622-22-0

Basic information

• Product Name: ETHYLENE GLYCOL DIBENZYL ETHER
• Synonyms: ([2-(Benzyloxy)ethoxy]methyl)benzene;Benzene, 1,1'-[1,2-ethanediylbis(oxymethylene)]bis-;Ethane, 1,2-bis(benzyloxy)-;1,2-BIS(BENZYLOXY)ETHANE;1,2-DIBENZYLOXYETHANE;DIBENZYL GLYCOL;DIBENZYL CELLOSOLVE;ETHYLENE GLYCOL DIBENZYL ETHER
• CAS NO: 622-22-0
• Molecular Formula: C₁₆H₁₈O₂
• Molecular Weight: 242.31
• Mol File: 622-22-0.mol

Chemical Properties

• Boiling Point: 210 °C / 10mmHg
• Flash Point: 127.6°C
• Appearance: /
• Density: 1,06 g/cm3
• Vapor Pressure: 0.000166mmHg at 25°C
• Refractive Index: 1.5450-1.5480
• CAS DataBase Reference: ETHYLENE GLYCOL DIBENZYL ETHER(CAS DataBase Reference)
• NIST Chemistry Reference: ETHYLENE GLYCOL DIBENZYL ETHER(622-22-0)
• EPA Substance Registry System: ETHYLENE GLYCOL DIBENZYL ETHER(622-22-0)

Safety Data

• Hazardous Substances Data: 622-22-0(Hazardous Substances Data)

Usage

Uses

Used in Coatings, Adhesives, and Inks Industry:
Ethylene Glycol Dibenzyl Ether is used as a solvent in the production of coatings, adhesives, and inks, facilitating the manufacturing process and improving the quality of the final products.
Used in Electrical and Electronic Components Industry:
In the manufacturing of electrical and electronic components, Ethylene Glycol Dibenzyl Ether is utilized as a solvent to ensure the proper functioning and performance of these components.
Used in Heating and Cooling Systems:
Due to its high boiling point and low volatility, Ethylene Glycol Dibenzyl Ether is used as a heat transfer fluid in heating and cooling systems, providing efficient temperature regulation and energy conservation.
Used in Rubber Production:
Ethylene Glycol Dibenzyl Ether is used as a stabilizer in the production of both natural and synthetic rubber, enhancing the durability and performance of the rubber products.

InChI:InChI=1/C16H18O2/c1-3-7-15(8-4-1)13-17-11-12-18-14-16-9-5-2-6-10-16/h1-10H,11-14H2

Upstream product

• 100-44-7 benzyl chloride 
• 107-21-1 ethylene glycol 
• 100-39-0 benzyl bromide 
• 622-08-2 2-Benzyloxyethanol 
• 100-51-6 benzyl alcohol 
• 936-51-6 2-phenyl-1,3-dioxolane 

Downstream Products

• 107-21-1 ethylene glycol 
• 42289-57-6 α-p-tolylbenzyl cation 
• 22776-23-4 α-o-tolylbenzyl cation 
• 191232-63-0 p-benzylbenzyl cation 
• 140-11-4 Benzyl acetate 
• 106-93-4 ethylene dibromide 

Relevant articles and documents

Intramolecular activation of imidate with cationic gold(I) catalyst: A new benzylation reaction of alcohols

Benzylation of alcohols with benzyl (Z)-2,2,2-trifluoro-N-(2-alkynylphenyl)acetimidates 5a-f in the presence of a cationic gold(I) catalyst was investigated. Reagent 5f was the most effective, affording benzyl ethers in good yields. Our results indicate that these gold(I)-activated imidates are effective leaving groups.

