90-96-0

Basic information

• Product Name: 4,4'-Dimethoxybenzophenone
• Synonyms: P,P'-DIMETHOXYBENZOPHENONE;LABOTEST-BB LT00160175;BIS(P-METHOXYPHENYL)-KETONE;4,4'-DIMETHOXYBENZOPHENONE;Benzophenone, 4,4'-dimethoxy-;Bis(4-anisyl) ketone;Bis(4-methoxyphenyl)methanone;Bis(p-anisyl) ketone
• CAS NO: 90-96-0
• Molecular Formula: C₁₅H₁₄O₃
• Molecular Weight: 242.27
• EINECS: 202-028-0
• Product Categories: Aromatic Benzophenones & Derivatives (substituted);Benzophenones (for High-Performance Polymer Research);Functional Materials;Reagent for High-Performance Polymer Research;C15 to C38;Carbonyl Compounds;Ketones;Pyridines
• Mol File: 90-96-0.mol
• Article Data: 312

Chemical Properties

• Melting Point: 90-93 °C(lit.)
• Boiling Point: 200 °C17 mm Hg(lit.)
• Flash Point: 182 °C
• Appearance: Slightly beige to yellow/Powder
• Density: 1.1515 (rough estimate)
• Refractive Index: 1.5570 (estimate)
• Storage Temp.: Store below +30°C.
• Solubility: Chloroform (Slightly), Ethyl Acetate (Slightly)
• Water Solubility: It is insoluble in water, soluble in ethanol.
• BRN: 1878026
• CAS DataBase Reference: 4,4'-Dimethoxybenzophenone(CAS DataBase Reference)
• NIST Chemistry Reference: 4,4'-Dimethoxybenzophenone(90-96-0)
• EPA Substance Registry System: 4,4'-Dimethoxybenzophenone(90-96-0)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 90-96-0(Hazardous Substances Data)

Usage

Chemical Properties

white to light yellow crystal powder

Uses

4,4'-Dimethoxybenzophenone is used in the organic synthesis. It also acts as a pharmaceutical intermediate. It is an important raw material and intermediate used in Organic Synthesis, Pharmaceuticals, Agrochemicals and Dyestuff.

Preparation

btained by photocatalytic oxidation of 4,4–′-dimethoxybenzhydrol (m.p. 69–71°) catalyzed by H3PW12O40/SiO2 in acetonitrile under oxygen atmosphere at r.t. for 1 h (90%).

Synthesis Reference(s)

Journal of the American Chemical Society, 91, p. 3037, 1969 DOI: 10.1021/ja01039a036Tetrahedron Letters, 30, p. 1277, 1989 DOI: 10.1016/S0040-4039(00)72735-3

General Description

Photoreactivity of 4,4′-dimethoxybenzophenone with 2-aminobenzimidazole has been examined. It is an ultraviolet absorbing additive in plastic products.

Purification Methods

Crystallise the ketone from absolute EtOH, aqueous EtOH or EtOH/AcOH. The 2,4-dinitrophenylhydrazone has m 199-200o. [Beilstein 8 H 317, 8 I 641, 8 II 355, 8 III 2649, 8 IV 2453.]

Upstream product

• 100-07-2 4-methoxy-benzoyl chloride 
• 100-66-3 methoxybenzene 
• 57045-26-8 4-Ethoxycarbonyloxybenzoyl chloride 
• 108-88-3 toluene 
• 958-80-5 bis(4-methoxyphenyl)thione 
• 554-70-1 triethylphosphine 
• 104-92-7 1-bromo-4-methoxy-benzene 
• 124-38-9 carbon dioxide 
• 7525-23-7 4,4'-dimethoxydiphenylmethyl chloride 
• 597-64-8 tetraethyltin 
• 2132-70-9 1,1-dichloro-2,2-bis(p-methoxyphenyl)ethylene 
• 35861-33-7 4,4'-dimethoxybenzophenone radical 
• 36697-31-1 2,2-bis-(p-methoxyphenyl)-1-nitroethylene 
• 61732-72-7 meso-1,2-dibromo-1,2-di(4-methoxyphenyl)-2-ethane 

