Phenyl glycidyl ether

Base Information

• Chemical Name: Phenyl glycidyl ether
• CAS No.: 122-60-1
• Deprecated CAS: 66527-93-3
• Molecular Formula: C9H10O2
• Molecular Weight: 150.177
• Hs Code.: 29109000
• European Community (EC) Number: 204-557-2,615-241-2
• ICSC Number: 0188
• NSC Number: 53476,635
• UN Number: 2810
• UNII: 44KJQ1655I
• DSSTox Substance ID: DTXSID8021145
• Nikkaji Number: J3.258A
• Wikipedia: Phenyl_glycidyl_ether
• Wikidata: Q2257129
• ChEMBL ID: CHEMBL1568222
• Mol file: 122-60-1.mol

Synonyms:phenyl glycidyl ether;phenylglycidyl ether

Chemical Property of Phenyl glycidyl ether

Chemical Property:

• Appearance/Colour: Light yellow liquid
• Vapor Pressure: 0.03 mm Hg ( 20 °C)
• Melting Point: 3.5 °C(lit.)
• Refractive Index: n20/D 1.531
• Boiling Point: 244.999 °C at 760 mmHg
• Flash Point: 94.757 °C
• PSA: 21.76000
• Density: 1.123 g/cm³
• LogP: 1.46420
• Storage Temp.: Store below +30°C.
• Solubility.: 2.4g/l
• Water Solubility.: 2.4 g/L (20 ºC)
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 150.068079557
• Heavy Atom Count: 11
• Complexity: 119
• Transport DOT Label: Poison

Purity/Quality:

99% ^*data from raw suppliers

2-(Phenoxymethyl)oxirane ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T
• Statements: 45-20-37/38-43-52/53-68
• Safety Statements: 53-45-61

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Plastics & Rubber -> Glycidyl Ethers
• Canonical SMILES: C1C(O1)COC2=CC=CC=C2
• Inhalation Risk: A harmful contamination of the air will be reached rather slowly on evaporation of this substance at 20 °C; on spraying or dispersing, however, much faster.
• Effects of Short Term Exposure: The substance is irritating to the eyes, skin and respiratory tract.
• Effects of Long Term Exposure: Repeated or prolonged contact may cause skin sensitization. This substance is possibly carcinogenic to humans.
• Description: This monoglycidyl derivative is a reactive diluent in epoxy resins of the bisphenol A type. It is a component of epoxy paints, epoxy glues, and epoxy resins. Sensitization was observed in many professions, such as in construction workers, marble workers, ceramic workers, and in a shoemaker.
• Uses: Chemical intermediate with high solvency for halogenated materials Phenyl glycidyl ether (PGE) is used as anintermediate in organic syntheses. 2-Phenylglycidyl ether is an organic synthesis; chemical intermediate with high solvency for halogenated materials; reactive diluent of epoxy-resin systems; forms chemical bonds with the resin during cure and accelerates the curing process.

Technology Process of Phenyl glycidyl ether

There total 39 articles about Phenyl glycidyl ether which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

epichlorohydrin (106-89-8,24969-06-0,13403-37-7) + phenol (108-95-2,27073-41-2) → Phenyl glycidyl ether (122-60-1,71031-02-2)

Guidance literature:

phenol; With sodium hydroxide; In water; at 25 ℃; for 0.666667h;

epichlorohydrin; In water; at 30 - 35 ℃; for 16h;

Reference yield: 92.0%

2-((4-bromophenoxy)methyl)oxirane (2212-06-8) → Phenyl glycidyl ether (122-60-1,71031-02-2)

Guidance literature:

With tetraethylammonium perchlorate; triethylamine; In acetonitrile; electrolysis;

DOI:10.1016/S0040-4039(00)91658-7

Reference yield: 85.0%

2-(2,3-epoxypropoxy)phenyl bromide (22421-56-3) → Phenyl glycidyl ether (122-60-1,71031-02-2)

Guidance literature:

With tetraethylammonium perchlorate; triethylamine; In acetonitrile; electrolysis;

DOI:10.1016/S0040-4039(00)91658-7

upstream raw materials:

Perbenzoic acid

chloroform

allyl phenyl ether

(RS)-1-chloro-3-phenyloxy-2-propanol

Downstream raw materials:

1-phenoxy-3-pyrrolidino-propan-2-ol

1-phenoxy-3-(piperidin-1-yl)propan-2-ol

4-(2-hydroxy-3-phenoxypropyl)morpholine

1-(2-hydroxy-3-phenoxy-propyl)-pyridinium; chloride

Refernces

REACTION OF PHENYLBENZOXAZOLE WITH PHENYL GLYCIDYL ETHER

10.1007/BF00956673

The study investigates the reaction of phenylbenzoxazole (I) with phenyl glycidyl ether (II) to produce a compound with an ester group (III), which is further converted into its dibenzoyl derivative (IV). Phenylbenzoxazole acts as a chemically active modifier, and phenyl glycidyl ether serves as the epoxy compound. The reaction involves the opening of the epoxide ring and its insertion into the benzoxazole ring, resulting in the formation of an N-derivative of hydroxyaniline. The study explores the reaction mechanism, the influence of temperature and molar ratios on the yield of the product, and confirms the structures of the compounds through IR and PMR spectroscopy, as well as elemental analysis.