烯丙基缩水甘油醚

化合物

烯丙基缩水甘油醚是一种有机化合物,化学式为C6H10O2

烯丙基缩水甘油醚
Skeletal structure of allyl glycidyl ether
IUPAC名
2-(prop-2-enoxymethyl)oxirane
别名 2-[(Allyloxy)methyl]oxirane
1-Allyloxy-2,3-epoxypropane
Glycidyl allyl ether
[(2-Propenyloxy)methyl] oxirane[1]
识别
CAS号 106-92-3  checkY
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
性质
化学式 C6H10O2
摩尔质量 114.14 g·mol−1
外观 无色液体[1]
氣味 pleasant[1]
密度 0.97 g/mL (20 °C)[1]
熔点 -100 °C(173 K)
沸点 154 °C(427 K)
溶解性 14% (20°C)[1]
溶解性有机溶剂 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]
危险性
GHS提示词 危险
H-术语 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]
致死量或浓度:
LC50中位浓度
270 ppm (mouse, 4 hr)
670 ppm (rat, 8 hr)[4]
若非注明,所有数据均出自标准状态(25 ℃,100 kPa)下。

合成

烯丙基缩水甘油醚在商业上通过环氧氯丙烷烯丙醇在碱存在下醚化制得:[5]

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

它也可由烯丙醚日语アリルエーテル的单环氧化反应得到:[6]

 
The synthesis of allyl glycidyl ether by epoxidation of diallyl ether

参考文献

  1. ^ 1.0 1.1 1.2 1.3 1.4 1.5 1.6 NIOSH Pocket Guide to Chemical Hazards. #0019. NIOSH. 
  2. ^ 2.0 2.1 2.2 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. (编). 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.