A method of manufacturing an alkylene glycol ether (poly)

PROBLEM TO BE SOLVED: To provide a method for producing a (poly)alkylene glycol diether, introducing the oxyalkylene groups of the optional mole number of addition and optional terminal alkyl groups by using a metallosilicate catalyst having 10 to 1,000 ratio of SiO2/M2O3as an ether interchange reaction catalyst. SOLUTION: This method for producing the (poly)alkylene glycol diether includes a process of obtaining the (poly)alkylene glycol diether by the ether interchange reaction of a first (poly)alkylene glycol monoether with a second (poly)alkylene glycol monoether in the presence of the metallosilicate catalyst having 10 to 1,000 ratio of SiO2/M2O3(wherein, M is ≥1 kind selected from the group consisting of Al, Ga, Ge, B, Zn, P, Zr, Ti, Cr, Be, V and As). COPYRIGHT: (C)2012,JPOandINPIT

Ferric perchlorate as an efficient and useful catalyst for the selective benzylation and methylation of alcohols with benzyl chloride and methyl iodide

A mild and efficient method was developed for selective benzylation and methylation of hydroxyl compounds in the presence of a catalytic amount of ferric perchlorate. We showed that ferric perchlorate was very effective in selectively promoting the benzylation and methylation of primary aliphatic and benzylic alcohols versus secondary aliphatic alcohols and phenolic hydroxy groups. Graphical abstract: [Figure not available: see fulltext.]

Benzylation of alcohols by using bis[acetylacetonato]copper as catalyst

Selective O-benzylation of primary hydroxy compounds has been achieved in the presence of bis[acetylacetonato]copper with benzyl chloride. We showed that bis[acetylacetonato]copper was very efficient in promoting the benzylation of primary aliphatic alcohols versus secondary aliphatic alcohols and phenolic hydroxy groups selectively.

Intramolecular benzyl-benzyl interactions in protonated benzyl diethers in the gas phase. Effects of internal hydrogen bonding

Protonated molecules of a variety of benzyl diethers, produced by chemical ionization (CI), undergo a unique rearrangement yielding relatively abundant mlz 181 C14H13+ ions, both in the ion source and under collision-induc

Highly selective Silver(I) oxide mediated monoprotection of symmetrical diols

Treatment of symmetrical diol with Ag2O and alkyl halide gave the monoprotected derivative in good to excellent yield.

Monobenzylation of 1,n-diols via dibutylstannylene intermediates

Symmetrical primary 1,n-diols, HO(CH2)(n)OH, of any chain length from n = 2-10, can be selectively monobenzylated via sequential treatment with dibutyltin oxide and benzyl bromide.

Regioselective De-O-benzylation with Lewis Acids

Simple and highly regioselective de-O-benzylations of poly-O-benzylated monosaccharides and polyols with Lewis acids (SnCl4 and TiCl4) were developed.Spectral studies on intermediates complexes showed that three appropriately situated metal chelating functional groups were necessary for the selective de-O-benzylation.

SELECTIVE MONOETHERIFICATION AND MONOESTERIFICATION OF DIOLS AND DIACIDS UNDER PHASE-TRANSFER CONDITIONS

Research on the selectivity of etherification reactions of diols and esterification reactions of diacids by alkyl halides under phase-transfer catalysis has shown that under such conditions, selectivity of monoetherification increases in the order prim sec tert diols, though overall yield of monoether decreases from sec to tert diols.Monoesterification of diacids was accomplished with a high degree of selectivity.Optimal extraction of diols and diacids was found to correspond in general to chain lengths of around 5 carbons.This could mean that the complex formed between the catalyst and the anion to react is stabilized for certain carbon lengths by inner solvation in virtue of its spatial conformation.

Veretherungen von Diolen, Triolen und Hydroxycarbonsaeurederivaten ueber Thallium(I)-alkoholate. Eine neue Variante der Williamson-Reaktion

The etherifications listed in tables 1 and 2 are achieved by converting hydroxy-derivatives, which contain additional oxygen functions, into thallium(I) alkoxides with thallium ethoxide, and treatment with haloalkanes.The scope and limitations of the method are discussed.