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Record Information
Version4.0
StatusExpected but not Quantified
Creation Date2009-07-25 00:10:53 UTC
Update Date2020-02-26 21:38:01 UTC
HMDB IDHMDB0012973
Secondary Accession Numbers
  • HMDB12973
Metabolite Identification
Common NameHydrazine
DescriptionBeing bifunctional, with two amines, hydrazine is a key building block for the preparation of many heterocyclic compounds via condensation with a range of difunctional electrophiles. With 2,4-pentanedione, it condenses to give the 3,5-dimethylpyrazole. In the Einhorn-Brunner reaction hydrazines react with imides to give triazoles. Hydrazine is a convenient reductant because the by-products are typically nitrogen gas and water. Thus, it is used as an antioxidant, an oxygen scavenger, and a corrosion inhibitor in water boilers and heating systems. It is also used to reduce metal salts and oxides to the pure metals in electroless nickel plating and plutonium extraction from nuclear reactor waste. Hydrazine is an inorganic chemical compound with the formula N2H4. It is a colourless liquid with an ammonia-like odor and is derived from the same industrial chemistry processes that manufacture ammonia. However, hydrazine has physical properties that are more similar to those of water. The propanone azine is an intermediate in the Atofina-PCUK synthesis. Direct alkylation of hydrazines with alkyl halides in the presence of base affords alkyl-substituted hydrazines, but the reaction is typically inefficient due to poor control on level of substitution (same as in ordinary amines). The reduction of hydrazones to hydrazines present a clean way to produce 1,1-dialkylated hydrazines.
Structure
Data?1582753081
Synonyms
ValueSource
DiamineChEBI
H2NNH2ChEBI
HydrazinChEBI
N2H4ChEBI
Nitrogen hydrideChEBI
AmerzineHMDB
Catalyzed hydrazineHMDB
DiamideHMDB
DiazaneHMDB
HDZHMDB
Hydrazine (anhydrous)HMDB
Hydrazine (hydrazine sulfate)HMDB
Hydrazine (hydrazine sulphate)HMDB
Hydrazine baseHMDB
Hydrazine solutionHMDB
HydrazinesHMDB
HydrazynaHMDB
LevoxineHMDB
Oxytreat 35HMDB
Scav-ox IIHMDB
ZeroxHMDB
Hydrazine mononitrateHMDB
Hydrazine phosphate (2:1)HMDB
SegidrinHMDB
Hydrazine dihydrochlorideHMDB
Hydrazine monohydrateHMDB
Hydrazine sulfateHMDB
Hydrazine tartrateHMDB
Hydrazine phosphate (1:1)HMDB
Hydrazine sulfate (2:1)HMDB
Hydrazine hydrateHMDB
Hydrazine nitrateHMDB
Hydrazine sulfate (1:1) monosodium saltHMDB
Chemical FormulaH4N2
Average Molecular Weight32.0452
Monoisotopic Molecular Weight32.037448138
IUPAC Namehydrazine
Traditional Namehydrazine
CAS Registry Number302-01-2
SMILES
NN
InChI Identifier
InChI=1S/H4N2/c1-2/h1-2H2
InChI KeyOAKJQQAXSVQMHS-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of inorganic compounds known as homogeneous other non-metal compounds. These are inorganic non-metallic compounds in which the largest atom belongs to the class of 'other non-metals'.
KingdomInorganic compounds
Super ClassHomogeneous non-metal compounds
ClassHomogeneous other non-metal compounds
Sub ClassNot Available
Direct ParentHomogeneous other non-metal compounds
Alternative Parents
Substituents
  • Homogeneous other non metal
  • Hydrazine derivative
Molecular FrameworkNot Available
External Descriptors
Ontology
Physiological effect

Health effect:

Disposition

Route of exposure:

Source:

Biological location:

Process

Industrial process:

Role

Industrial application:

Environmental role:

Biological role:

Physical Properties
StateLiquid
Experimental Properties
PropertyValueReference
Melting Point2 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility1000 mg/mLNot Available
LogP-2.07HANSCH,C ET AL. (1995)
Predicted Properties
PropertyValueSource
logP-1ChemAxon
pKa (Strongest Basic)5.4ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area52.04 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity10.57 m³·mol⁻¹ChemAxon
Polarizability3.25 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-001i-9000000000-7e6c9f4fe38a72218c48Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-001i-9000000000-401f7c59e214d2145c6bSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-001i-9000000000-401f7c59e214d2145c6bSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-001i-9000000000-401f7c59e214d2145c6bSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-001i-9000000000-d34c4424b02bfa4ea545Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-001i-9000000000-d34c4424b02bfa4ea545Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-001i-9000000000-d34c4424b02bfa4ea545Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm
Biospecimen Locations
  • Blood
  • Urine
Tissue Locations
  • Kidney
  • Liver
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodExpected but not QuantifiedNot QuantifiedNot AvailableNot AvailableNormal
      Not Available
details
UrineExpected but not QuantifiedNot QuantifiedNot AvailableNot AvailableNormal
      Not Available
details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB013394
KNApSAcK IDNot Available
Chemspider ID8960
KEGG Compound IDC05361
BioCyc ID4-HYDROXYMETHYLPHENYLHYDRAZINE
BiGG IDNot Available
Wikipedia LinkHydrazine
METLIN IDNot Available
PubChem Compound9321
PDB IDNot Available
ChEBI ID15571
Food Biomarker OntologyNot Available
VMH IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Download (PDF)
General ReferencesNot Available