Chemistry:N-Butyl glycidyl ether
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| Names | |
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| Preferred IUPAC name
2-(Butoxymethyl)oxirane | |
| Other names
1,2-Epoxy-3-butoxypropane
2,3-Epoxypropyl butyl ether (Butoxymethyl)oxirane 1-Butoxy-2,3-epoxypropane | |
| Identifiers | |
3D model (JSmol)
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| ChemSpider | |
PubChem CID
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| RTECS number |
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| UNII | |
| UN number | 1993 |
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| Properties | |
| C7H14O2 | |
| Molar mass | 130.187 g·mol−1 |
| Appearance | Colorless liquid[1] |
| Odor | Irritating[1] |
| Density | 0.91 g/cm3[1] |
| Boiling point | 164 °C; 327 °F; 437 K [1] |
| 2% (20° C)[1] | |
| Vapor pressure | 3 mmHg (25°C)[1] |
| Hazards | |
| Flash point | 130 °F[1] |
| Lethal dose or concentration (LD, LC): | |
LD50 (median dose)
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260 mg/m3 (inhalation, mouse)[2] 1030 ppm (inhalation, rat, 8 hours)[2] |
LC50 (median concentration)
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>3500 ppm (mouse, 4 hr)[3] 1030 ppm (rat, 8 hr)[3] |
| NIOSH (US health exposure limits): | |
PEL (Permissible)
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TWA 50 ppm (270 mg/m3)[1] |
REL (Recommended)
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5.6 ppm (30 mg/m3) [15 min][1] |
IDLH (Immediate danger)
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250 ppm[1] |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
| Infobox references | |
n-Butyl glycidyl ether is an industrial chemical used in adhesives, sealants, and as a paint or coating additive.
Synthesis
n-Butyl alcohol and epichlorohydrin react in a condensation reaction to form a halohydrin. This is followed by a caustic dehydrochlorination, to form n-butyl glycidyl ether.[4]
Metabolism
n-Butyl glycidyl ether is metabolized renally to butoxyacetic acid, 3-butoxy-2-hydroxypropionic acid and 3-butoxy-2-acetylaminopropionic acid.[4][5]
Safety
Exposure to n-butyl glycidyl ether through inhalation, eye contact, or skin exposure can cause a cough, sore throat, eye and skin redness, and pain. It is flammable and reacts with strong oxidants, strong bases, strong acids, and amines.[6]
References
- ↑ 1.0 1.1 1.2 1.3 1.4 1.5 1.6 1.7 1.8 1.9 NIOSH Pocket Guide to Chemical Hazards. "#0081". National Institute for Occupational Safety and Health (NIOSH). https://www.cdc.gov/niosh/npg/npgd0081.html.
- ↑ 2.0 2.1 2.2 2.3 2.4 2.5 2.6 2.7 "Propane, 1-Butoxy-2,3-epoxy". CDC/NIOSH. https://www.cdc.gov/niosh-rtecs/TX401640.html.
- ↑ 3.0 3.1 3.2 "{{{2}}}". Immediately Dangerous to Life and Health Concentrations (IDLH). National Institute for Occupational Safety and Health (NIOSH). https://www.cdc.gov/niosh/idlh/2426086.html.
- ↑ 4.0 4.1 Template:Pubchem
- ↑ Eadsforth, C. V.; Hutson, D. H.; Logan, C. J.; Morrison, B. J. (1985). "The metabolism of n-butyl glycidyl ether in the rat and rabbit". Xenobiotica 15 (7): 579–89. doi:10.3109/00498258509045887. PMID 4049898.
- ↑ International Chemical Safety Card 0115
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