D27802

1,4-Diazabicyclo[2.2.2]octane

≥99%, crystals, ReagentPlus^®

• Sinónimos: TED, Triethylenediamine
• Fórmula empírica (notación de Hill): C₆H₁₂N₂
• Número CAS: 280-57-9
• Peso molecular: 112.17
• NACRES: NA.21
• PubChem Substance ID: 57654087
• UNSPSC Code: 12352100
• EC Number: 205-999-9
• MDL number: MFCD00006689
• Beilstein/REAXYS Number: 103618
• Assay: ≥99%
• Form: crystals

Propiedades

• Nombre del producto: 1,4-Diazabicyclo[2.2.2]octane, ReagentPlus^®, ≥99%
• vapor pressure: 2.9 mmHg ( 50 °C)
• Quality Segment: 200
• product line: ReagentPlus^®
• assay: ≥99%
• form: crystals
• greener alternative product characteristics: Catalysis; Learn more about the Principles of Green Chemistry.
• sustainability: Greener Alternative Product
• refractive index: n20/D 1.4634 (lit.)
• mp: 156-159 °C (lit.)
• density: 1.02 g/mL at 25 °C (lit.)
• greener alternative category: , Aligned
• SMILES string: N12CCN(CC2)CC1
• InChI: 1S/C6H12N2/c1-2-8-5-3-7(1)4-6-8/h1-6H2
• InChI key: IMNIMPAHZVJRPE-UHFFFAOYSA-N

Descripción

General description

1,4-Diazabicyclo[2.2.2]octane (DABCO) is a bicyclic compound used as a strong base and catalyst in organic synthesis.

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.

1,4-Diazabicyclo[2.2.2]octane (DABCO, triethylenediamine), a caged tertiary diamine, is a commonly used strong hindered amine base in chemical synthesis. It can also be employed as a complexing ligand and as a catalyst. Its gas-phase electronic absorption spectrum, vibrational spectra, multiphoton ionization (MPI), and two-photon fluorescence excitation (TPFE) spectra have been recorded and analyzed. Proton magnetic resonance (PMR) studies of DABCO in solid state were conducted in order to determine its line width, second moment, and spin-lattice relaxation time.

Application

1,4-Diazabicyclo[2.2.2]octane (DABCO) may be used in the synthesis of isoxazole derivatives via dehydration of primary nitro compounds in the presence of dipolarophiles. DABCO may be used in the preparation of the following:

• DABCO bis(perhydrate)
• DABCO monohydrate
• DABCO hexahydrate

Legal Information

ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany

Información de seguridad

• pictograms: GHS02,GHS05,GHS07
• signalword: Danger
• hcodes: H228,H302,H315,H318
• pcodes: P210 - P240 - P280 - P301 + P312 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Acute Tox. 4 Oral - Eye Dam. 1 - Flam. Sol. 1 - Skin Irrit. 2
• Clase de almacenamiento: 4.1B - Flammable solid hazardous materials
• wgk: WGK 1
• flash_point_f: 144.0 °F - closed cup
• flash_point_c: 62.2 °C - closed cup
• ppe: Eyeshields, Gloves, type P3 (EN 143) respirator cartridges