834-17-3

Basic information

• Product Name: m-(benzyloxy)toluene
• Synonyms: m-(benzyloxy)toluene;1-(Benzyloxy)-3-methylbenzene;1-Methyl-3-(phenylmethoxy)benzene;3-Methyl-1-benzyloxybenzene;3-Methylphenylbenzyl ether;m-Tolylbenzyl ether
• CAS NO: 834-17-3
• Molecular Formula: C₁₄H₁₄O
• Molecular Weight: 198.26036
• EINECS: 212-635-2
• Product Categories: Anisoles, Alkyloxy Compounds & Phenylacetates
• Mol File: 834-17-3.mol
• Article Data: 15

Chemical Properties

• Boiling Point: 310.5°C at 760 mmHg
• Flash Point: 121.4°C
• Appearance: /
• Density: 1.041g/cm³
• Vapor Pressure: 0.00109mmHg at 25°C
• Refractive Index: 1.567
• CAS DataBase Reference: m-(benzyloxy)toluene(CAS DataBase Reference)
• NIST Chemistry Reference: m-(benzyloxy)toluene(834-17-3)
• EPA Substance Registry System: m-(benzyloxy)toluene(834-17-3)

Safety Data

• Hazardous Substances Data: 834-17-3(Hazardous Substances Data)

Usage

InChI:InChI=1/C14H14O/c1-12-6-5-9-14(10-12)15-11-13-7-3-2-4-8-13/h2-10H,11H2,1H3

Upstream product

• 3019-89-4 sodium 3-methylphenoxide 
• 100-44-7 benzyl chloride 
• 3204-68-0 benzyldimethylphenylammonium chloride 
• 108-39-4 3-methyl-phenol 
• 100-51-6 benzyl alcohol 
• 122-46-3 3-acetoxytoluene 
• 100-39-0 benzyl bromide 
• 62790-75-4 1-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-3-methylbenzene 
• 352-70-5 m-Fluorotoluene 
• 74-88-4 methyl iodide 
• 765908-38-1 2-(3-(benzyloxy)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 1700-30-7 (3-(benzyloxy)phenyl)methanol 
• 17933-03-8 m-tolylboronic acid 
• 591-17-3 meta-bromotoluene 

Downstream Products

• 108-39-4 3-methyl-phenol 
• 591-23-1 m-methylcyclohexanol 
• 108-88-3 toluene 
• 101093-56-5 4-benzyloxy-2-methyl-benzaldehyde 
• 122-46-3 3-acetoxytoluene 
• 914296-76-7 4-(benzyloxy)-2-methylbenzonitrile 

Relevant articles and documents

Cross-Coupling Reactions of Aryl Halides with Primary and Secondary Aliphatic Alcohols Catalyzed by an O,N,N-Coordinated Nickel Complex

A synthesis of alkyl aryl ethers was achieved via the cross-coupling of aryl halides with primary and secondary aliphatic alcohols catalyzed by a bench-stable nickel complex supported by a monoanionic O,N,N-tridentate ligand. This nickel-catalyzed reaction proceeds smoothly in the absence of a phosphine ligand, affording alkyl aryl ethers in moderate to good yields. (Figure presented.).

Choline Hydroxide as a Versatile Medium for Catalyst-Free O-Functionalization of Phenols

A versatile synthetic protocol for benzyl phenyl ether preparation via O-alkylation of phenolic oxygen with readily available benzyl derivatives was demonstrated. The newly designed procedure was carried out using an eco-friendly medium, room-temperature ionic liquid (choline hydroxide), under metal- and base-catalyst-free aerobic conditions. The reaction platform was also successfully applied to phenol protection strategy.

Choline chloride based deep eutectic solvent as an efficient solvent for the benzylation of phenols

Deep eutectic solvents (such as the combination of urea and choline chloride) are found to be promising solvent and phase-transfer-media for benzylation of phenol. These methods avoided the complexity of multiple alkylations giving selectively O-alkylated aromatic products. Good to excellent yields of the corresponding benzyl phenyl ether were obtained. The non-toxic, biodegradable, inexpensive, and recyclable nature of DES make this protocol green and cost-effective.