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33481

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

purum, ≥98.0% (GC)

Synonym(s):

2,3,4,6,7,8,9,10-Octahydropyrimidol[1,2-a]azepine, DBU

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About This Item

Empirical Formula (Hill Notation):
C9H16N2
Molecular Weight:
152.24
EC Number:
229-713-7
UNSPSC Code:
12352005
PubChem Substance ID:
329754557
Beilstein/REAXYS Number:
508906
MDL number:
MFCD00006930
Assay:
≥98.0% (GC)
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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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pictograms

Skull and crossbonesCorrosion
GHS06,GHS05

signalword

Danger

Storage Class

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

wgk

WGK 2

flash_point_f

240.8 °F

flash_point_c

116 °C

ppe

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter

Hazard Classifications

Acute Tox. 3 Oral - Eye Dam. 1 - Skin Corr. 1B

hcodes

H301,H314

Regulatory Information

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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)
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
Dengyou Zhang et al.
Chemical communications (Cambridge, England), 48(23), 2909-2911 (2012-02-07)
A practical Pd(PPh(3))(4)/DBU catalytic system for the synthesis of pharmaceutically relevant aminopyridine nitrile intermediates, as well as a variety of other aryl nitriles using non-toxic K(4)[Fe(CN)(6)] has been developed. The key features of our new protocol for cyanation lie in
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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