Allyl glycidyl ether

Allyl glycidyl ether
Names
IUPAC name
2-(prop-2-enoxymethyl)oxirane
Other names
2-[(Allyloxy)methyl]oxirane
1-Allyloxy-2,3-epoxypropane
Glycidyl allyl ether
[(2-Propenyloxy)methyl] oxirane
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.003.131
EC Number
  • 203-442-4
UNII
  • InChI=1S/C6H10O2/c1-2-3-7-4-6-5-8-6/h2,6H,1,3-5H2
    Key: LSWYGACWGAICNM-UHFFFAOYSA-N
  • InChI=1/C6H10O2/c1-2-3-7-4-6-5-8-6/h2,6H,1,3-5H2
    Key: LSWYGACWGAICNM-UHFFFAOYAR
  • C=CCOCC1CO1
Properties
C6H10O2
Molar mass 114.144 g·mol−1
Appearance Colorless liquid
Odor pleasant
Density 0.97 g/mL (20 °C)
Melting point −100 °C; −148 °F; 173 K
Boiling point 154 °C; 309 °F; 427 K
14% (20°C)
Solubility in organic solvents miscible (acetone, toluene, octane)
Vapor pressure 2 mmHg (20 °C)
1.4348 (20 °C)
Hazards
Occupational safety and health (OHS/OSH):
Main hazards
poisonous, mild irritant
GHS labelling:
Danger
H226, H351, H341, H332, H302, H335, H315, H318, H317, H412
Flash point 57 °C; 135 °F; 330 K
Lethal dose or concentration (LD, LC):
270 ppm (mouse, 4 hr)
670 ppm (rat, 8 hr)
NIOSH (US health exposure limits):
PEL (Permissible)
10 ppm (45 mg/m3)
REL (Recommended)
TWA 5 ppm (22 mg/m3) ST 10 ppm (44 mg/m3) [skin]
IDLH (Immediate danger)
50 ppm
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 an organic compound used in adhesives and sealants and as a monomer for polymerization reactions. It is formally the condensation product of allyl alcohol and glycidol via an ether linkage. Because it contains both an alkene and an epoxide group, either group can be reacted selectively to yield a product where the other functional group remains intact for future reactions.