1,8-Diazabicyclo[5.4.0]undec-7-ene

[6674-22-2] C9H16N2 (MW 152.24) InChI = 1S/C9H16N2/c1-2-5-9-10-6-4-8-11(9)7-3-1/h1-8H2 InChIKey = GQHTUMJGOHRCHB-UHFFFAOYSA-N (organic soluble base for elimination reactions, isomerizations, esterifications, amidations, etherifications, condensations, carboxylations/carbonylations, and halogenations) Alternate Name: DBU. Physical Data: bp 259–260 °C; d 1.0192 g cm−3. Solubility: readily sol water, ethanol, benzene, acetone, ethyl acetate, carbon tetrachloride, diethyl ether, dioxane, 1,4-butanediol, dimethyl sulfoxide; hardly sol petroleum ether. Form Supplied in: clear, light yellow liquid. Handling, Storage, and Precautions: stable at ambient temperatures, but is hygroscopic; overexposure to atmosphere results in water absorption which can lead to hydrolysis; rate of hydrolysis to N-(3-aminopropyl)-ε-caprolactam (10 wt% soln; molar ratio 1∶76) is 3 × 10−4 mol%−1 min−1; half-life for a 0.657 molar soln is 33 min at 35 °C; contact with undiluted product may cause skin irritation or burns.