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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:
MFCD00006930
UNSPSC Code:
12352302
PubChem Substance ID:
329763320

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

EUH019

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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Ning Zhu et al.
Journal of combinatorial chemistry, 12(4), 531-540 (2010-06-01)
The thiol-disulfide dynamic interchange reaction mediated by 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) was extensively studied. By this synthetic method sulfides can be prepared successfully within seconds in high yields at room temperature from stable and readily available disulfides and an alkylating agent. The
Matthew O'Reilly et al.
Dalton transactions (Cambridge, England : 2003), (31)(31), 6092-6095 (2010-05-08)
With the new chiral phosphine ligand DBUP, obtained from DBU and Ph(2)PCl, a remarkable anion effect was observed on the diastereoselective formation of the bischelated complexes [Ni(DBUP)(2)](X)(n) (X = Cl, Br, n = 2; X = NiCl(4), n = 1)
Naoto Utsumi et al.
Organic letters, 10(16), 3405-3408 (2008-07-18)
Direct organocatalytic Mannich-type reactions of thioesters provide for the expedient and diastereoselective synthesis of protected beta-amino acids. A variety of thioesters were found to be reactive with different imines under mild conditions to provide beta-amino acids in good yields. This
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)
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
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