Cresyl glycidyl ether

Base Information

• Chemical Name: Cresyl glycidyl ether
• CAS No.: 2186-24-5
• Deprecated CAS: 191045-10-0,66527-94-4
• Molecular Formula: C10H12 O2
• Molecular Weight: 164.204
• Hs Code.: 2910900090
• European Community (EC) Number: 247-711-4
• NSC Number: 112255
• DSSTox Substance ID: DTXSID3024863
• Nikkaji Number: J59.928J
• ChEMBL ID: CHEMBL3249573
• Mol file: 2186-24-5.mol

Synonyms:cresyl glycidyl ether;cresyl glycidyl ether, (+-)-isomer

Chemical Property of Cresyl glycidyl ether

Chemical Property:

• Vapor Pressure: 0.0227mmHg at 25°C
• Refractive Index: 1.5190 (estimate)
• Boiling Point: 258°Cat760mmHg
• Flash Point: 104.3°C
• PSA: 21.76000
• Density: 1.094g/cm³
• LogP: 1.77260
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 164.083729621
• Heavy Atom Count: 12
• Complexity: 139

Purity/Quality:

99% ^*data from raw suppliers

1-p-(Tolyloxy)-2,3-epoxypropane ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Plastics & Rubber -> Glycidyl Ethers
• Canonical SMILES: CC1=CC=C(C=C1)OCC2CO2
• Uses: 1-p-(Tolyloxy)-2,3-epoxypropane is used to synthesize 3-aryloxy-1,2-epoxypropanes, which is an interesting compound as potental synthons in β-?adrenergic receptor antagonist preparation, using solvent-free conditions and microwave irradiations.

Technology Process of Cresyl glycidyl ether

There total 14 articles about Cresyl 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: 87.0%

p-cresol (106-44-5) + epichlorohydrin (106-89-8,24969-06-0,13403-37-7) → cresyl-glicidyl ether (2186-24-5) + 1-chloro-3-(4-methylphenoxy)-2-propanol (4769-74-8)

Guidance literature:

With sodium hydroxide; tetrabutylammomium bromide; potassium carbonate; at 110 ℃; for 0.116667h; microwave irradiation;

DOI:10.1016/j.tet.2006.08.067

Reference yield: 80.0%

p-cresol (106-44-5) + epichlorohydrin (106-89-8,24969-06-0,13403-37-7) → cresyl-glicidyl ether (2186-24-5)

Guidance literature:

With sodium hydroxide; In water; for 0.0166667h; Irradiation;

DOI:10.1080/00397919708006809

Reference yield: 80.0%

2-(2-Bromo-4-methyl-phenoxymethyl)-oxirane (68224-00-0) → cresyl-glicidyl ether (2186-24-5)

Guidance literature:

With tetraethylammonium perchlorate; triethylamine; In acetonitrile; electrolysis;

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

upstream raw materials:

peracetic acid

allyl p-tolyl ether

p-cresol

1,3-Dichloro-2-propanol

Downstream raw materials:

F₃₂₅₄-0053

1-(2-methyl-pyrrolidino)-3-p-tolyloxy-propan-2-ol

1-[4-(3-chloro-phenyl)-piperazino]-3-p-tolyloxy-propan-2-ol

1-Octadecyloxy-3-p-tolyloxy-propan-2-ol

Refernces

• 1、 álvarez, Diego E.,Battini, Leandro,Bollini, Mariela,Fidalgo, Daniela M.. "Discovery of a Potent and Selective Chikungunya Virus Envelope Protein Inhibitor through Computer-Aided Drug Design". . p. 1503 - 1518. Retrieved 2021/06/28.
• 2、 Dong, Jun,Xu, Jiaxi. "NBS/DMSO-mediated synthesis of (2,3-dihydrobenzo[b] [1,4]oxathiin-3-yl)methanols from aryloxymethylthiiranes". . p. 9037 - 9044. Retrieved 2018/06/08.