33482

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

puriss., ≥99.0% (GC)

• Sinónimos: 2,3,4,6,7,8,9,10-Octahydropyrimidol[1,2-a]azepine, DBU
• Fórmula empírica (notación de Hill): C₉H₁₆N₂
• Peso molecular: 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

Propiedades

• 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
• 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

Descripción

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

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.[1]
• 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.

Información de seguridad

• pictograms: GHS06,GHS05
• signalword: Danger
• Clase de almacenamiento: 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: H301,H314
• pcodes: P280 - P303 + P361 + P353 - P304 + P340 + P310 - P305 + P351 + P338 - P363 - P405
• Hazard Classifications: Acute Tox. 3 Oral - Eye Dam. 1 - Skin Corr. 1B