2186-24-5

Basic information

• Product Name: 2-P-TOLYLOXYMETHYL-OXIRANE
• Synonyms: ((4-methylphenoxy)methyl)-oxiran;((4-methylphenoxy)methyl)oxirane;1,2-epoxy-3-(p-tolyloxy)-propan;1,2-Epoxy-3-(p-tolyloxy)propane;2,3-Epoxypropyl-p-tolyl ether;Glycidyl 4-methylphenyl ether;Glycidyl p-tolyl ether;glycidyl4-methylphenylether
• CAS NO: 2186-24-5
• Molecular Formula: C₁₀H₁₂O₂
• Molecular Weight: 164.2
• EINECS: 218-574-8
• Mol File: 2186-24-5.mol
• Article Data: 29

Chemical Properties

• Boiling Point: 231.67°C (rough estimate)
• Flash Point: 104.3°C
• Appearance: /
• Density: 1.0041 (rough estimate)
• Vapor Pressure: 0.0227mmHg at 25°C
• Refractive Index: 1.5190 (estimate)
• CAS DataBase Reference: 2-P-TOLYLOXYMETHYL-OXIRANE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-P-TOLYLOXYMETHYL-OXIRANE(2186-24-5)
• EPA Substance Registry System: 2-P-TOLYLOXYMETHYL-OXIRANE(2186-24-5)

Safety Data

• Hazardous Substances Data: 2186-24-5(Hazardous Substances Data)

Usage

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.

InChI:InChI=1/C10H12O2/c1-8-2-4-9(5-3-8)11-6-10-7-12-10/h2-5,10H,6-7H2,1H3

Upstream product

• 79-21-0 peracetic acid 
• 23431-48-3 allyl p-tolyl ether 
• 106-44-5 p-cresol 
• 106-89-8 epichlorohydrin 
• 3132-64-7 1,2-Epoxy-3-bromopropane 
• 118712-54-2 glycidyl p-toluenesulfonate 
• 6627-55-0 2-bromo-p-cresol 
• 4769-74-8 1-chloro-3-(4-methylphenoxy)-2-propanol 
• 68224-00-0 2-(2-Bromo-4-methyl-phenoxymethyl)-oxirane 
• 96-23-1 1,3-Dichloro-2-propanol 

Downstream Products

• 50714-41-5 4-[2-(2-Hydroxy-3-p-tolyloxy-propylamino)-ethoxy]-benzamide 
• 63887-66-1 1-Benzylamino-3-(p-tolyloxy)-propan-2-ol 
• 4369-08-8 2-(4-methylphenoxy)-1-methylethan-1-ol 
• 217322-57-1 1-Azido-3-p-tolyloxy-propan-2-ol 
• 217322-52-6 1-Nitrooxy-3-p-tolyloxy-propan-2-ol 
• 133132-07-7 1-(2-methyl-pyrrolidino)-3-p-tolyloxy-propan-2-ol 
• 35217-95-9 4-(oxiran-2-ylmethoxy)benzoic acid 

Relevant articles and documents

Synthesis and evaluation of 4-(2-hydroxypropyl)piperazin-1-yl) derivatives as Hsp90 inhibitors

We previously reported 4-(3-((6-bromonaphthalen-2-yl)oxy)-2-hydroxypropyl)-N,N-dimethylpiperazine-1-sulfonamide (1) as a novel heat shock protein 90 inhibitor with moderate activity. In our ongoing efforts for the discovery of Hsp90 modulators we undertake structural investigations on 1. Series of the titled compound were designed, synthesized and evaluated. We have found that compounds with a hydroxyl group at C-4 of the aryl ring on the piperazine moiety possess Hsp90 inhibition properties. Compound 6f with improved activity could be further developed and optimized as Hsp90 inhibitor.

Chemoselective Epoxidation of Allyloxybenzene by Hydrogen Peroxide Over MFI-Type Titanosilicate

The chemoselective synthesis of 2-(phenoxymethyl)oxirane from allyloxybenzene is achieved with over 90 % yield in a sustainable reaction system using titanium-substituted silicalite-1 (TS-1) as a catalyst, hydrogen peroxide (H2O2) as an oxidant, and a mixture of MeOH/MeCN as a solvent at 40 °C. No acid-catalyzed side reactions prompted by the Lewis acidity of the Ti active site in TS-1 are observed. The TS-1 catalyst can also promote the formation of oxiranes from various p-substituted allyloxybenzenes in good yields. The reaction mechanism is investigated through the reaction with other allyloxy compounds. The results, which are supported by DFT calculations, indicate that an active species of Ti peroxides formed from the reaction of TS-1 with H2O2 selectively oxidizes the allyloxybenzene to 2-(phenoxymethyl)oxirane.

NOVEL DIEPOXY COMPOUND

PROBLEM TO BE SOLVED: To provide a novel diepoxy compound which has liquid crystalline properties and is excellent in thermal conductivity and heat resistance. SOLUTION: The problem is solved by using a diepoxy compound represented by the general formula (1) in the figure. (In the formula, R1 represents an oxygen atom or methylene group; R2 represents a methylene group if R1 is an oxygen atom, and represents an oxygen atom if R1 is a methylene group; R3 represents a hydrogen atom or methyl group; and n represents 0 or 1.) SELECTED DRAWING: None COPYRIGHT: (C)2019,JPOandINPIT