Diglycidyl ether

Base Information

• Chemical Name: Diglycidyl ether
• CAS No.: 2238-07-5
• Deprecated CAS: 186354-95-0
• Molecular Formula: C6H10 O3
• Molecular Weight: 130.144
• Hs Code.: 29109000
• European Community (EC) Number: 218-802-6
• ICSC Number: 0145
• NSC Number: 54739
• UN Number: 2922
• UNII: 8M5933D775
• DSSTox Substance ID: DTXSID4051871
• Nikkaji Number: J53.970H
• Wikipedia: Diglycidyl_ether
• Wikidata: Q2108794
• Mol file: 2238-07-5.mol

Synonyms:DIGLYCIDYL ETHER;Glycidyl ether;2238-07-5;Diepoxy propyl ether;Diallyl Ether Dioxide;Ether, diglycidyl;Bis(2,3-epoxypropyl) ether;2-(oxiran-2-ylmethoxymethyl)oxirane;Ether, bis(2,3-epoxypropyl);Bis(2,3-epoxy-1 propyl) ether;1,2,6,7-Diepoxy-4-oxaheptane;2,2'-(Oxybis(methylene))bisoxirane;NSC 54739;Oxirane, 2,2'-[oxybis(methylene)]bis-;Di(2,3-epoxy)propyl ether;Di(2,3-epoxypropyl) ether;Oxirane, 2,2'-(oxybis(methylene))bis-;HSDB 342;DGE;EINECS 218-802-6;NSC-54739;BRN 0105358;8M5933D775;diglycidylether;Glycidylether;monoglycidyl ether;2,2'-(oxybis(methylene))bis(oxirane);Ether,3-epoxypropyl);bis(2,3-epoxypropyl)ether;diglycidyl ether, AldrichCPR;SCHEMBL15245;Bis(2-oxiranylmethyl) ether #;DTXSID4051871;2,2'-oxybis(methylene)dioxirane;2,2'-(oxybismethylene)bisoxirane;DI-2,3-EPOXYPROPYL ETHER;UNII-8M5933D775;NSC54739;WLN: T3OTJ B1O1- BT3OTJ;GEO-04380;MFCD00080479;Oxirane,2'-[oxybis(methylene)]bis-;AKOS040768876;BIS(2,3-EPOXY-1-PROPYL) ETHER;J53.970H;LS-67732;5-17-03-00046 (Beilstein Handbook Reference);Q2108794

Chemical Property of Diglycidyl ether

Chemical Property:

• Appearance/Colour: clear colorless liquid
• Vapor Pressure: 0.184mmHg at 25°C
• Refractive Index: 1.446-1.448
• Boiling Point: 218.6°Cat760mmHg
• Flash Point: 70.6°C
• PSA: 34.29000
• Density: 1.199g/cm³
• LogP: -0.19940
• XLogP3: -0.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 130.062994177
• Heavy Atom Count: 9
• Complexity: 92.5
• Transport DOT Label: Corrosive Poison

Purity/Quality:

99% ^*data from raw suppliers

diglycidyl ether ^*data from reagent suppliers

Safty Information:

• Pictogram(s): A suspected carcinogen. TLV: 0.1 ppm. Severe eye and respiratory tract irritant.
• Hazard Codes: T,C
• Statements: 34-23-21/22-19-24-22
• Safety Statements: 45-36/37/39-26-36/37-28

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Plastics & Rubber -> Glycidyl Ethers
• Canonical SMILES: C1C(O1)COCC2CO2
• Inhalation Risk: A harmful contamination of the air can be reached rather quickly on evaporation of this substance at 20 °C.
• Effects of Short Term Exposure: The substance is severely irritating to the eyes, skin and respiratory tract. Inhalation of the vapour may cause lung oedema. The substance may cause effects on the blood, kidneys, liver and testes. Exposure could cause lowering of consciousness. Medical observation is indicated.
• Effects of Long Term Exposure: Repeated or prolonged contact with skin may cause dermatitis. Repeated or prolonged contact may cause skin sensitization. Animal tests show that this substance possibly causes toxic effects upon human reproduction.
• Uses: Diglycidyl ether is significant only because it is a possible trace component of epoxy compounds derived from epichlorohydrin. Diluent for epoxy resins; stabilizer of chlorinated organic compounds

Technology Process of Diglycidyl ether

There total 33 articles about Diglycidyl 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: 93.0%

Allyl glycidyl ether (106-92-3,25639-25-2,90907-93-0) → Diglycidyl ether (2238-07-5)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 20 ℃; for 24h;

DOI:10.1002/1099-0690(200103)2001:5<875::AID-EJOC875>3.0.CO;2-R

Reference yield: 90.0%

2-pyrrolidinon (616-45-5) + epichlorohydrin (106-89-8,24969-06-0,13403-37-7) → Diglycidyl ether (2238-07-5) + N-(2,3-epoxypropyl)-α-pyrrolidone (17201-66-0)

Guidance literature:

With sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride; vacuum distillation;

DOI:10.1023/A:1005235527482

Reference yield: 67.0%

2-(4-Methoxyphenyl)ethanol (702-23-8) + epichlorohydrin (106-89-8,24969-06-0,13403-37-7) → Diglycidyl ether (2238-07-5)

Guidance literature:

With Bu₄NHSO₄;

upstream raw materials:

epiiodohydrin

3,3'-dichloro-1,1'-oxy-bis-propan-2-ol

oxiranyl-methanol

epichlorohydrin

Downstream raw materials:

epichlorohydrin

4-hydroxymethyl-1,3-dioxolan-2-one

3,7,11,15,19-penta-O-benzyl-1,5,9,13,17-pentaoxacycloicosane-3,7,11,15,19-pentaol

2,6-di-O-benzyl-1,7-di-O-trifluoromethanesulfonyl-4-oxaheptane-1,2,6,7-tetraol

Refernces

• 1、 Wittcoff et al.. "-". . p. 2666. Retrieved 1949.
• 2、 -. "Absorbent solution based on beta-hydroxylated tertiary diamines and method of removing acid compounds from a gaseous effluent". Page/Page column 12-13. . Retrieved 2018/02/28.
• 3、 -. "DIGLYCIDYL ETHERS OF 2-PHENYL-1,3-PROPANEDIOL DERIVATIVES AND OLIGOMERS THEREOF AS CURABLE EPOXY RESINS". Page/Page column. . Retrieved 2014/05/20.