Production Method 1

142-45-0

150-76-5

150-78-7

37976-30-0

80-18-2

142207-57-6

Reaction Conditions

1.1 Reagents: Sulfuric acid Solvents: Benzene

Reference

Preparation and photolysis of diaryl esters of acetylenedicarboxylic acid

Alvaro, Mercedes; et al, Tetrahedron, 1992, 48(16), 3437-44

Production Method 2

37976-30-0

150-78-7

37976-30-0

80-18-2

142207-57-6

Reaction Conditions

1.1 Solvents: Benzene
2.1 Reagents: Sulfuric acid Solvents: Benzene

Reference

Preparation and photolysis of diaryl esters of acetylenedicarboxylic acid

Alvaro, Mercedes; et al, Tetrahedron, 1992, 48(16), 3437-44

1,4-Dimethoxybenzene Raw materials

• Acetylenedicarboxylic acid
• Mequinol
• 2-Butynedioic acid, 1,4-bis(4-methoxyphenyl) ester

1,4-Dimethoxybenzene Preparation Products

• 2-Butynedioic acid, 1,4-bis(4-methoxyphenyl) ester (37976-30-0)
• Methyl benzenesulfonate (80-18-2)
• 1,4-Dimethoxybenzene (150-78-7)
• 2H-1-Benzopyran-4-carboxylic acid, 6-methoxy-2-oxo-, methyl ester (142207-57-6)

• 1. Total synthesis of monosporascone and dihydromonosporascone
  Kathryn A. Punch,Matthew J. Piggott Org. Biomol. Chem. 2014 12 2801
• 2. Electroactive imidazolium salts based on 1,4-dimethoxybenzene redox groups: synthesis and electrochemical characterisation
  John C. Forgie,Dominic Rochefort RSC Adv. 2013 3 12035
• 3. A subtractive approach to molecular engineering of dimethoxybenzene-based redox materials for non-aqueous flow batteries
  Jinhua Huang,Liang Su,Jeffrey A. Kowalski,John L. Barton,Magali Ferrandon,Anthony K. Burrell,Fikile R. Brushett,Lu Zhang J. Mater. Chem. A 2015 3 14971
• 4. Influence of cyclodextrins on the fluorescence of some short and long chain linked flexible bisbenzenes in aqueous solution
  Pietro Bortolus,Sandra Monti,Miroslawa Smoluch,Henri Bouas-Laurent,Jean-Pierre Desvergne J. Chem. Soc. Perkin Trans. 2 2000 1165
• 5. Oxidative dealkylation of hydroquinone ethers with nitrogen dioxide in the convenient preparation of quinones
  Rajendra Rathore,Eric Bosch,Jay K. Kochi J. Chem. Soc. Perkin Trans. 2 1994 1157

• Solvents and Organic Chemicals Organic Compounds Benzenoids Benzene and substituted derivatives Dimethoxybenzenes
• Solvents and Organic Chemicals Organic Compounds Benzenoids Benzene and substituted derivatives Methoxybenzenes Dimethoxybenzenes
• Solvents and Organic Chemicals Organic Compounds Alcohol/Ether

Chemical Profile of 1,4-Dimethoxybenzene (CAS No. 150-78-7)

1,4-Dimethoxybenzene, also known as p-anisole, is an organic compound belonging to the class of methoxybenzenes. With the chemical formula C?H?O?, it is characterized by a benzene ring substituted with two methoxy groups at the 1 and 4 positions. This aromatic compound is widely recognized for its unique structural and electronic properties, making it a valuable intermediate in various chemical syntheses and industrial applications. The compound’s stability, solubility, and reactivity contribute to its significance in both academic research and commercial manufacturing processes.

The CAS No. 150-78-7 provides a unique identifier for 1,4-Dimethoxybenzene, ensuring standardized classification and communication within the scientific community. This number is essential for databases, regulatory compliance, and literature referencing, facilitating accurate tracking of its properties, uses, and safety considerations. The compound’s molecular structure, featuring a highly delocalized π-electron system, allows it to participate in diverse chemical reactions such as electrophilic aromatic substitution, nucleophilic addition-elimination, and metal-catalyzed coupling reactions. These characteristics make 1,4-Dimethoxybenzene a versatile building block in organic synthesis.

In recent years, 1,4-Dimethoxybenzene has garnered attention in the field of pharmaceutical research due to its potential applications as a precursor or intermediate in drug development. Its methoxy-substituted benzene ring can be further functionalized to produce more complex molecules with pharmacological activity. For instance, derivatives of 1,4-Dimethoxybenzene have been explored in the synthesis of antifungal agents, anticancer drugs, and antimicrobial compounds. The ability to modify its structure allows researchers to fine-tune its biological activity, making it a promising candidate for medicinal chemistry investigations.

Moreover, the compound’s role in material science has been increasingly studied. 1,4-Dimethoxybenzene serves as a key intermediate in the production of dyes, pigments, and liquid crystals. Its electron-donating methoxy groups enhance its solubility in polar solvents while maintaining stability under various conditions. This balance makes it suitable for applications requiring both flexibility and durability. Recent advancements have also highlighted its use in organic electronics, where its conjugated system contributes to efficient charge transport properties in semiconducting materials.

The industrial production of 1,4-Dimethoxybenzene typically involves methylation of anisole or other aromatic precursors under controlled conditions. Advances in catalytic processes have improved yield and purity while reducing environmental impact. These innovations align with global efforts to sustainable manufacturing practices. The compound’s handling requires adherence to standard chemical safety protocols due to potential irritant properties upon contact with skin or inhalation of vapors. Proper ventilation and personal protective equipment are recommended during storage and processing.

Academic research continues to uncover new applications for 1,4-Dimethoxybenzene beyond traditional uses. For example, studies have demonstrated its utility as a ligand in coordination chemistry, where it forms stable complexes with transition metals for catalytic applications. These complexes exhibit enhanced reactivity in cross-coupling reactions, which are pivotal in modern synthetic organic chemistry. Such findings underscore the compound’s broad utility across multiple scientific disciplines.

The regulatory landscape for 1,4-Dimethoxybenzene is shaped by international standards governing chemical substances used in commerce and research. Agencies such as the European Chemicals Agency (ECHA) provide guidelines on safe handling and environmental impact assessments. Compliance with these regulations ensures that applications involving 1,4-Dimethoxybenzene are conducted responsibly while minimizing risks to human health and ecosystems.

In conclusion,1,4-Dimethoxybenzene (CAS No. 150-78-7) remains a cornerstone compound in organic chemistry due to its structural versatility and functional adaptability. Its contributions span pharmaceuticals,materials science,and industrial chemistry,making it indispensable for both research laboratories and manufacturing facilities.Scientific innovation continues to expand its potential applications,underscoring the enduring relevance of this methoxy-substituted benzene derivative.

• 150-76-5(Mequinol)
• 17374-79-7(Methyl, phenoxy-)
• 152571-52-3(Anisole-13C6)
• 2567-25-1(Anisole-2,4,6-d3)
• 126840-02-6(4-Methoxyphenol-2,3,5,6-d4,OD)
• 100-66-3(Anisole)
• 20938-43-6(Benzene-d, 4-methoxy-)
• 54887-54-6(Anisole-d8)
• 159839-23-3(4-Hydroxyanisole-d4)
• 74079-00-8(1,4-Dimethoxybenzene-d10)