Diglycidyl ethers are chemical compounds used as a reactive diluents for epoxy resin. Other uses include treating textiles and stabilizing chlorinated organic compounds. Diglycidyl ether itself is extremely toxic, and can prove fatal or cause permanent damage if inhaled or consumed orally. As a class of compounds, there are a number of them available commercially with much lower toxicity profiles.[3][4] One such example is epoxy resin itself Bisphenol A diglycidyl ether.
Names | |
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Preferred IUPAC name
2,2′-[Oxybis(methylene)]bis(oxirane) | |
Other names
Glycidyl ether; Bis-(2,3-epoxypropyl)ether; Diallyl ether dioxide; Diepoxy propyl ether, DGE, 2-Epoxypropyl ether
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Identifiers | |
3D model (JSmol)
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ChemSpider | |
ECHA InfoCard | 100.017.094 |
EC Number |
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PubChem CID
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RTECS number |
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UNII | |
UN number | 2922 |
CompTox Dashboard (EPA)
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Properties | |
C6H10O3 | |
Molar mass | 130.143 g·mol−1 |
Appearance | colorless liquid[1] |
Odor | strong, irritating[1] |
Density | 1.12 g/mL[1] |
Boiling point | 260 °C; 500 °F; 533 K[1] |
Vapor pressure | 0.09 mmHg (25°C)[1] |
Hazards | |
Occupational safety and health (OHS/OSH): | |
Main hazards
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carcinogen |
GHS labelling: | |
Danger | |
H302, H311, H314, H315, H317, H330 | |
P260, P261, P264, P270, P271, P272, P280, P284, P301+P312, P301+P330+P331, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P310, P312, P320, P321, P322, P330, P332+P313, P333+P313, P361, P362, P363, P403+P233, P405, P501 | |
Flash point | 64 °C; 147 °F; 337 K[1] |
Lethal dose or concentration (LD, LC): | |
LC50 (median concentration)
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30 ppm (mouse, 4 hr) 86 ppm (mouse, 4 hr) 30 ppm (mouse, 8 hr) 200 ppm (rat, 4 hr) 68 ppm (rat, 8 hr)[2] |
NIOSH (US health exposure limits): | |
PEL (Permissible)
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C 0.5 ppm (2.8 mg/m3)[1] |
REL (Recommended)
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Ca TWA 0.1 ppm (0.5 mg/m3)[1] |
IDLH (Immediate danger)
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Ca [10 ppm][1] |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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References
edit- ^ a b c d e f g h i NIOSH Pocket Guide to Chemical Hazards. "#0215". National Institute for Occupational Safety and Health (NIOSH).
- ^ "Diglycidyl ether". Immediately Dangerous to Life or Health Concentrations (IDLH). National Institute for Occupational Safety and Health (NIOSH).
- ^ "Poly(ethylene glycol) diglycidyl ether (PEGDGE 600)". www.polysciences.com. Retrieved 2020-05-01.
- ^ Berdasco, Nancy Anne M.; Waechter, John M. (2012), "Epoxy Compounds: Aromatic Diglycidyl Ethers, Polyglycidyl Ethers, Glycidyl Esters, and Miscellaneous Epoxy Compounds", Patty's Toxicology, American Cancer Society, pp. 491–528, doi:10.1002/0471435139.tox083.pub2, ISBN 978-0-471-12547-1, retrieved 2020-05-01
- Diglycidyl ether at www.chemicalbook.com.
- CDC - NIOSH Pocket Guide to Chemical Hazards