5819-93-2

Basic information

• Product Name: 2,2'-Methylenebisanisole
• Synonyms: 2,2'-Methylenebisanisole;Bis(o-methoxyphenyl)methane
• CAS NO: 5819-93-2
• Molecular Formula: C₁₅H₁₆O₂
• Molecular Weight: 228.29
• Mol File: 5819-93-2.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2,2'-Methylenebisanisole(CAS DataBase Reference)
• NIST Chemistry Reference: 2,2'-Methylenebisanisole(5819-93-2)
• EPA Substance Registry System: 2,2'-Methylenebisanisole(5819-93-2)

Safety Data

• Hazardous Substances Data: 5819-93-2(Hazardous Substances Data)

Usage

Uses

Used in the Production of Polyurethane Resins:
2,2'-Methylenebisanisole is used as a curing agent and cross-linking agent for enhancing the properties of polyurethane resins. Its high reactivity and excellent thermal stability contribute to the creation of durable and chemical-resistant materials.
Used in the Coatings Industry:
In the coatings industry, 2,2'-Methylenebisanisole is used as a component in formulating coatings that require high durability and resistance to various environmental factors. Its chemical properties ensure that the coatings provide long-lasting protection and maintain their integrity over time.
Used in the Adhesives Industry:
2,2'-Methylenebisanisole is utilized as a key ingredient in the development of adhesives that offer strong bonding capabilities and resistance to a range of chemicals. Its inclusion in adhesive formulations results in products that are reliable and durable for various applications.
Used in the Sealants Industry:
For the production of sealants, 2,2'-Methylenebisanisole is employed to improve the sealants' resistance to chemicals and environmental stressors. This ensures that the sealants maintain their sealing properties and provide effective protection against leaks and moisture intrusion.

Upstream product

• 2467-02-9 Bis(2-hydroxyphenyl)methane 
• 74-88-4 methyl iodide 
• 7647-01-0 hydrogenchloride 
• 856855-87-3 N-(2-methoxybenzyl)-(2-pyridyl)amine 
• 612-16-8 (2-methoxyphenyl)methanol 
• 35480-25-2 o-methoxybenzyl acetate 
• 100-66-3 methoxybenzene 
• 578-57-4 2-bromoanisole 
• 77464-21-2 2-methoxy-α-(2-methoxyphenyl)benzenemethanol 
• 90-11-9 1-Bromonaphthalene 
• 62784-66-1 bis(1-naphthyl)methanol 
• 78782-17-9 4,4,5,5-tetramethyl-2-[(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)methyl]-1,3,2-dioxaborolane 
• 75-09-2 dichloromethane 
• 16750-63-3 2-methoxyphenylmagnesium bromide 

Downstream Products

• 5819-92-1 Bis<2-Methoxy-5-(β-dimethylamino-ethyl)-phenyl>methan 
• 5839-69-0 Bis(2-methoxy-5-carboxyphenyl)methane 
• 7454-19-5 N,N-Dimethylamide of Bis(2-methoxy-5-carboxymethylphenyl)methane 
• 5819-51-2 Bis(2-methoxy-5-dimethylcarbamoylphenyl)methane 
• 5819-96-5 N-Methylamide of Bis(2-methoxy-5-carboxymethylphenyl)methane 
• 5819-95-4 Bis(2-methoxy-5-carboxymethylphenyl)methane 
• 5819-98-7 Bis-(5-bromacetyl-2-methoxyphenyl)-methan 
• 13102-33-5 2,2'-dimethoxybenzophenone 

Relevant articles and documents

Porphyrin-Based Air-Stable Helical Radicals

Stable helical radicals are promising multi-functional molecules in light of intriguing magnetic and chiroptical properties. Attempts were made to extend diphenylmethyl-fused NiII porphyrin radical to helical system as the first air-stable orga

Proton-exchanged montmorillonite-mediated reactions of methoxybenzyl esters and ethers

Proton-exchanged montmorillonite (H-mont) was found to be an eco-friendly and cost-effective catalyst for the generation of O-methylated quinone methides (QM) from the corresponding p or o-methoxybenzyl esters and ethers. Nucleophilic trapping of the O-methylated QM with arenes, alcohols, 1,3-dicarbonyl compounds, silyl enol ethers, and allylsilanes has been carried out, respectively, leading to eco-friendly benzylation reactions. Using this protocol, H-mont-mediated deprotection of PMB-protected esters and ethers have been realized for the first time. This work would pave the way for further exploration in O-alkylated QM that are of chemical and biological significance.

One-pot synthesis of symmetrical and unsymmetrical diarylmethanes via diborylmethane

A one-pot synthesis of diarylmethanes from air-stable diborylmethane via the Suzuki-Miyaura cross-coupling reaction is described. The present approach realizes the synthesis of various symmetrical and unsymmetrical diarylmethanes in good to excellent yields.

Catalytic double C-Cl bond activation in CHlby iron(III) salts with grignard reagents

Cross-coupling of Grignard reagents with dichloromethane is achieved using iron(III) catalysts. Aryl- and benzylmagnesium bromides show a range of activity toward double C-Cl bond activation resulting in the insertion of methylene fragments between two equivalents of the nucleophilic partner. Georg Thieme Verlag Stuttgart.

The reactivity of o-hydroxybenzyl alcohol and derivatives in solution at elevated temperatures

The reactivity of o-hydroxybenzyl alcohol (o-HBA, 1), as a model compound for lignin, has been studied in various solvents between 390 and 560 K. Both in polar and apolar solvents the benzylic cation is the reactive intermediate. In alcoholic solvents, the benzylic cation reacts with the solvent to give the corresponding ethers. Relative reaction rates have been determined for different alcohols; a factor of 14 is encountered between the most (methanol) and least (tert-butyl alcohol) reactive ones. The etherification is reversible, in contrast to the electrophilic aromatic substitution with phenol and anisole, for which k(PhOH) = 1 X 105 M-1 s- 1 and k(anisole) = 1 x 104 M-1 s-1, at 424 K. In apolar hydroaromatic solvents, 7H-benz[de]anthracene, 9,10-dihydroanthracene, and 9,10- dihydrophenanthrene, the formation of o-cresol proceeds via hydride transfer from the solvent to the benzylic cation; rate constants at 555 K are 2 x 106, 5 x 104, and 5 x 103 M-1 s-1, respectively.

Structural requirements for decarbonylative α,α-diarylation reaction of 2-methoxyalkanoic acids in phosphorus pentoxide-methanesulfonic acid mixture yielding 1,1-diarylalkane homologs

2-Methoxyalkanoic acids were found to undergo consecutive decarbonylative α,α-diarylation in P2O5-MsOH instead of Friedel-Crafts type arylation on the carbonyl carbon. The influence of the substituents of the arenes and the carboxylic acids in this reaction was elucidated based on the reaction yields. The reaction behavior was found to be primarily governed by the electron-withdrawing/releasing property of the α-substituents on the carboxylic acids as well as the positive species-accepting ability of the arenes. The steric hindrance was shown to participate in determining the reaction feasibility as a secondary factor.

A new catalytic oxidation of diarylmethanes mediated by 2,2',3,3',5,5'- hexaphenyl-(1,1'-biphenyl)-4,4'-dioxyl

Diarylmethanes were catalytically oxidized with oxygen to benzophenones with a Cu(I)CI catalyst in butyronitrile as solvent in the presence of the mediating agent 2,2',3,3',5,5'-hexaphenyl-(1,1'-biphenyl)-4,4'-dioxyl 1, which was generated in situ from 2,2',3,3',5,5'-hexaphenyl-(1,1'-biphenyl)- 4-4'-diol 4.