1,4-Diazabicyclo[2.2.2]octane (CHEM011517)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-19 03:40:08 UTC
Update Date2016-11-09 01:14:24 UTC
Accession NumberCHEM011517
Identification
Common Name1,4-Diazabicyclo[2.2.2]octane
ClassSmall Molecule
DescriptionAn organic heterobicylic compound that is piperazine with an ethane-1,2-diyl group forming a bridge between N1 and N4. It is typically used as a catalyst in polymerization reactions.
Contaminant Sources
  • HPV EPA Chemicals
  • OECD HPV Chemicals
  • STOFF IDENT Compounds
  • ToxCast & Tox21 Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Synonyms
ValueSource
1,4-Diaza[2.2.2]bicyclooctaneChEBI
1,4-Diazabicyclo-octaneChEBI
1,4-DiazabicyclooctaneChEBI
1,4-EthylenepiperazineChEBI
DABCOChEBI
N,N'-endo-ethylenepiperazineChEBI
TEDChEBI
TEDAChEBI
1,4-Diazabicyclo(2.2.2)octaneMeSH
DABCO CPDMeSH
Triethylenediamine diacetateMeSH
TriethylenediamineMeSH
Chemical FormulaC6H12N2
Average Molecular Mass112.176 g/mol
Monoisotopic Mass112.100 g/mol
CAS Registry Number280-57-9
IUPAC Name1,4-diazabicyclo[2.2.2]octane
Traditional Namedabco
SMILESC1CN2CCN1CC2
InChI IdentifierInChI=1S/C6H12N2/c1-2-8-5-3-7(1)4-6-8/h1-6H2
InChI KeyIMNIMPAHZVJRPE-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as n-alkylpiperazines. These are organic compounds containing a piperazine ring where the nitrogen ring atom carries an alkyl group.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassDiazinanes
Sub ClassPiperazines
Direct ParentN-alkylpiperazines
Alternative Parents
Substituents
  • N-alkylpiperazine
  • Tertiary aliphatic amine
  • Tertiary amine
  • Azacycle
  • Organic nitrogen compound
  • Organopnictogen compound
  • Hydrocarbon derivative
  • Organonitrogen compound
  • Amine
  • Aliphatic heteropolycyclic compound
Molecular FrameworkAliphatic heteropolycyclic compounds
External DescriptorsNot Available
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility729 g/LALOGPS
logP-0.53ALOGPS
logP-0.13ChemAxon
logS0.81ALOGPS
pKa (Strongest Basic)10.16ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area6.48 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity34.07 m³·mol⁻¹ChemAxon
Polarizability12.66 ųChemAxon
Number of Rings2ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-03di-0900000000-296c2e54a4c752ad6ca0Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-03di-0900000000-648435b9435272cd623eSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-03di-0900000000-648435b9435272cd623eSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-03di-0900000000-648435b9435272cd623eSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-03di-0900000000-5407e2a6f93653fb9cadSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-03di-0900000000-5407e2a6f93653fb9cadSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-03di-0900000000-5407e2a6f93653fb9cadSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-03di-0900000000-33c8e474387ea2d1c1eaSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-03di-0900000000-33c8e474387ea2d1c1eaSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-03di-0900000000-33c8e474387ea2d1c1eaSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-03di-0900000000-e86c0cff0b2bec4584d1Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-03di-0900000000-e86c0cff0b2bec4584d1Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-03di-0900000000-e86c0cff0b2bec4584d1Spectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)Not Available
Uses/SourcesNot Available
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
DrugBank IDNot Available
HMDB IDHMDB0244208
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkDABCO
Chemspider ID8882
ChEBI ID151129
PubChem Compound ID9237
Kegg Compound IDNot Available
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
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22. https://www.ncbi.nlm.nih.gov/pubmed/?term=25793444
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29. https://www.ncbi.nlm.nih.gov/pubmed/?term=27982604
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34. https://www.ncbi.nlm.nih.gov/pubmed/?term=29046863
35. https://www.ncbi.nlm.nih.gov/pubmed/?term=29048081
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38. https://www.ncbi.nlm.nih.gov/pubmed/?term=29683657
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44. https://www.ncbi.nlm.nih.gov/pubmed/?term=31185070
45. https://www.ncbi.nlm.nih.gov/pubmed/?term=31328921
46. https://www.ncbi.nlm.nih.gov/pubmed/?term=31547646
47. https://www.ncbi.nlm.nih.gov/pubmed/?term=32086178
48. https://www.ncbi.nlm.nih.gov/pubmed/?term=32150305
49. https://www.ncbi.nlm.nih.gov/pubmed/?term=32243632
50. https://www.ncbi.nlm.nih.gov/pubmed/?term=32441932
51. https://www.ncbi.nlm.nih.gov/pubmed/?term=32657310
52. https://www.ncbi.nlm.nih.gov/pubmed/?term=32987864
53. https://www.ncbi.nlm.nih.gov/pubmed/?term=33107528
54. https://www.ncbi.nlm.nih.gov/pubmed/?term=33351592
55. https://www.ncbi.nlm.nih.gov/pubmed/?term=33750130