53039-52-4

Basic information

• Product Name: 1-methyl-2-(4-methoxybenzyl) benzene
• Synonyms: 1-methyl-2-(4-methoxybenzyl) benzene
• CAS NO: 53039-52-4
• Molecular Weight: 212.291
• Mol File: 53039-52-4.mol
• Article Data: 24

Chemical Properties

• CAS DataBase Reference: 1-methyl-2-(4-methoxybenzyl) benzene(CAS DataBase Reference)
• NIST Chemistry Reference: 1-methyl-2-(4-methoxybenzyl) benzene(53039-52-4)
• EPA Substance Registry System: 1-methyl-2-(4-methoxybenzyl) benzene(53039-52-4)

Safety Data

• Hazardous Substances Data: 53039-52-4(Hazardous Substances Data)

Upstream product

• 623-12-1 4-chloromethoxybenzene 
• 552-45-4 1-chloromethyl-2-methylbenzene 
• 123-11-5 4-methoxy-benzaldehyde 
• 108-88-3 toluene 
• 95-49-8 2-methylchlorobenzene 
• 161200-66-4 (4-MeOC₆H₄CH₂)Ti(O-i-Pr)3 
• 95-52-3 2-Fluorotoluene 
• 89-92-9 2-methylbenzyl bromide 
• 105-13-5 4-Methoxybenzyl alcohol 
• 615-37-2 ortho-methylphenyl iodide 
• 95-46-5 2-methylphenyl bromide 
• 625-95-6 3-Iodotoluene 
• 122-84-9 4-methoxybenzyl methyl ketone 
• 5720-07-0 4-methoxyphenylboronic acid 

Relevant articles and documents

Palladium-catalyzed cross-coupling of benzyltitanium(IV) reagents with aryl fluorides

The first palladium-catalyzed cross-coupling between benzyltitanium(IV) reagents with aryl fluorides is reported. A variety of diarylmethanes can be prepared in good to excellent yields by the catalyst system of PdCl2(dppf)2 associated with 1-[2-(di-tert-butylphosphanyl)phenyl]-4-methoxypiperidine. This reaction offered a highly efficient approach to diarylmethanes that are commonly found in life-changing drug molecules. Graphical abstract: [Figure not available: see fulltext.]

Dynamic Kinetic Cross-Electrophile Arylation of Benzyl Alcohols by Nickel Catalysis

Catalytic transformation of alcohols via metal-catalyzed cross-coupling reactions is very important, but it typically relies on a multistep procedure. We here report a dynamic kinetic cross-coupling approach for the direct functionalization of alcohols. The feasibility of this strategy is demonstrated by a nickel-catalyzed cross-electrophile arylation reaction of benzyl alcohols with (hetero)aryl electrophiles. The reaction proceeds with a broad substrate scope of both coupling partners. The electron-rich, electron-poor, and ortho-/meta-/para-substituted (hetero)aryl electrophiles (e.g., Ar-OTf, Ar-I, Ar-Br, and inert Ar-Cl) all coupled well. Most of the functionalities, including aldehyde, ketone, amide, ester, nitrile, sulfone, furan, thiophene, benzothiophene, pyridine, quinolone, Ar-SiMe3, Ar-Bpin, and Ar-SnBu3, were tolerated. The dynamic nature of this method enables the direct arylation of benzylic alcohol in the presence of various nucleophilic groups, including nonactivated primary/secondary/tertiary alcohols, phenols, and free indoles. It thus offers a robust alternative to existing methods for the precise construction of diarylmethanes. The synthetic utility of the method was demonstrated by a concise synthesis of biologically active molecules and by its application to peptide modification and conjugation. Preliminary mechanistic studies revealed that the reaction of in situ formed benzyl oxalates with nickel, possibly via a radical process, is an initial step in the reaction with aryl electrophiles.

Cross coupling of benzylammonium salts with boronic acids using a well-defined N-heterocyclic carbene-palladium(ii) precatalyst

N-heterocyclic carbene-palladium(ii)-catalyzed cross-coupling of benzylammonium salts with arylboronic acids for the synthesis of diarylmethane derivatives via C-N bond activation has been developed. Notably, in the presence of the easily prepared and bench-stable Pd-PEPPSI precatalyst, the Csp3-N bond activation of the benzylammonium salt even proceeded smoothly in isopropanol at room temperature.