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8.03282

Sigma-Aldrich

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

for synthesis

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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

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

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).

Pictograms

CorrosionSkull and crossbones
GHS05,GHS06

Signal Word

Danger

Hazard Statements

H290 - H301 - H314 - H412

Hazard Classifications

Acute Tox. 3 Oral - Aquatic Chronic 3 - Eye Dam. 1 - Met. Corr. 1 - Skin Corr. 1B

Storage Class Code

6.1A - Combustible, acute toxic Cat. 1 and 2 / very toxic hazardous materials

WGK

WGK 2

Flash Point(F)

240.8 °F

Flash Point(C)

116 °C

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