54673-14-2

Basic information

• Product Name: Benzyl(ethoxymethyl) ether
• Synonyms: Benzyl(ethoxymethyl) ether;Ethoxymethoxymethylbenzene
• CAS NO: 54673-14-2
• Molecular Formula: C₁₀H₁₄O₂
• Molecular Weight: 166.22
• Mol File: 54673-14-2.mol
• Article Data: 4

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Benzyl(ethoxymethyl) ether(CAS DataBase Reference)
• NIST Chemistry Reference: Benzyl(ethoxymethyl) ether(54673-14-2)
• EPA Substance Registry System: Benzyl(ethoxymethyl) ether(54673-14-2)

Safety Data

• Hazardous Substances Data: 54673-14-2(Hazardous Substances Data)

Usage

Synthesis Reference(s)

The Journal of Organic Chemistry, 27, p. 281, 1962 DOI: 10.1021/jo01048a503

Upstream product

• 462-95-3 formaldehyde diethyl acetal 
• 100-51-6 benzyl alcohol 
• 3188-13-4 ethyl chloromethyl ether 

Downstream Products

• 100-51-6 benzyl alcohol 
• 617-94-7 1-methyl-1-phenylethyl alcohol 
• 14642-79-6 benzyloxy-trimethylsilane 
• 140-11-4 Benzyl acetate 
• 140-29-4 phenylacetonitrile 
• 620-05-3 iodomethylbenzene 
• 100-39-0 benzyl bromide 
• 21996-61-2 (R)-3-Hydroxymethyl-cyclohexanone 
• 113681-11-1 (S)-3-(hydroxymethyl)-1-cyclopentanone 
• 113681-08-6 (+)-3-(benzyloxymethoxymethyl)-4-butanolide 
• 162809-52-1 (3S)-(+)-A-factor 
• 51311-41-2 (4R)-4-(hydroxymethyl)-3-(6-methylheptanoyl)dihydro-furan-2(3H)-one 

Relevant articles and documents

[InCl4]: An efficient catalyst-medium for alkoxymethylation of alcohols and their interconversion to acetates and TMS-ethers

A simple, green and chemoselective method for methoxymethylation and ethoxymethylation of primary and secondary alcohols using a Lewis acidic room temperature ionic liquid, [C4mim][InCl4], as catalyst and reaction medium under ambient temperature, microwave and ultrasonic irradiations is reported. In this catalytic system, the corresponding MOM-and EOM-ethers are obtained in excellent yields and in short reaction times. Furthermore, this catalytic system was used for mild and efficient transformations of these protected alcohols to their corresponding acetates and trimethylsilyl ethers under thermal conditions and microwave and ultrasonic irradiations.

H3PW12O40 - A selective, environmentally benign, and reusable catalyst for the preparation of methoxymethyl and ethoxymethyl ethers and their deprotections under mild conditions

Different types of primary and secondary alcohols were efficiently transformed to their corresponding methoxymethyl (MOM) and ethoxymethyl (EOM) ethers in the presence of catalytic amounts of H3PW 12O40 at room temperature under solvent-free conditions. Selective protection of primary and secondary alcohols in the presence of phenols and tertiary alcohols was achieved by this method. Deprotection of these ethers to their parent alcohols was also performed using this catalyst in ethanol under reflux conditions. We have also found that primary and secondary MOM- and EOM-ethers are selectively deprotected in the presence of phenolic and tertiary ones, methyl and benzyl ethers, esters, and trimethylsilyl ethers by this catalyst. The notable advantages of this protocol are high yields, short reaction times, easy work-up, non-toxicity, easy availability and handling, eco-friendly, and reusability of the catalyst.