2052-13-3

Basic information

• Product Name: butyl o-cresyl ether
• Synonyms: butyl o-cresyl ether;butyl o-tolyl ether;1-Butoxy-2-methylbenzene;2-Butoxytoluene;2-Methylphenylbutyl ether;Butyl(2-methylphenyl) ether;n-Butyl-o-cresyl ether;BUTYL ORTHO-TOLYL ETHER
• CAS NO: 2052-13-3
• Molecular Formula: C₁₁H₁₆O
• Molecular Weight: 164.24
• Mol File: 2052-13-3.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 225.5 °C at 760 mmHg
• Flash Point: 91.6 °C
• Appearance: /
• Density: 0.916 g/cm³
• CAS DataBase Reference: butyl o-cresyl ether(CAS DataBase Reference)
• NIST Chemistry Reference: butyl o-cresyl ether(2052-13-3)
• EPA Substance Registry System: butyl o-cresyl ether(2052-13-3)

Safety Data

• Hazardous Substances Data: 2052-13-3(Hazardous Substances Data)

Usage

General Description

Butyl o-cresyl ether is a chemical compound primarily used as a solvent in various industrial and commercial applications. It is a clear, colorless liquid with a faint, pleasant odor, and it is generally considered to be relatively low in toxicity. The chemical is widely used in the production of paints, varnishes, and coatings, as well as in the manufacturing of adhesives, sealants, and cleaning products. It is also utilized as a component in some specialty printing inks and as a fragrance ingredient in certain personal care and cosmetic products. However, like many solvents, butyl o-cresyl ether should be handled and used with caution, as it may pose some health and environmental risks if not properly managed.

Upstream product

• 95-49-8 2-methylchlorobenzene 
• 71-36-3 butan-1-ol 
• 109-65-9 1-bromo-butane 
• 95-48-7 ortho-cresol 
• 615-37-2 ortho-methylphenyl iodide 
• 95-46-5 2-methylphenyl bromide 
• 30090-59-6 C₇H₇CaI 
• 23079-57-4 2-(3-chloro-2-butenoxy)toluene 
• 542-69-8 1-iodo-butane 
• 141-52-6 sodium ethanolate 
• 66-71-7 1,10-Phenanthroline 
• 109-99-9 tetrahydrofuran 

Downstream Products

• 1178080-07-3 C₁₂H₁₅NO 
• 14794-63-9 1-(4-butoxy-3-methyl-phenyl)-ethanone 
• 69129-45-9 4-Butoxy-3-methyl-benzenesulfonyl chloride 
• 874487-15-7 4-(4-butoxy-3-methyl-phenyl)-4-oxo-butyric acid 

Relevant articles and documents

MCM-41-immobilized 1,10-phenanthroline-copper(i) complex: A highly efficient and recyclable catalyst for the coupling of aryl iodides with aliphatic alcohols

A heterogeneous C-O coupling reaction between aryl iodides and aliphatic alcohols was achieved in neat alcohol or toluene at 110 °C in the presence of 10 mol% of the MCM-41-immobilized 1,10-phenanthroline-copper(i) complex [MCM-41-1,10-phen-CuI] with Cs2CO3 as a base, yielding a variety of aryl alkyl ethers in good to excellent yields. The new heterogeneous copper catalyst can easily be prepared by a simple procedure from commercially available and inexpensive reagents, and recovered by filtration of the reaction solution and recycled at least 8 times without significant loss of activity.

A general and efficient catalyst for palladium-catalyzed C-O coupling reactions of aryl halides with primary alcohols

An efficient procedure for palladium-catalyzed coupling reactions of (hetero)aryl bromides and chlorides with primary aliphatic alcohols has been developed. Key to the success is the synthesis and exploitation of the novel bulky di-1-adamantyl-substituted bipyrazolylphosphine ligand L6. Reaction of aryl halides including activated, nonactivated, and (hetero)aryl bromides as well as aryl chlorides with primary alcohols gave the corresponding alkyl aryl ethers in high yield. Noteworthy, functionalizations of primary alcohols in the presence of secondary and tertiary alcohols proceed with excellent regioselectivity.

Zinc-catalyzed Williamson ether synthesis in the absence of base

A zinc-catalyzed Williamson ether synthesis is described with microwave heating in the presence of DMF or stirring in an oil-bath using THF as solvent and in the absence of base. Zinc powder was found to be a highly efficient catalyst for the synthesis of aromatic ethers using microwave heating in the presence of N,N-dimethylformamide as well as under stirring in an oil-bath using tetrahydrofuran as solvent without any inorganic base. This method can be used for selective mono-, di- or tri-O-alkylations.