33482

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

puriss., ≥99.0% (GC)

• Synonym(s): 2,3,4,6,7,8,9,10-Octahydropyrimidol[1,2-a]azepine, DBU
• Empirical Formula (Hill Notation): C₉H₁₆N₂
• Molecular Weight: 152.24
• UNSPSC Code: 12352005
• NACRES: NA.22
• PubChem Substance ID: 329754558
• EC Number: 229-713-7
• Beilstein/REAXYS Number: 508906
• MDL number: MFCD00006930
• Assay: ≥99.0% (GC)
• Form: liquid

Properties

• vapor pressure: 7.1 hPa ( 37.7 °C)
• Quality Segment: 200
• grade: puriss.
• assay: ≥99.0% (GC)
• form: liquid
• greener alternative product characteristics: Catalysis; Learn more about the Principles of Green Chemistry.
• sustainability: Greener Alternative Product, Sustainability features
• 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: Aligned,
• 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

Description

General description

We are committed to bringing you Greener Alternative Products, which adhere to one or more of The 12 Principles of Greener Chemistry. This product has been enhanced for catalytic efficiency. Click here for more information.

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.

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

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.

Safety Information

• Pictograms: GHS06,GHS05
• Signal Word: 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 (personal protective equipment): Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter
• Hazard Codes: H301,H314
• Precautionary Statements: P280 - P303 + P361 + P353 - P304 + P340 + P310 - P305 + P351 + P338 - P363 - P405
• Hazard Classifications: Acute Tox. 3 Oral - Eye Dam. 1 - Skin Corr. 1B