Phenyl glycidyl ether

Base Information

• Chemical Name: Phenyl glycidyl ether
• CAS No.: 71031-02-2
• 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: 71031-02-2.mol

Synonyms:phenyl glycidyl ether;phenylglycidyl ether

Chemical Property of Phenyl glycidyl ether

Chemical Property:

• Refractive Index: 1.546
• Boiling Point: 245 °C at 760 mmHg
• Flash Point: 94.8 °C
• PSA: 21.76000
• Density: 1.122 g/cm³
• LogP: 1.46420
• 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:

98%,99%, ^*data from raw suppliers

(R)-Glycidyl Phenyl Ether ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T
• Statements: 45-20/21-37/38-41-43-52/53-68
• Safety Statements: 53-26-36/37/39-45-61

MSDS Files:

SDS file from LookChem

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.
• Uses: Reactant involved in the synthesis of:Neuroprotective small moleculesPiperidinol analogs for studies of anti-tuberculosis activity2-Substituted 3,4-dihydro-2H-1,4-benzoxazines via cyclization of hydroxyl sulfonamidesBicyclic azetidines via ring opening, esterification, chlorination and intramolecular alkylationBromoalkanes via ring opening and addition across C-O bondsInvolved in biological studies as a substrate for Bacillus-produced enantioselective eposide hydrolase

Technology Process of Phenyl glycidyl ether

There total 161 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: 69.0%

epichlorohydrin (106-89-8,24969-06-0,13403-37-7) + phenol (108-95-2,27073-41-2) → (RS)-1-chloro-3-phenyloxy-2-propanol (4769-73-7) + Phenyl glycidyl ether (122-60-1,71031-02-2)

Guidance literature:

With sodium hydroxide; In water; for 5h; Heating;

DOI:10.1016/j.tet.2006.08.067

Reference yield: 65.0%

epichlorohydrin (106-89-8,24969-06-0,13403-37-7) + phenol (108-95-2,27073-41-2) → 1,3-diphenoxy-2-propanol (622-04-8) + Phenyl glycidyl ether (122-60-1,71031-02-2)

Guidance literature:

With tetrabutyl-ammonium chloride; sodium hydroxide; In water; at 45 ℃; for 1h; Flow reactor;

DOI:10.1039/c5cc06093a

Reference yield: 31.0%

Phenyl glycidyl ether (122-60-1,71031-02-2) → 3-phenoxy-1,2-propanediol (538-43-2) + (R)-phenyl glycidyl ether (71031-03-3,71031-02-2)

Guidance literature:

With Bacillus megaterium ECU₁₀₀₁ epoxide hydrolase; In potassium phosphate buffer; dimethyl sulfoxide; at 30 ℃; for 0.0833333h; pH=7; optical yield given as %ee; enantioselective reaction; Resolution of racemate; Enzymatic reaction;

DOI:10.1002/adsc.201100031

upstream raw materials:

Perbenzoic acid

chloroform

allyl phenyl ether

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

Downstream raw materials:

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

1-phenoxy-3-(2-piperidino-ethoxy)-propan-2-ol

1-(3,6-dihydro-2H-[1]pyridyl)-3-phenoxy-propan-2-ol

1-(2-morpholin-4-yl-ethoxy)-3-phenoxy-propan-2-ol

Refernces

• 1、 Babbar, Palak,Das, Pronay,Manickam, Yogavel,Mankad, Yash,Yadav, Swati,Parvez, Suhel,Sharma, Amit,Reddy, D. Srinivasa. "Design, Synthesis, and Structural Analysis of Cladosporin-Based Inhibitors of Malaria Parasites". . p. 1777 - 1794. Retrieved 2021/05/10.
• 2、 Sarojini, Perumal,Jeyachandran, Malaichamy,Sriram, Dharmarajan,Ranganathan, Palraj,Gandhimathi. "Facile microwave-assisted synthesis and antitubercular evaluation of novel aziridine derivatives". . . Retrieved 2021/02/26.