1226-42-2

Basic information

• Product Name: 4,4'-DIMETHOXYBENZIL
• Synonyms: p-Anisil, Di-p-anisoyl;4,4'-Dimethoxybenzil, 99+%;1,2-Di(4-methoxyphenyl)ethanedione;Bis(4-methoxyphenyl)-1,2-ethanedione;Di(4-methoxyphenyl) diketone;p-Anisil;1,2-Bis(4-methoxyphenyl)-1,2-ethanedione;bis(4-methoxyphenyl)-ethanedion
• CAS NO: 1226-42-2
• Molecular Formula: C16H14O4
• Molecular Weight: 270.28
• EINECS: 214-960-5
• Product Categories: Aromatic Ethers;Functional Materials;Photopolymerization Initiators
• Mol File: 1226-42-2.mol

Chemical Properties

• Melting Point: 132-134 °C(lit.)
• Boiling Point: 373.4°C (rough estimate)
• Flash Point: 197.467 °C
• Appearance: Yellow/Fine Crystalline Powder
• Density: 1.2117 (rough estimate)
• Refractive Index: 1.5447 (estimate)
• Storage Temp.: Store below +30°C.
• Water Solubility: Insoluble in water.
• BRN: 531345
• CAS DataBase Reference: 4,4'-DIMETHOXYBENZIL(CAS DataBase Reference)
• NIST Chemistry Reference: 4,4'-DIMETHOXYBENZIL(1226-42-2)
• EPA Substance Registry System: 4,4'-DIMETHOXYBENZIL(1226-42-2)

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: 1226-42-2(Hazardous Substances Data)

Usage

Uses

Used in Chemical Synthesis:
4,4'-DIMETHOXYBENZIL is used as a key intermediate in the preparation of substituted bis(dithiolene)nickel complexes. These complexes have potential applications in various fields, including catalysis and materials science, due to their unique electronic and structural properties.
Additionally, 4,4'-DIMETHOXYBENZIL is used as a reactant in the synthesis of 3-[4,5-bis-(4-methoxy-phenyl)-1H-imidazol-2-yl]-pyridine by reacting with pyridine-3-carbaldehyde. 4,4'-DIMETHOXYBENZIL has potential applications in the development of new pharmaceuticals, dyes, and other specialty chemicals.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 4,4'-DIMETHOXYBENZIL can be utilized as a building block for the development of new drugs, particularly those targeting specific biological pathways or receptors. Its unique chemical structure allows for the creation of novel molecules with potential therapeutic applications.
Used in Dye Manufacturing:
4,4'-DIMETHOXYBENZIL, due to its yellow crystalline nature, can be employed in the manufacturing of dyes and pigments for various applications, such as textiles, plastics, and printing inks. Its chemical properties make it a suitable candidate for the development of new, vibrant, and stable colorants.
Used in Research and Development:
In the field of research and development, 4,4'-DIMETHOXYBENZIL serves as a valuable compound for exploring new chemical reactions, mechanisms, and synthetic routes. Its unique properties can lead to the discovery of novel materials and compounds with potential applications in various industries.

Synthesis Reference(s)

The Journal of Organic Chemistry, 37, p. 135, 1972 DOI: 10.1021/jo00966a037Tetrahedron, 49, p. 2249, 1993 DOI: 10.1016/S0040-4020(01)80368-9Tetrahedron Letters, 16, p. 4513, 1975

Upstream product

• 123-11-5 4-methoxy-benzaldehyde 
• 79-01-6 Trichloroethylene 
• 638-38-0 manganese triacetate 
• 119-52-8 4,4'-dimethoxybenzoin 
• 64-19-7 acetic acid 
• 79-34-5 1,1,2,2-tetrachloroethane 
• 79-37-8 oxalyl dichloride 
• 100-66-3 methoxybenzene 
• 20033-74-3 bis(phenylimidoyl)chloride 
• 120-44-5 1,4-di(4-methoxyphenyl)ethanone 
• 201230-82-2 carbon monoxide 
• 696-62-8 para-iodoanisole 
• 2132-62-9 4,4'-dimethoxydiphenylacetylene 
• 121-98-2 methyl 4-methoxybenzoate 

