D27802

1,4-Diazabicyclo[2.2.2]octane

≥99%, crystals, ReagentPlus^®

• Synonyme(s) : TED, Triethylenediamine
• Formule empirique (notation de Hill) : C₆H₁₂N₂
• Numéro CAS: 280-57-9
• Poids moléculaire : 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

Propriétés

• Nom du produit: 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
• sustainability: Sustainability features
• refractive index: n20/D 1.4634 (lit.)
• mp: 156-159 °C (lit.)
• density: 1.02 g/mL at 25 °C (lit.)
• 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

Description

General description

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

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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

Informations sur la sécurité

• Pictogrammes: GHS02,GHS05,GHS07
• Mot-clé: Danger
• Codes de danger: H228,H302,H315,H318
• Mentions de précaution: 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
• Classe de stockage: 4.1B - Flammable solid hazardous materials
• WGK: WGK 1
• Point d'éclair (°F): 144.0 °F - closed cup
• Point d'éclair (°C): 62.2 °C - closed cup
• EPI (équipement de protection individuelle): Eyeshields, Gloves, type P3 (EN 143) respirator cartridges