribromo-2,2-di-p-tolyl-ethane 
• 1066-30-4 chromium(lll) acetate 
• 855232-28-9 1,1,4,4-tetrakis(4-methylphenyl)but-2-yne-1,4-diol 
• 876498-21-4 9-(α-hydroxy-4,4'-dimethyl-benzhydryl)-fluoren-9-ol 
• 103-71-9 phenyl isocyanate 
• 874-60-2 4-methyl-benzoyl chloride 
• 108-88-3 toluene 

Downstream Products

• 102474-77-1 2-[2]pyridyl-1,1-di-p-tolyl-ethanol 
• 111089-30-6 (4-Methyl-[2]pyridyl)-di-p-tolyl-methanol 
• 6266-56-4 bis(4-methylphenyl)phenylmethanol 
• 500345-09-5 5-bromomethyl-5-methyl-2,2-di-p-tolyl-[1,3]dioxane 
• 6629-83-0 4,4',4-(ethene-1,1,2-triyl)tris(methylbenzene) 
• 82313-75-5 4-tert-Butyl-4',4''-dimethyltriphenylmethanol 
• 18763-47-8 ph3Si(OCH(4-toy)2) 
• 791-31-1 triphenylhydroxysilane 
• 2919-20-2 1,1-di(p-tolyl)ethylene 
• 4333-55-5 4,4'-(prop-1-ene-1,1-diyl)bis(methylbenzene) 
• 768295-67-6 1,1-di-p-tolylpropan-1-ol 
• 859777-49-4 2,2-diphenyl-1,1-di-p-tolyl-ethanol 
• 114889-49-5 4,4'-(2-(4-bromophenyl)ethene-1,1-diyl)bis(methylbenzene) 
• 885-77-8 4,4'-dimethylbenzhydrol 

Relevant articles and documents

Ethoxysilane appended M(II) complexes and their SiO2/MCM-41 supported forms as catalysts for efficient oxidation of secondary alcohols

Divalent transition metal complexes ML2 (M = Mn 1; Co 2; Cu 3; Zn 4), possessing an ethoxysilane group as a part of the bidentate Schiff base ((E)-1-((3-(triethoxysilyl)propylimino)methyl)naphthalen-2-ol (L)), have been synthesized. While the copper complex 3 has been isolated in an analytically pure form and characterized by spectroscopic and single crystal XRD studies, the formation of complexes 1, 2, and 4 in solution has been verified by ESI mass spectroscopy and subsequently used for further catalyst preparation without their isolation. Treatment of the in situ formed 1–4 with pre-activated silica in boiling toluene produces the catalysts 5–8, respectively. The copper complex 3 was also treated with MCM-41 in boiling toluene to obtain CuL2@MCM-41 (9). Elemental analysis (CHN), ESI MS, IR, UV–vis., 13C & 29Si NMR, EPR, P-XRD, TGA, BET, SEM and TEM have been used to characterize the compounds. Compounds 3 (homogeneous) and 5–9 (heterogeneous) have been utilized as catalysts in the oxidation of secondary alcohols to corresponding carbonyls in the presence of H2O2, t-BuOOH, and C6H5C(CH3)2OOH. 3 and 9 have shown better catalytic activity than the rest of the catalysts investigated. Combination of 9 with H2O2 is the best catalytic system due to its efficiency and reusability besides being environment friendly.

Mechanism of Photochemical Reaction of Contact Charge Transfer Pair between 1,1-Diarylethene and Oxygen

Selective excitation of the contact charge transfer band between 1,1-diarylethene and oxygen in dichloromethane and acetonitrile gave 3,3,6,6-tetraaryl-1,2-dioxane and benzophenone derivative through an electron transfer reaction.The proposed mechanism was confirmed by the direct observation of the dimer cation radical of the olefin trapped by a triplet oxygen in pulse radiolysis.

Preparation method of diaryl ketone

The invention relates to the field of organic compound preparation chemistry, and particularly discloses a preparation method of diaryl ketone. The preparation method comprises the following steps: reacting tartrate with an aryl Grignard reagent to prepare 1,1,4,4-tetraaryl butantetraol; the method comprises the following steps: in the presence of an organic alkali and under a specific temperature condition, carrying out a highly regioselective 2, 3-cyclic sulfite esterification reaction on the 1,1,4,4-tetraaryl butantetraol and thionyl chloride to generate dichloro aryl cyclic sulfite; and reacting the dichloro aryl cyclic sulfite with inorganic alkali liquor at a certain temperature in a certain organic solvent to generate the diaryl ketone. The preparation method avoids the use of an expensive heavy metal-containing catalyst, and has the remarkable characteristics of easily available raw materials, simplicity and convenience in operation, excellent reaction region selectivity, easiness in treatment, high yield and the like.

Fe-S Catalyst Generated in Situ from Fe(III)- And S3?--Promoted Aerobic Oxidation of Terminal Alkenes

An iron-sulfur complex formed by the simple mixture of FeCl3 with S3?- generated in situ from K2S is developed and applied to selective aerobic oxidation of terminal alkenes. The reaction was carried out under an atmosphere of O2 (balloon) and could proceed on a gram scale, expanding the application of S3?- in organic synthesis. This study also encourages us to explore the application of an Fe-S catalyst in organic reactions.

Decatungstate-mediated solar photooxidative cleavage of CC bonds using air as an oxidant in water

With the increasing attention for green chemistry and sustainable development, there has been much interest in searching for greener methods and sources in organic synthesis. However, toxic additives or solvents are inevitably involved in most organic transformations. Herein, we first report the combination of direct utilization of solar energy, air as the oxidant and water as the solvent for the selective cleavage of CC double bonds in aryl olefins. Various α-methyl styrenes, diaryl alkenes as well as terminal styrenes are well tolerated in this green and sustainable strategy and furnished the desired carbonyl products in satisfactory yields. Like heterogeneous catalysis, this homogeneous catalytic system could also be reused and it retains good activity even after repeating three times. Mechanism investigations indicated that both O2- and 1O2 were involved in the reaction. Based on these results, two possible mechanisms, including the electron transfer pathway and the energy transfer pathway, were proposed.