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33481

Sigma-Aldrich

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

purum, ≥98.0% (GC)

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Synonym(s):
2,3,4,6,7,8,9,10-Octahydropyrimidol[1,2-a]azepine, DBU
Empirical Formula (Hill Notation):
C9H16N2
Molecular Weight:
152.24
Beilstein:
508906
EC Number:
229-713-7
MDL number:
MFCD00006930
UNSPSC Code:
12352005
PubChem Substance ID:
329754557

grade

purum

Assay

≥98.0% (GC)

refractive index

n20/D 1.523

bp

115 °C/11 mmHg (lit.)

density

1.019 g/mL at 20 °C (lit.)

SMILES string

C1CCN2CCCN=C2CC1

InChI

1S/C9H16N2/c1-2-5-9-10-6-4-8-11(9)7-3-1/h1-8H2

InChI key

GQHTUMJGOHRCHB-UHFFFAOYSA-N

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Product No.
Description
Pricing

Pictograms

Skull and crossbonesCorrosion
GHS06,GHS05

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

WGK

WGK 2

Flash Point(F)

240.8 °F

Flash Point(C)

116 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Lun-Zhi Dai et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 13(13), 3701-3706 (2007-01-20)
Reactions of salicylaldehydes with ethyl buta-2,3-dienoate or penta-3,4-dien-2-one catalyzed by a catalytic amount of potassium carbonate produce the corresponding 2 H-chromene products in moderate to good yields under mild conditions. A plausible reaction mechanism is discussed in the light of
Chiara Samorì et al.
Bioresource technology, 101(9), 3274-3279 (2010-01-15)
Lipid extraction is a critical step in the development of biofuels from microalgae. Here a new procedure was proposed to extract hydrocarbons from dried and water-suspended samples of the microalga Botryococcus braunii by using switchable-polarity solvents (SPS) based on 1,8-diazabicyclo-[5.4.0]-undec-7-ene
Wanli Chen et al.
The Journal of organic chemistry, 77(3), 1585-1591 (2012-01-19)
DBU-promoted cyclization of ortho-(3-hydroxy-1-alkynyl)benzamide is presented, providing an efficient method for the synthesis of trans-3,4-dihydroisoquinolin-1(2H)-ones and (E)-4-(1-alkenyl)isoquinolin-1(2H)-ones under mild conditions.
Highly efficient organosuperbase-catalyzed Mannich-type reactions of sulfonylimidates with imines: successful use of aliphatic imines as substrates and a unique reaction mechanism.
Junya Nakano et al.
Angewandte Chemie (International ed. in English), 51(38), 9525-9529 (2012-08-30)
Wim L Noorduin et al.
Angewandte Chemie (International ed. in English), 48(51), 9600-9606 (2009-12-01)
A century ago Wilhelm Ostwald received the Nobel Prize for Chemistry. Although Ostwald was never significantly involved with the phenomenon of chirality, one of his discoveries, Ostwald ripening, is thought to be involved in a recently discovered method in which
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