8.03282

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

for synthesis

• Synonym(s): 1,8-Diazabicyclo[5.4.0]undec-7-ene
• Empirical Formula (Hill Notation): C₉H₁₆N₂
• Molecular Weight: 152.24
• MDL number: MFCD00006930
• UNSPSC Code: 12352005
• EC Index Number: 229-713-7
• NACRES: NA.22

Properties

• vapor pressure: 0.02 hPa ( 25 °C)
• Quality Level: 200
• form: liquid
• autoignition temp.: 260 °C
• potency: 215-681 mg/kg LD₅₀, oral (Rat)
• expl. lim.: 1.1-6.5 % (v/v)
• pH: 12.8 (20 °C, 10 g/L in H₂O)
• kinematic viscosity: 5.48 cSt(40 °C)
• mp: <-70 °C
• transition temp: flash point 116 °C
• solubility: soluble 1000 g/L
• density: 1.02 g/cm³ at 20 °C
• storage temp.: 2-30°C
• InChI: 1S/C9H16N2/c1-2-5-9-10-6-4-8-11(9)7-3-1/h1-8H2
• InChI key: GQHTUMJGOHRCHB-UHFFFAOYSA-N

Description

Application

• Depolymerization of poly (bisphenol A carbonate) under mild conditions by solvent-free alcoholysis catalyzed by 1, 8-diazabicyclo undec-7-ene as a recyclable: DBU catalyzes the depolymerization of polycarbonates under mild, solvent-free conditions, demonstrating its effectiveness and recyclability as a catalyst (E Quaranta, D Sgherza, G Tartaro, 2017).
• Activating cellulose via its reversible reaction with CO2 in the presence of 1, 8-diazabicyclo undec-7-ene for the efficient synthesis of cellulose acetate: This research shows how DBU can activate cellulose for a reversible reaction with CO2, facilitating the synthesis of cellulose acetate (Y Yang, L Song, C Peng, E Liu, H Xie, 2015).
• Bifunctional 1, 8-Diazabicyclo undec-7-ene for Visible Light-Induced Heck-Type Perfluoroalkylation of Alkenes: DBU acts as a bifunctional organocatalyst for visible light-induced Heck-type perfluoroalkylation of alkenes, showcasing its potential in photoredox catalysis (L Tang, G Lv, Y Fu, XP Chang, R Cheng, 2022).
• Cooperative calcium-based catalysis with 1, 8-diazabicyclo undec-7-ene for the cycloaddition of epoxides with CO2 at atmospheric pressure: This study demonstrates the cooperative catalysis of CaBr2 and DBU in the cycloaddition of epoxides with CO2, highlighting a sustainable approach to carbonate synthesis (X Liu, S Zhang, QW Song, XF Liu, R Ma, LN He, 2016).

Safety Information

• pictograms: GHS05,GHS06
• signalword: Danger
• hcodes: H290 - H301 - H314 - H412
• pcodes: P234 - P273 - P280 - P303 + P361 + P353 - P304 + P340 + P310 - P305 + P351 + P338
• Hazard Classifications: Acute Tox. 3 Oral - Aquatic Chronic 3 - Eye Dam. 1 - Met. Corr. 1 - Skin Corr. 1B
• Storage Class: 6.1A - Combustible, acute toxic Cat. 1 and 2 / very toxic hazardous materials
• wgk_germany: WGK 2
• flash_point_f: 240.8 °F
• flash_point_c: 116 °C