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 | |
ECHA InfoCard | 100.017.616 ![]() |
PubChem CID
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RTECS number |
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UNII | |
UN number | 1993 |
CompTox Dashboard (EPA)
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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 , and .[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[]
- ^ a b c d e f g h i j NIOSH Pocket Guide to Chemical Hazards. "#0081". National Institute for Occupational Safety and Health (NIOSH).
- ^ a b c d e f g h "Propane, 1-Butoxy-2,3-epoxy". CDC/NIOSH.
- ^ a b c "{{{2}}}". Immediately Dangerous to Life or Health Concentrations (IDLH). National Institute for Occupational Safety and Health (NIOSH).
- ^ a b 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. 15 (7): 579–89. doi:10.3109/00498258509045887. PMID 4049898.
- ^ International Chemical Safety Card 0115
- Epoxides
- Ethers