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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
Pricing and availability is not currently available.

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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Certificates of Analysis (COA)

Lot/Batch Number
MKBT7930V
MKBR3124V
MKBL7562
MKBK1006
MKBH3059

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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
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
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)
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.
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