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

SIAL/33482 - puriss., ≥99.0% (GC)

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

Empirical Formula (Hill Notation): C9H16N2
Molecular Weight: 152.24
EC Number: 229-713-7
MDL Number: MFCD00006930
Linear Formula: C9H16N2
Product Type: Chemical

Catalog Number PKG Qty. Price Quantity
45-33482-50ML-F 50 mL
$71.70
1/EA
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45-33482-250ML-F 250 mL
$208.00
1/EA
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45-33482-1L-F 1 L
$710.00
1/EA
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assay ≥99.0% (GC)
bp 115 °C/11 mmHg (lit.)
density 1.019 g/mL at 20 °C (lit.)
form liquid
grade puriss.
InChI 1S/C9H16N2/c1-2-5-9-10-6-4-8-11(9)7-3-1/h1-8H2
InChI key GQHTUMJGOHRCHB-UHFFFAOYSA-N
Quality Level 200 
refractive index n20/D 1.523
SMILES string C1CCN2CCCN=C2CC1
Application: 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
Purity ≥99.0% (GC)
bp 115 °C/11 mmHg (lit.)
Density 1.019 g/mL at 20 °C (lit.)
Refractive Index n20/D 1.523
UNSPSC 12352005

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