n-Butyl glycidyl ether
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Names | |
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IUPAC name
2-(Butoxymethyl)oxirane | |
Other names
BGE, 1,2-Epoxy-3-butoxypropane, 2,3-Epoxypropyl butyl ether, (Butoxymethyl)oxirane, 1-Butoxy-2,3-epoxypropane | |
Identifiers | |
2426-08-6 | |
3D model (Jmol) | Interactive image |
ECHA InfoCard | 100.017.616 |
PubChem | 17049 |
RTECS number | TX4200000 |
UNII | M03777A62S ![]() |
UN number | 1993 |
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Properties | |
C7H14O2 | |
Molar mass | 130.19 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) |
260 mg/m3 (inhalation, mouse)[2] 1030 ppm (inhalation, rat, 8 hours)[2] |
LC50 (median concentration) |
>3500 ppm (mouse, 4 hr)[3] 1030 ppm (rat, 8 hr)[3] |
US health exposure limits (NIOSH): | |
PEL (Permissible) |
TWA 50 ppm (270 mg/m3)[1] |
REL (Recommended) |
5.6 ppm (30 mg/m3) [15 min][1] |
IDLH (Immediate danger) |
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, 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 2 3 4 5 6 7 8 9 10 "NIOSH Pocket Guide to Chemical Hazards #0081". National Institute for Occupational Safety and Health (NIOSH).
- 1 2 3 4 5 6 7 8 "Propane, 1-Butoxy-2,3-epoxy". CDC/NIOSH.
- 1 2 3 "{{{2}}}". Immediately Dangerous to Life and Health. National Institute for Occupational Safety and Health (NIOSH).
- 1 2 CID 17049 from 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; the fate of foreign compounds in biological systems. 15 (7): 579–89. PMID 4049898.
- ↑ International Chemical Safety Card 0115