33482

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

puriss., ≥99.0% (GC)

• Synonim(y): 2,3,4,6,7,8,9,10-Octahydropyrimidol[1,2-a]azepine, DBU
• Wzór empiryczny (zapis Hilla): C₉H₁₆N₂
• Masa cząsteczkowa: 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

Właściwości

• vapor pressure: 7.1 hPa ( 37.7 °C)
• Quality Level: 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

Opis

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.[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.

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Informacja o środkach bezpieczeństwa

• pictograms: GHS06,GHS05
• signalword: Danger
• Klasa składowania: 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