6630-18-8

Basic information

• Product Name: 4-BENZYLOXYANISOLE
• Synonyms: Ether, benzyl p-methoxyphenyl;4-BENZYLOXYANISOLE;(4-Methoxyphenyl)benzyl ether;1-Methoxy-4-benzyloxybenzene;4-Methoxy-1-(benzyloxy)benzene;4-Methoxyphenylbenzyl ether;Benzyl p-methoxyphenyl ether;Benzyl(4-methoxyphenyl) ether
• CAS NO: 6630-18-8
• Molecular Formula: C₁₄H₁₄O₂
• Molecular Weight: 214.26
• Mol File: 6630-18-8.mol
• Article Data: 50

Chemical Properties

• Melting Point: 71 °C
• Boiling Point: 334.3 °C at 760 mmHg
• Flash Point: 134.9 °C
• Appearance: /
• Density: 1.081 g/cm³
• Vapor Pressure: 0.000251mmHg at 25°C
• Refractive Index: 1.56
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: 4-BENZYLOXYANISOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-BENZYLOXYANISOLE(6630-18-8)
• EPA Substance Registry System: 4-BENZYLOXYANISOLE(6630-18-8)

Safety Data

• Hazardous Substances Data: 6630-18-8(Hazardous Substances Data)

Usage

General Description

4-Benzyloxyanisole is a chemical compound, also known as MOB Ether or Methyl Ether MOB, frequently used in organic synthesis. Primarily, it is utilized as a pharmaceutical intermediate in the creation of various medications. Its unique structure, featuring an aromatic ether group, contributes to its reactivity and functionality. 4-Benzyloxyanisole is typically a light-yellow to brown liquid at room temperature with a low melting point and it possesses a faint, sweet odor. Like many synthetic chemicals, it is important to handle it with care, as it may pose risks such as skin and eye irritation, as well as being harmful if swallowed or inhaled.

InChI:InChI=1/C14H14O2/c1-15-13-7-9-14(10-8-13)16-11-12-5-3-2-4-6-12/h2-10H,11H2,1H3

Upstream product

• 100-17-4 para-methoxynitrobenzene 
• 100-51-6 benzyl alcohol 
• 260783-80-0 N,N,N--trimethyl--1--phenylmethanaminium trifluoromethanesulfonate 
• 150-76-5 4-methoxy-phenol 
• 5720-07-0 4-methoxyphenylboronic acid 
• 100-39-0 benzyl bromide 
• 104-92-7 1-bromo-4-methoxy-benzene 
• 7700-27-8 4-chlorophenyl benzyl ether 
• 87100-28-5 pinacol benzylboronate 
• 42790-42-1 4-aza-1-benzylazoniabicyclo<2.2.2>octane chloride 
• 1122-93-6 potassium p-methoxyphenolate 
• 103-16-2 4-Benzyloxyphenol 
• 4637-24-5 N,N-dimethyl-formamide dimethyl acetal 
• 696-62-8 para-iodoanisole 

Downstream Products

• 135505-53-2 N-(4-Methoxyphenyl)-N-phenyl-1-naphthalenemethanamine 
• 935-50-2 4,4-dimethoxycyclohexa-2,5-dienone 
• 73010-55-6 4-(benzyloxy)-4-methoxy-2,5-cyclohexadien-1-one 
• 150-76-5 4-methoxy-phenol 
• 103-16-2 4-Benzyloxyphenol 
• 95-71-6 2-methylbenzene-1,4-diol 
• 38940-06-6 2-benzyl-4-methoxyphenol 
• 123-31-9 hydroquinone 
• 1523-19-9 4-methoxyphenyl benzoate 
• 65-85-0 benzoic acid 
• 130570-56-8 4-benzyloxy-1-methoxy-2-nitro-benzene 
• 82780-78-7 1-benzyloxy-4-methoxy-2-nitro-benzene 
• 68033-01-2 C₂₁H₂₀O₂ 
• 82166-21-0 methyl cyclohexane 

Relevant articles and documents

Oxalohydrazide Ligands for Copper-Catalyzed C?O Coupling Reactions with High Turnover Numbers

Here, we report a class of ligands based on oxalohydrazide cores and N-amino pyrrole and N-amino indole units that generates long-lived copper catalysts for couplings that form the C?O bonds in biaryl ethers. These Cu-catalyzed coupling of phenols with aryl bromides occurred with turnovers up to 8000, a value which is nearly two orders of magnitude higher than those of prior couplings to form biaryl ethers and nearly an order of magnitude higher than those of any prior copper-catalyzed coupling of aryl bromides and chlorides. This ligand also led to copper systems that catalyze the coupling of aryl chlorides with phenols and the coupling of aryl bromides and iodides with primary benzylic and aliphatic alcohols. A wide variety of functional groups including nitriles, halides, ethers, ketones, amines, esters, amides, vinylarenes, alcohols and boronic acid esters were tolerated, and reactions occurred with aryl bromides in pharmaceutically related structures.

Transition-Metal-Free and Base-Promoted Carbon-Heteroatom Bond Formation via C-N Cleavage of Benzyl Ammonium Salts

A facile and general method for constructing carbon-heteroatom (C-P, C-O, C-S, and C-N) bonds via C-N cleavage of benzyl ammonium salts under transition-metal-free conditions was reported. The combination of t-BuOK and 18-crown-6 enabled a wide range of substituted benzyl ammonium salts to couple readily with different kinds of heteroatom nucleophiles, i.e. hydrogen phosphoryl compounds, alcohols, thiols, and amines. Good functional group tolerance was demonstrated. The scale-up reaction and one-pot synthesis were also successfully performed.

Oxalic Diamides and tert-Butoxide: Two Types of Ligands Enabling Practical Access to Alkyl Aryl Ethers via Cu-Catalyzed Coupling Reaction

A robust and practical protocol for preparing alkyl aryl ethers has been developed, which relies on using two types of ligands to promote Cu-catalyzed alkoxylation of (hetero)aryl halides. The reaction scope is very general for a variety of coupling partners, particularly for challenging secondary alcohols and (hetero)aryl chlorides. In case of coupling with aryl chlorides and bromides, two oxalic diamides serve as the powerful ligands. The tert-butoxide is first demonstrated as a ligand for Cu-catalyzed coupling reaction, leading to alkoxylation of aryl iodides complete at room temperature. Additionally, a number of carbohydrate derivatives are applicable for this coupling reaction, affording the corresponding carbohydrate-aryl ethers in 29-98% yields.