Ethyl glycidyl ether

Base Information

• Chemical Name: Ethyl glycidyl ether
• CAS No.: 4016-11-9
• Molecular Formula: C5H10O2
• Molecular Weight: 102.133
• Hs Code.: 2910900090
• European Community (EC) Number: 223-671-3
• NSC Number: 71436
• UN Number: 2752
• UNII: ZSP9639OMH
• DSSTox Substance ID: DTXSID90871049
• Nikkaji Number: J35.203I
• Wikidata: Q27295872
• Mol file: 4016-11-9.mol

Synonyms:ETHYL GLYCIDYL ETHER;2-(Ethoxymethyl)oxirane;4016-11-9;Oxirane, (ethoxymethyl)-;1,2-Epoxy-3-ethoxypropane;(Ethoxymethyl)oxirane;3-Ethoxy-1,2-epoxypropane;Oxirane, 2-(ethoxymethyl)-;Propane, 1,2-epoxy-3-ethoxy-;NSC 71436;ZSP9639OMH;CCRIS 1018;HSDB 6080;EINECS 223-671-3;NSC-71436;UN2752;BRN 0102669;ethylglycidyl ether;glycidyl ethyl ether;UNII-ZSP9639OMH;2-(Ethoxymethyl)oxirane #;1-Ethoxy-2,3-epoxypropane;Propane,2-epoxy-3-ethoxy-;2,3-epoxypropyl ethyl ether;SCHEMBL93509;1,2-Epoxy-3-ethyloxy propane;ethyl glycidyl ether, AldrichCPR;DTXSID90871049;NSC71436;MFCD00085264;AKOS000143630;UN 2752;ETHYL GLYCIDYL ETHER, (+/-)-;s11916;LS-120798;AM20100065;E0465;FT-0626186;EN300-73725;Q27295872;F8880-5531;Z271128258;1,2-Epoxy-3-ethoxypropane [UN2752] [Flammable liquid];1,2-Epoxy-3-ethoxypropane [UN2752] [Flammable liquid]

Chemical Property of Ethyl glycidyl ether

Chemical Property:

• Vapor Pressure: 11.9mmHg at 25°C
• Refractive Index: 1.4075-1.4095
• Boiling Point: 130.3°Cat760mmHg
• Flash Point: 23.5°C
• PSA: 21.76000
• Density: 0.975g/cm³
• LogP: 0.42170
• Storage Temp.: Flammables area
• XLogP3: 0.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 102.068079557
• Heavy Atom Count: 7
• Complexity: 54
• Transport DOT Label: Flammable Liquid

Purity/Quality:

98%, ^*data from raw suppliers

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

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,N,Xn
• Statements: 36/37/38-10-51/53-36-22
• Safety Statements: 37/39-26-16-61

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Plastics & Rubber -> Glycidyl Ethers
• Canonical SMILES: CCOCC1CO1

Technology Process of Ethyl glycidyl ether

There total 9 articles about Ethyl 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: 90.0%

1-ethoxy-3-chloro-propan-2-ol (4151-98-8) → 2-(ethoxymethyl)oxirane (4016-11-9)

Guidance literature:

With sodium hydroxide; In diethyl ether; at 0 - 20 ℃; for 8h;

DOI:10.3390/molecules26216350

Reference yield: 78.0%

ethanol (64-17-5) + epichlorohydrin (106-89-8,24969-06-0,13403-37-7) → 2-(ethoxymethyl)oxirane (4016-11-9)

Guidance literature:

With acid;

DOI:10.1016/0022-328X(85)87207-7

Reference yield:

3-ethoxyprop-1-ene (557-31-3) → 2-(ethoxymethyl)oxirane (4016-11-9)

Guidance literature:

Multi-step reaction with 2 steps

1: hypochlorous acid

2: alkali hydroxides

With alkali hydroxides; hypochloric acid;

upstream raw materials:

1-ethoxy-3-chloro-propan-2-ol

1-bromo-3-ethoxy-propan-2-ol

ethanol

epichlorohydrin

Downstream raw materials:

γ-Ethoxy-β-hydroxy-butyronitril

N,N-bis-(3-ethoxy-2-hydroxy-propyl)-aniline

1-ethoxy-3-isopropoxy-2-propanol

1-amino-3-ethoxy-propan-2-ol

Refernces

• 1、 Jadhav, Sandip B.,Chegondi, Rambabu. "Diastereoselective Desymmetrization of p-Quinamines through Regioselective Ring Opening of Epoxides and Aziridines". supporting information. p. 10115 - 10119. Retrieved 2019/12/24.
• 2、 Tamura, Rui,Fujimoto, Daisuke,Lepp, Zsolt,Misaki, Kentaro,Miura, Hideyuki,Takahashi, Hiroki,Ushio, Takanori,Nakai, Tadashi,Hirotsu, Ken. "Mechanism of preferential enrichment, an unusual enantiomeric resolution phenomenon caused by polymorphic transition during crystallization of mixed crystals composed of two enantiomers". . p. 13139 - 13153. Retrieved 2007/10/03.