Downstream Products

• 4356-69-8 1,1-bis-(4-methoxyphenyl)ethylene 
• 17435-03-9 dichloro-bis-(4-methoxy-phenyl)-methane 
• 121816-51-1 1,1-bis-(4-methoxy-phenyl)-5,5-diphenyl-pentane-1,4-dien-3-one 
• 18499-68-8 1,4-bis-[3-hydroxy-3,3-bis-(4-methoxy-phenyl)-prop-1-ynyl]-benzene 
• 18499-71-3 9,10-bis-[3-hydroxy-3,3-bis-(4-methoxy-phenyl)-prop-1-ynyl]-anthracene 
• 31067-02-4 1,1-Bis(p-methoxyphenyl)ethan-1-ol 
• 4663-13-2 1,1-bis(4-methoxyphenyl)propene 
• 26957-36-8 2-methyl-1,1-(4,4-dimethoxydiphenyl)-1-propene 
• 26642-57-9 1,1-bis(4-methoxyphenyl)-2-phenylethene 
• 500698-71-5 1,1-bis(4-methoxyphenyl)-2,2-diphenylethan-1-ol 
• 20114-55-0 4,4'-dimethoxybenzophenone hydrazone 
• 611-99-4 4,4'-Dihydroxybenzophenone 
• 104689-84-1 3-bromo-4,4'-dimethoxy-benzophenone 
• 79616-15-2 bis(3-bromo-4-methoxyphenyl)methanone 

Relevant articles and documents

Chemical capture of an unprecedented oxatetramethyleneethane radical cation with a through-space electronic coupling

A photoinduced electron-transfer reaction of 2,2-dianisyl-4-isopropylidene- 3,3-dimethylcyclobutanone (5) in acetonitrile containing molecular oxygen or water gave 4,4′-dimethoxybenzophenone (7) and 2,2-dianisyl-4- isopropylidene-5,5-dimethylhydrofuran-3-one (8), demonstrating the chemical capture of an unprecedented oxatetramethyleneethane-type radical cation intermediate (6?+). A density functional theory calculation suggests through-space electronic coupling between the tetramethylallyl and joined dianisylmethyl carbonyl subunits in 6?+.

Preparation, redox properties, and x-ray structures of electrochromic 11,11,12,12-tetraarylanthraquinodimethane and its bianthraquinodimethane analogue: Drastic geometrical changes upon interconversion with dicationic dyes

Tetrakis(4-methoxyphenyl)anthraquinodimethane 1(b) with a bent geometry undergoes reversible redox interconversion with twisted dication 1(t) 2+ exhibiting a vivid change in color (electrochromism) accompanied by a drastic structural change. Electrochemical oxidation of bianthraquinodimethane 2(b) with a doubly bent structure to bianthrylidene-type twisted dication 2(t)2+ proceeded smoothly, whereas the reverse conversion was less effective because 2(t)2 generated upon reduction of 2(t)2+ is a long-lived species to undergo side reactions.

Tris(pentafluorophenyl)borane-Catalyzed Oxygen Insertion Reaction of α-Diazoesters (α-Diazoamides) with Dimethyl Sulfoxide

A tris(pentafluorophenyl)borane-catalyzed oxidation reaction of α-diazoesters (α-diazo amides) with dimethyl sulfoxide has been developed. The reaction proceeds under metal free conditions to afford a series α-ketoesters and α-ketoamides. The synthetic utility of this protocol is demonstrated through synthetic transformations and scaled-up synthesis. (Figure presented.).

Method for preparing aldehyde ketone compound through olefin oxidation

The invention provides a method for preparing an aldehyde ketone compound by olefin oxidation, which relates to an olefin oxidative cracking reaction in which oxygen participates. The method comprises the following specific steps: in the presence of a solvent and an oxidant, carrying out oxidative cracking on an olefin raw material to obtain a corresponding aldehyde ketone product. Compared with the traditional method, the method does not need to add any catalyst or ligand, does not need to use high-pressure oxygen, has the advantages of simple and mild reaction conditions, environment friendliness, low cost, high atom economy and the like, is wide in substrate application range and high in yield, and has a wide application prospect in the aspects of synthesis of aldehyde ketone medical intermediates and chemical raw materials.

Ruthenium-on-Carbon-Catalyzed Facile Solvent-Free Oxidation of Alcohols: Efficient Progress under Solid-Solid (Liquid)-Gas Conditions

A protocol for the ruthenium-on-carbon (Ru/C)-catalyzed solvent-free oxidation of alcohols, which proceeds efficiently under solid-solid (liquid)-gas conditions, was developed. Various primary and secondary alcohols were transformed to corresponding aldehydes and ketones in moderate to excellent isolated yields by simply stirring in the presence of 10% Ru/C under air or oxygen conditions. The solvent-free oxidation reactions proceeded efficiently regardless of the solid or liquid state of the substrates and reagents and could be applied to gram-scale synthesis without loss of the reaction efficiency. Furthermore, the catalytic activity of Ru/C was maintained after five reuse cycles.