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714852

Sigma-Aldrich

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

1 M in THF

Synonym(s):

DBU solution

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About This Item

Empirical Formula (Hill Notation):
C9H16N2
Molecular Weight:
152.24
MDL number:
UNSPSC Code:
12352302
PubChem Substance ID:

form

liquid

concentration

1 M in THF

refractive index

n20/D 1.425

density

0.899 g/mL at 25 °C

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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Signal Word

Danger

Hazard Classifications

Acute Tox. 4 Oral - Carc. 2 - Eye Dam. 1 - Flam. Liq. 2 - Met. Corr. 1 - Skin Corr. 1B - STOT SE 3

Target Organs

Respiratory system

Supplementary Hazards

Storage Class Code

3 - Flammable liquids

WGK

WGK 2

Flash Point(F)

-0.0 °F

Flash Point(C)

-17.8 °C


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Chunjie Zhou et al.
Organic letters, 13(2), 292-295 (2010-12-15)
A pH-controlled fluorescence switch based on a core-substituted naphthalenediimide compound (NDI-DBU) was constructed. The novel pentacyclic compound (NDI-DBU) was derived from naphthalenediimide (NDI) and 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) in only one synthetic operation, catalysized by CuI.
Wim L Noorduin et al.
Nature chemistry, 1(9), 729-732 (2010-12-03)
Circularly polarized light (CPL) emitted from star-forming regions is an attractive candidate as a cause of single chirality in nature. It has remained difficult, however, to translate the relatively small chemical effects observed on irradiation of molecular systems with CPL
Jacob M Hooker et al.
Angewandte Chemie (International ed. in English), 48(19), 3482-3485 (2009-04-08)
Why beat about the bush? An operationally simple and mild reaction based on the direct fixation of (11)CO(2) with 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) has been developed for the synthesis of (11)C-labeled carbamates at 75 degrees C within 10 minutes in radiochemical yields
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
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)

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