烯丙基縮水甘油醚

烯丙基縮水甘油醚是一種有機化合物，化學式為C₆H₁₀O₂。

烯丙基縮水甘油醚
IUPAC名 2-(prop-2-enoxymethyl)oxirane
別名	2-[(Allyloxy)methyl]oxirane 1-Allyloxy-2,3-epoxypropane Glycidyl allyl ether [(2-Propenyloxy)methyl] oxirane[1]
識別
CAS號	106-92-3  Y
PubChem	7838
ChemSpider	13836520
SMILES	C=CCOCC1CO1
InChI	1/C6H10O2/c1-2-3-7-4-6-5-8-6/h2,6H,1,3-5H2
InChIKey	LSWYGACWGAICNM-UHFFFAOYAR
EINECS	203-442-4
性質
化學式	C6H10O2
摩爾質量	114.14 g·mol−1
外觀	無色液體[1]
氣味	pleasant[1]
密度	0.97 g/mL (20 °C)[1]
熔點	-100 °C（173 K）
沸點	154 °C（427 K）
溶解性（水）	14% (20°C)[1]
溶解性（有機溶劑）	混溶（丙酮、甲苯、辛烷）[2]
蒸氣壓	2 mmHg (20 °C)[1]
折光度n D	1.4348 (20 °C)[2][3]
危險性
GHS提示詞	危險
H-術語	H226, H351, H341, H332, H302, H335, H315, H318, H317, H412
主要危害	poisonous, mild irritant[2]
PEL	10 ppm (45 mg/m3)[1]
致死量或濃度：
LC50（中位濃度）	270 ppm (mouse, 4 hr) 670 ppm (rat, 8 hr)[4]
若非註明，所有數據均出自標準狀態（25 ℃，100 kPa）下。

合成

烯丙基縮水甘油醚在商業上通過環氧氯丙烷和烯丙醇在鹼存在下醚化製得：^[5]

The synthesis of allyl glycidyl ether by condensation of allyl alcohol and epichlorohydrin

它也可由烯丙醚（日語：アリルエーテル）的單環氧化反應得到：^[6]

The synthesis of allyl glycidyl ether by epoxidation of diallyl ether

參考文獻

1. NIOSH Pocket Guide to Chemical Hazards. #0019. NIOSH.
2. CID 7838 from PubChem
3. 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
4. Allyl glycidyl ether. Immediately Dangerous to Life and Health Concentrations (IDLH). National Institute for Occupational Safety and Health (NIOSH).
5. Clayton, G. D.; Clayton, F. E. (編). Patty's Industrial Hygiene and Toxicology. 2A, 2B, 2C: Toxicology 3rd. New York: John Wiley Sons. 1981–1982: 2197.
6. Wróblewska, Agnieszka; Drewnowska, E.; Gawarecka, A. The epoxidation of diallyl ether to allyl-glycidyl ether over the TS-1 catalyst. Reaction Kinetics, Mechanisms and Catalysis. August 2016, 118 (2): 719–931. S2CID 101802831. doi:10.1007/s11144-016-1028-3.