Allyl glycidyl ether
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Names | |
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IUPAC name
2-(prop-2-enoxymethyl)oxirane | |
Other names
AGE; 1-Allyloxy-2,3-epoxypropane; Glycidyl allyl ether; [(2-Propenyloxy)methyl] oxirane[1] | |
Identifiers | |
106-92-3 | |
3D model (Jmol) | Interactive image |
ChemSpider | 13836520 |
ECHA InfoCard | 100.003.131 |
PubChem | 7838 |
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Properties | |
C6H10O2 | |
Molar mass | 114.2[1] |
Appearance | Colorless liquid[1] |
Odor | pleasant[1] |
Density | 0.97 g/mL (20°C)[1] |
Melting point | −100 °C; −148 °F; 173 K [1] |
Boiling point | 154 °C; 309 °F; 427 K [1] |
14% (20°C)[1] | |
Solubility in [[acetone, toluene, octane<ref name=Pubchem/>]] | miscible |
Vapor pressure | 2 mmHg (20°C)[1] |
Refractive index (nD) |
1.4348 (20°C)[2][3] |
Hazards | |
Main hazards | poisonous, mild irritant[2] |
GHS signal word | DANGER |
H226, H351, H341, H332, H302, H335, H315, H318, H317, H412 | |
Flash point | 57 °C; 135 °F; 330 K [1] |
Lethal dose or concentration (LD, LC): | |
LC50 (median concentration) |
270 ppm (mouse, 4 hr) 670 ppm (rat, 8 hr)[4] |
US health exposure limits (NIOSH): | |
PEL (Permissible) |
10 ppm (45 mg/m3)[1] |
REL (Recommended) |
TWA 5 ppm (22 mg/m3) ST 10 ppm (44 mg/m3) [skin][1] |
IDLH (Immediate danger) |
50 ppm[1] |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
Infobox references | |
Allyl glycidyl ether is a glycidyl ether.
Preparation
Allyl alcohol and epichlorohydrin are the precursors to allyl glycidyl ether. They react in a condensation reaction and the product is subsequently treated with base to produce allyl glycidyl ether.[5]
![](../I/m/Allyl_glycidyl_ether_synthesis.svg.png)
Uses
Allyl glycidyl ether is used in adhesives and sealants.[2] It is also used in the production of polyvinylcaprolactam.[6]
References
- 1 2 3 4 5 6 7 8 9 10 11 12 13 "NIOSH Pocket Guide to Chemical Hazards #0019". National Institute for Occupational Safety and Health (NIOSH).
- 1 2 3 CID 7838 from PubChem
- ↑ Clayton, G. D. and F. E. Clayton (eds.). Patty's Industrial Hygiene and Toxicology: Volume 2A, 2B, 2C: Toxicology. 3rd ed. New York: John Wiley Sons, 1981-1982., p. 2199
- ↑ "Allyl glycidyl ether". Immediately Dangerous to Life and Health. National Institute for Occupational Safety and Health (NIOSH).
- ↑ Clayton, G. D. and F. E. Clayton (eds.). Patty's Industrial Hygiene and Toxicology: Volume 2A, 2B, 2C: Toxicology. 3rd ed. New York: John Wiley Sons, 1981-1982., p. 2197
- ↑ Kudyshkin, Mukhitdinova (1999). "Control of the molecular weight of polyvinylcaprolactam". Russian Journal of Applied Chemistry. 72 (10): 1846 – 1848.
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