1,4-Diazabicyclo[2.2.2]octane, 98%, Thermo Scientific Chemicals

Name: 1,4-Diazabicyclo[2.2.2]octane, 98%, Thermo Scientific Chemicals
SKU: ALFA14003.22

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500 g

Catalog number ALFA14003.22

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Chemical Identifiers

CAS73-22-3

IUPAC Name(2S)-2-amino-3-(1H-indol-3-yl)propanoic acid

Molecular FormulaC11H12N2O2

InChI KeyQIVBCDIJIAJPQS-VIFPVBQESA-N

SMILESN[C@@H](CC1=CNC2=CC=CC=C12)C(O)=O

Specifications

Specification Sheet

Infrared spectrumConforms

Specific optical rotation-29.0° to -33.0° (20°C, 589 nm) (C=1, H2O)

Appearance (Color)White to yellowish-white

Titration with HClO498.5 to 101.5 % (On dry substance)

Appearance (Form)Crystalline powder

1,4-Diazabicyclo[2.2.2]octane is used as polyurethane catalyst, Balis-Hillman reaction catalyst complexing ligand and lewis base. It finds use in dye lasers and in mounting samples for fluorescence microscopy and as anti-fade reagent shown to scavenge free radicals due to flurochrome excitation of fluorochromes. Further, it is an oxidation and polymerization catalyst.

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

Applications
1,4-Diazabicyclo[2.2.2]octane is used as polyurethane catalyst, Balis-Hillman reaction catalyst complexing ligand and lewis base. It finds use in dye lasers and in mounting samples for fluorescence microscopy and as anti-fade reagent shown to scavenge free radicals due to flurochrome excitation of fluorochromes. Further, it is an oxidation and polymerization catalyst.

Solubility
Soluble in water, acetone, benzene, ethanol and methyl ethyl ketone.

Notes
Hygroscopic. Incompatible with strong oxidizing agents and strong acids.

RUO – Research Use Only

General References:

Dabco is a registered trademark of Air Products and Chemicals Inc.
Forms crystalline complexes with organolithium compounds: J. Am. Chem. Soc., 87, 3276 (1965), which show enhanced reactivity, e.g. in the high yield ɑ-metallation of thioanisole by n-BuLi: J. Org. Chem., 31, 4097 (1966).
Forms a stable crystalline complex with H₂O₂, useful as an equivalent to anhydrous H₂O₂: reaction with TMS chloride gives bis(TMS) peroxide, a useful OH⁺-equivalent, e.g. in the conversion of aryllithiums to phenols: Synthesis, 633 (1986).