33482
1,8-Diazabicyclo[5.4.0]undec-7-ene
puriss., ≥99.0% (GC)
동의어(들):
2,3,4,6,7,8,9,10-Octahydropyrimidol[1,2-a]azepine, DBU
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크기 선택
제품정보 (DICE 배송 시 비용 별도)
실험식(Hill 표기법):
C9H16N2
Molecular Weight:
152.24
UNSPSC Code:
12352005
NACRES:
NA.22
PubChem Substance ID:
EC Number:
229-713-7
Beilstein/REAXYS Number:
508906
MDL number:
Assay:
≥99.0% (GC)
Form:
liquid
vapor pressure
7.1 hPa ( 37.7 °C)
Quality Level
grade
puriss.
assay
≥99.0% (GC)
form
liquid
greener alternative product characteristics
Catalysis
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refractive index
n20/D 1.523
pH
(12,8 at 10 g/l at 20 °C)
bp
115 °C/11 mmHg (lit.)
mp
-70 °C
density
1.019 g/mL at 20 °C (lit.)
greener alternative category
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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General description
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Application
Amidine base used for dehydrohalogenation reactions to olefinscitation; Further important applications are e.g.: esterification of carboxylic acids with alkyl halidescitationcitation; Alkylation and acylation of active methylene compoundscitation
1,8-Diazabicyclo[5.4.0]undec-7-ene can be used:
- To mediate the aza-Michael addition of nitrogen nucleophiles to α,β-unsaturated carbonyl compounds.
- As a nucleophilic catalyst for the esterification of carboxylic acid with dimethyl carbonate.
- As a bidentate ligand in copper (I) bromide mediated atom transfer radical polymerization of methyl methacrylate.
- As an efficient catalyst for the transesterification of dimethyl carbonate with glycerol.
Other Notes
Amidine base used for dehydrohalogenation reactions to olefins; Further important applications are e.g.: esterification of carboxylic acids with alkyl halides; Alkylation and acylation of active methylene compounds.
signalword
Danger
저장 등급
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
hcodes
Hazard Classifications
Acute Tox. 3 Oral - Eye Dam. 1 - Skin Corr. 1B
1, 8-Diazabicyclo [5.4. 0] undec-7-ene (DBU): A highly efficient catalyst in glycerol carbonate synthesis.
Munshi MK, et al.
J. Mol. Catal. A: Chem., 391, 144-149 (2014)
N. Ono et al.
Bulletin of the Chemical Society of Japan, 51, 2401-2401 (1978)
C.G. Rao
Organic preparations and procedures international, 12, 225-225 (1980)
1, 8-Diazabicyclo [5.4. 0] undec-7-ene (DBU) as ligand for atom transfer radical polymerization (ATRP)
Fournier D, et al.
European Polymer Journal, 41(7), 1576-1581 (2005)
H. Oediger et al.
Synthesis, 591-591 (1972)
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