2-[(3,5-Dimethylphenoxy)methyl]oxirane

Base Information

• Chemical Name: 2-[(3,5-Dimethylphenoxy)methyl]oxirane
• CAS No.: 4287-30-3
• Molecular Formula: C11H14O2
• Molecular Weight: 178.231
• Hs Code.: 2910900090
• European Community (EC) Number: 610-073-6
• DSSTox Substance ID: DTXSID50345019
• Nikkaji Number: J149.456B
• Mol file: 4287-30-3.mol

Synonyms:2-[(3,5-Dimethylphenoxy)methyl]oxirane;4287-30-3;2-(3,5-dimethylphenoxymethyl)oxirane;2,3-Epoxypropyl 3,5-xylyl ether;Glycidyl 3,5-xylyl ether;SCHEMBL6363488;DTXSID50345019;3,5-di-methyl phenyl glycidyl ether;AKOS000200352;AKOS016051099;2-[(3,5-Dimethylphenoxy)methyl]-oxirane;2-[(3,5-Dimethylphenoxy)methyl]oxirane #;CS-0221690;EN300-09802;J-507578;Z56347074

Chemical Property of 2-[(3,5-Dimethylphenoxy)methyl]oxirane

Chemical Property:

• Vapor Pressure: 0.00531mmHg at 25°C
• Boiling Point: 283.8oC at 760 mmHg
• Flash Point: 115.3oC
• PSA: 21.76000
• Density: 1.071g/cm3
• LogP: 2.08100
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 178.099379685
• Heavy Atom Count: 13
• Complexity: 160

Purity/Quality:

98%Min ^*data from raw suppliers

3,5-Dimethylphenoxymethyloxirane ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=CC(=C1)OCC2CO2)C
• Uses: 3,5-Dimethylphenoxymethyloxirane is a reactant used in the preparation of thiiranes.

Technology Process of 2-[(3,5-Dimethylphenoxy)methyl]oxirane

There total 3 articles about 2-[(3,5-Dimethylphenoxy)methyl]oxirane 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: 83.0%

3,5-dimethyl-2-cyclohexen-1-one (1123-09-7) + oxiranyl-methanol (556-52-5) → 2-((3,5-dimethylphenoxy)methyl)oxirane (4287-30-3)

Guidance literature:

With iodine; dimethyl sulfoxide; In nitromethane; at 130 ℃; for 24h; Schlenk technique; Sealed tube;

DOI:10.1002/cjoc.201700743

Reference yield: 72.0%

3,5-Dimethylphenol (108-68-9,50356-23-5) + epichlorohydrin (106-89-8,24969-06-0,13403-37-7) → 2-((3,5-dimethylphenoxy)methyl)oxirane (4287-30-3)

Guidance literature:

3,5-Dimethylphenol; With sodium hydride; In N,N-dimethyl-formamide; at 0 ℃; for 1h;

epichlorohydrin; In N,N-dimethyl-formamide; at 50 ℃; for 15h;

DOI:10.1039/d0cc05031h

Reference yield:

→ 2-((3,5-dimethylphenoxy)methyl)oxirane (4287-30-3)

Guidance literature:

3,5-Dimethyl-phenol/aq.NaOH (Kuehlung), Epichlorhydrin, 20grad, 24h;

upstream raw materials:

3,5-Dimethylphenol

epichlorohydrin

3,5-dimethyl-2-cyclohexen-1-one

oxiranyl-methanol

Downstream raw materials:

4-((3,5-dimethylphenoxy)methyl)-1,3-dioxolan-2-one

Refernces

• 1、 Liang, Yu-Feng,Yuan, Yizhi,Shen, Tao,Song, Song,Jiao, Ning. "Metal-Free I2-Catalyzed Highly Selective Dehydrogenative Coupling of Alcohols and Cyclohexenones". . p. 233 - 240. Retrieved 2018/02/19.
• 2、 Brahmbhatt,Pandya, Urvish R.. "Synthesis of some 3-aryloxymethyl-3,4-dihydroisocoumarins". . p. 2100 - 2103. Retrieved 2007/10/03.