22855-36-3

Basic information

• Product Name: 2-phenoxyethyl carbonate(2:1)
• Synonyms: 2-Phenoxyethyl carbonate(2:1); bis(2-phenoxyethyl) carbonate
• CAS NO: 22855-36-3
• Molecular Formula: C₁₇H₁₈O₅
• Molecular Weight: 302.3218
• EINECS: 245-267-6
• Mol File: 22855-36-3.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 434.1°C at 760 mmHg
• Flash Point: 191.4°C
• Density: 1.173g/cm³
• Vapor Pressure: 9.77E-08mmHg at 25°C
• Refractive Index: 1.543
• CAS DataBase Reference: 2-phenoxyethyl carbonate(2:1)(CAS DataBase Reference)
• NIST Chemistry Reference: 2-phenoxyethyl carbonate(2:1)(22855-36-3)
• EPA Substance Registry System: 2-phenoxyethyl carbonate(2:1)(22855-36-3)

Safety Data

• Hazardous Substances Data: 22855-36-3(Hazardous Substances Data)

Usage

General Description

2-phenoxyethyl carbonate(2:1) is a chemical compound that consists of two molecules of 2-phenoxyethyl carbonate combined with one molecule of another substance. It is commonly used as a solvent and plasticizer in various industrial applications, particularly in the production of polymers, resins, and coatings. 2-phenoxyethyl carbonate(2:1) is known for its low volatility and good solvating power, making it an effective additive in a wide range of products. Additionally, 2-phenoxyethyl carbonate(2:1) has been found to have low toxicity and minimal impact on environmental health, making it a favorable choice for many manufacturing processes.

Upstream product

• 75-44-5 phosgene 
• 122-99-6 2-Phenoxyethanol 
• 40496-06-8 carbonic acid ethyl ester-(2-phenoxy-ethyl ester) 
• 71-36-3 butan-1-ol 
• 96-49-1 [1,3]-dioxolan-2-one 
• 108-95-2 phenol 
• 75-21-8 oxirane 
• 102-09-0 bis(phenyl) carbonate 

Downstream Products

• 122-99-6 2-Phenoxyethanol 

Relevant articles and documents

Carbonates as reactants for the production of fine chemicals: The synthesis of 2-phenoxyethanol

The solventless and heterogeneously catalysed synthesis of 2-phenoxyethanol (ethylene glycol monophenyl ether) via the reaction between phenol and ethylene carbonate was investigated using Na-mordenite catalysts as an alternative to the industrial process using ethylene oxide and homogeneous basic conditions. Under specific reaction conditions, it was possible to obtain total selectivity to phenoxyethanol at up to 75% phenol conversion and 82% selectivity at total phenol conversion in 5-7 hours of reaction time and using a moderate excess of ethylene carbonate. The main by-product was the linear carbonate of phenoxyethanol, bis(2-phenoxyethyl)carbonate (selectivity 15%), which could then be converted to phenoxyethanol by reacting with phenol in basic medium with 100% yield; so overall, the phenoxyethanol yield was as high as 97%. With a stoichiometric feed of phenol and ethylene carbonate, the maximum conversion of phenol was just 60%, still with 100% selectivity to phenoxyethanol. An autocatalytic phenomenon was also observed due to the higher basicity of 2-phenoxyethanol compared to phenol, which overlapped the Na-catalyzed activation of phenol. Starting from a commercial Na-mordenite, which showed significant deactivation, and by applying a post-treatment aimed at the reduction of microporosity, it was possible to minimize both the deactivation and Na leaching while keeping the selectivity enhancement effect shown by the mordenite structure.