Downstream Products

• 102751-48-4 6,7-bis-(4-methoxy-phenyl)-N²,N⁴-dimethyl-pteridine-2,4-diyldiamine 
• 1728-96-7 2,4,5-tris(4-methoxyphenyl)-1H-imidazole 
• 22397-48-4 4,5-bis(4-methoxyphenyl)-1H-imidazole 
• 54866-65-8 5,6-bis-(4-methoxy-phenyl)-2H-[1,2,4]triazine-3-thione 
• 67295-37-8 3,4-bis-p-methoxyphenylbutanoic acid 
• 858213-44-2 1,2-bis-(4-methoxy-phenyl)-1,2-di-[2]thienyl-ethane-1,2-diol 
• 121-98-2 methyl 4-methoxybenzoate 
• 123-11-5 4-methoxy-benzaldehyde 
• 28231-25-6 meso-hexestrol dimethyl ether 
• 49764-93-4 2,3,4,5-tetrakis(4-methoxyphenyl)-2,4-cyclopentadien-1-one 
• 102590-97-6 2,3-bis-(4-methoxy-phenyl)-6-methylsulfanyl-quinoxaline 
• 24530-01-6 3,4-Bis(4-methoxyphenyl)-3,4-hexandiol 
• 858784-17-5 1,2-bis-(4-methoxy-phenyl)-butane-1,2-diol 
• 33288-76-5 5,6-bis-(4-methoxyphenyl)-2,3-dihydro-pyrazine 

Relevant articles and documents

Oxidation of benzoins to benzils with chromium trioxide under viscous conditions

An efficient and selective oxidation of benzoins into corresponding benzils using chromium trioxide under viscous conditions at room temperature is described. The present oxidations are completed within 2 h with the yield of 86-96%. It can overcome the problems of the common solvent-free reactions, in which it is difficult for the solid molecular collision to react.

Oxidation of benzoins with ferric (III) nitrate supported on aluminum silicate

The preparation of benzils by oxidation of corresponding benzoins using ferric (III) nitrate nonahydrate supported on aluminum silicate reagent under heterogeneous conditions and reflux in yields between 82-95% is described. The main advantage of this oxidation is that the reaction time is much shorter as compared to the other reported ferric (III) nitrate nonahydrate based reagents, and it is an extension of application for the ferric (III) nitrate nonahydrate supported on aluminum silicate reagent as well.

Palladium on Carbon-Catalyzed synthesis of benzil derivatives from 1,2-Diarylalkynes with DMSO and molecular oxygen as dual oxidants

A palladium on carbon (Pd/C)-catalyzed synthetic method for the preparation of benzil derivatives from 1,2-diarylalkynes has been established using dimethyl sulfoxide (DMSO) and molecular oxygen as dual oxidants. Regardless of the electrical nature of the functional groups on the aromatic rings, 1,2-diarylalkynes were oxidized to the corresponding benzil derivatives in high to excellent yields. Furthermore, the oxidation could efficiently be catalyzed by both the dry and wet types of Pd/C under atmospheric conditions.

Selective oxidation of benzoins with chromic acid supported on aluminum silicate under viscous conditions

Efficient oxidation of benzoins to corresponding benzils using chromic acid supported on aluminum silicate reagent under viscous conditions at room temperature is described, and all the reactions are completed within 3 hours in yields between 82-92%. The present procedure can overcome the problems existed in the common solvent-free reactions of the difficulty for the solid molecular collision to react. In addition, owing to the reaction using a very minimum amount of solvents, combustion, toxicity, and environmental pollution of the solvents are quite reduced. Taylor & Francis Group, LLC.

Indium-mediated reductive coupling of acyl cyanides: A convenient synthesis of 1,2-diketones

The indium-mediated reductive coupling of acyl cyanides afforded the corresponding 1,2-diketones in moderate to good yields under neutral and mild conditions. (C) 2000 Elsevier Science Ltd.

Solid State Oxidation of Benzoins on Alumina-Supported Copper(II) Sulfate under Microwave Irradiation

Benzoins are rapidly oxidised to benzils in high yields by the solid reagent system copper(II) sulfate-alumina, under the influence of microwaves.

Oxidation of benzyl alcohols and acyloins with (NO3)3CeBrO3

Trinitratocerium(IV) bromate (TNCB) was prepared by the reaction of cerium(IV) ammonium nitrate (CAN) with sodium bromate. The oxidizing ability of this compound was observed in the oxidation of benzyl alcohols and acyloins to the corresponding carbonyl compounds.

Ammonium chlorochromate adsorbed on alumina: A new reagent for the oxidation of alcohols and benzoins to the corresponding carbonyl compounds

A new reagent, ammonium chlorochromate adsorbed on alumina, suitable for the oxidation of alcohols and benzoins to the corresponding carbonyl compounds is described.

Copper-catalyzed TEMPO oxidative cleavage of 1,3-diketones and β-keto esters for the synthesis of 1,2-diketones and α-keto esters

A copper-catalyzed efficient and practical method has been developed for the synthesis of 1,2-diketones and α-keto esters. TEMPO was used as a radical initiator and scavenger, oxidizing the cleavage of α-methylene of 1,3-diketones and β-keto esters to form 1,2-diketones and α-keto esters. This method provided a general way for the formation of 1,2-dicarbonyl compounds.

Sm or Zn-induced coupling reactions. A facile route to 1,2-diketones

Coupling of keto cyanides 1 into 1,2-diketones 2 has been performed by the action of SmI2 or ZnI2 in tetrahydrofuran at ambient temperature in high yields.