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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

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
MKBT7930V
MKBR3124V
MKBL7562
MKBK1006
MKBH3059

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Gui-Ling Zhao et al.
Organic letters, 7(20), 4527-4530 (2005-09-24)
[reaction: see text] DBU-catalyzed reactions of salicylic aldehydes with 3-methylpenta-3,4-dien-2-one, 3-benzylpenta-3,4-dien-2-one, or ethyl 2-methylbuta-2,3-dienoate gave the corresponding functionalized 2H-1-chromenes in good to excellent yields and good diastereoselectivities in some cases in DMSO, respectively.
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
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
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
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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