1258760-02-9

Basic information

• Product Name: 1-(2-(benzyloxy)ethyl)-4-methoxybenzene
• Synonyms: 1-(2-(benzyloxy)ethyl)-4-methoxybenzene
• CAS NO: 1258760-02-9
• Molecular Weight: 242.318
• Mol File: 1258760-02-9.mol

Chemical Properties

• CAS DataBase Reference: 1-(2-(benzyloxy)ethyl)-4-methoxybenzene(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(2-(benzyloxy)ethyl)-4-methoxybenzene(1258760-02-9)
• EPA Substance Registry System: 1-(2-(benzyloxy)ethyl)-4-methoxybenzene(1258760-02-9)

Safety Data

• Hazardous Substances Data: 1258760-02-9(Hazardous Substances Data)

Upstream product

• 702-23-8 2-(4-Methoxyphenyl)ethanol 
• 100-39-0 benzyl bromide 
• 623-12-1 4-chloromethoxybenzene 
• 1408168-73-9 potassium [2-(benzyloxy)ethyl]-trifluoroboranuide 
• 104-92-7 1-bromo-4-methoxy-benzene 
• 1462-37-9 bromoethyl-2-benzyl ether 
• 137297-51-9 2-(2-(benzyloxy)ethyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 935-04-6 benzyl vinyl ether 
• 696-62-8 para-iodoanisole 
• 27691-43-6 1-(benzylsulphanyl)-4-Nitrobenzene 

Downstream Products

• 702-23-8 2-(4-Methoxyphenyl)ethanol 
• 1339956-51-2 (4-methoxyphenethoxy)dimethyl(phenyl)silane 

Relevant articles and documents

Discriminating non-ylidic carbon-sulfur bond cleavages of sulfonium ylides for alkylation and arylation reactions

A sulfonium ylide participated alkylation and arylation under transition-metal free conditions is described. The disparate reaction pattern allowed the separate activation of non-ylidic S-alkyl and S-aryl bond. Under acidic conditions, sulfonium ylides serve as alkyl cation precursors which facilitate the alkylations. While under alkaline conditions, cleavage of non-ylidic S-aryl bond produces O-arylated compounds efficiently. The robustness of the protocols were established by the excellent compatibility of wide variety of substrates including carbohydrates.

Nickel-catalyzed anti-Markovnikov hydroarylation of alkenes

We have developed a nickel-catalyzed hydroarylation of alkenes using aryl halides as coupling partners. Excellent anti-Markovnikov selectivity is achieved with aryl-substituted alkenes and enol ethers. We also show that hydroarylation occurs with alkyl substituted alkenes to yield linear products. Preliminary examination of the reaction mechanism suggests irreversible hydrometallation as the selectivity determining step of the hydroarylation.

Suzuki-Miyaura cross-coupling of potassium alkoxyethyltrifluoroborates: Access to aryl/heteroarylethyloxy motifs

The introduction of an alkoxyethyl moiety onto aromatic substructures has remained a long-standing challenge for synthetic organic chemists. The main reasons are the inherent instability of alkoxyethylmetallic species and the lack of general procedures to access them. A new method utilizing a cross-coupling strategy based on the exceptional properties of organotrifluoroborates has been developed, and the method allows an easy and efficient installation of this unit on a broad range of aryl and heteroaryl bromides.

Cleavage of benzyl ethers by triphenylphosphine hydrobromide

Triphenylphosphine hydrobromide was found to cleave the benzyl ethers derived from 1°, 2° alkyl, and aryl alcohols to the corresponding alcohols and benzyltriphenylphosphonium bromide in good yields. Alkene and allyl phosphonium salts were produced from the benzyl ethers with 3° alkyl and allyl groups, respectively. These results indicate that the formation of the product is determined by the relative stability of the carbocationic intermediate. The anhydrous, stoichiometric amount of PPh3·HBr offers a new and effective method for the deprotection of benzyl ethers.