Showing Compound Card for 1,1-Dimethyl-hydrazine (CDB000493)

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Record Information
Version1.0
Created at2020-03-19 00:39:59 UTC
Updated at2020-11-18 16:35:13 UTC
CannabisDB IDCDB000493
Secondary Accession NumbersNot Available
Cannabis Compound Identification
Common Name1,1-Dimethyl-hydrazine
Description1,1-dimethylhydrazine is a chemical compound, also known as dimazine, belongs to the class of organic compounds known as alkylhydrazines. These are organonitrogen compounds that containing a hydrazine group to which an alkyl group is attached. It is a colorless liquid, with a sharp, fishy, ammonia-like smell, typical for organic amines. 1,1-dimethylhydrazine is a very strong basic compound (based on its pKa). It is miscible with water, ethanol, and kerosene. In concentration between 2.5% and 95% in the air, its vapors are flammable. Symmetrical dimethylhydrazine, 1,2-dimethylhydrazine is also known but is not as useful. 1,1-dimethylhydrazine is a dimethylated derivative of hydrazine and sometimes referred to as a hydrazine. Hydrazine is an inorganic chemical compound with an ammonia-like odor and is derived from the same industrial chemistry processes that manufactures ammonia. Direct alkylation of hydrazines with alkyl halides in the presence of a base affords alkyl-substituted hydrazines, but the reaction is typically inefficient due to poor control on the level of substitution (same as in ordinary amines). The reduction of hydrazones to hydrazines is a clean way to produce 1,1-dialkylated hydrazines. Hydrazines and its methyl derivatives are toxic but LD50 values have not been reported. 1,1-dimethylhydrazine is often used in hypergolic rocket fuels. 1,1-dimethyl-hydrazine has also been identified as a volatile component of Cannabis sativa samples (PMID: 26657499 ).
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
1,1-DimethylhydrazinChEBI
DimazineChEBI
Gem-dimethylhydrazineChEBI
N,N-DimethylhydrazineChEBI
Unsymmetrical dimethylhydrazineChEBI
1,1-DimethyhydrazineHMDB
Dimazine dihydrochlorideHMDB
Dimazine hydrochlorideHMDB
Chemical FormulaC2H8N2
Average Molecular Weight60.1
Monoisotopic Molecular Weight60.0687
IUPAC Name1,1-dimethylhydrazine
Traditional Name1,1-dimethylhydrazine
CAS Registry Number88733-28-2
SMILES
CN(C)N
InChI Identifier
InChI=1S/C2H8N2/c1-4(2)3/h3H2,1-2H3
InChI KeyRHUYHJGZWVXEHW-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as alkylhydrazines. These are organonitrogen compounds that containing a hydrazine group to which an alkyl group is attached.
KingdomOrganic compounds
Super ClassOrganic nitrogen compounds
ClassOrganonitrogen compounds
Sub ClassHydrazines and derivatives
Direct ParentAlkylhydrazines
Alternative Parents
Substituents
  • Alkylhydrazine
  • Organopnictogen compound
  • Hydrocarbon derivative
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Not Available
Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
logPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP-1ALOGPS
logP-0.87ChemAxon
logS1.21ALOGPS
pKa (Strongest Basic)5.88ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area29.26 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity19.18 m³·mol⁻¹ChemAxon
Polarizability7.05 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MS1,1-Dimethyl-hydrazine , non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MS1,1-Dimethyl-hydrazine , non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-03di-9000000000-84ed234b89f2ab3c10492016-06-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-03di-9000000000-14de7790574f76a87fbb2016-06-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-03di-9000000000-f40d82aa19dd370b9fdd2016-06-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0a4i-9000000000-2902ab8dc71d382146702016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4i-9000000000-a34994628221d0c650432016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4l-9000000000-4809cbb2b7220ae22b3c2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-03di-9000000000-deb1feba2b8cd7e680cd2021-10-12View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-03dl-9000000000-bc502ea45be7b72d7e062021-10-12View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-03dl-9000000000-eea67164736f93545ccf2021-10-12View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0a4i-9000000000-268d8f24426d56d278382021-10-12View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4l-9000000000-1813d7a9daa849e54b912021-10-12View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-9000000000-4fee585c563dccc8b6082021-10-12View Spectrum
NMRNot Available
Pathways
Pathways
Protein Targets
EnzymesNot Available
TransportersNot Available
Metal BindingsNot Available
ReceptorsNot Available
Transcriptional FactorsNot Available
Concentrations Data
Not Available
HMDB IDHMDB0244026
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDC00009338
Chemspider ID5756
KEGG Compound IDC19233
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkUnsymmetrical_dimethylhydrazine
METLIN IDNot Available
PubChem Compound5976
PDB IDNot Available
ChEBI ID18853
References
General References
  1. Rice S, Koziel JA: Characterizing the Smell of Marijuana by Odor Impact of Volatile Compounds: An Application of Simultaneous Chemical and Sensory Analysis. PLoS One. 2015 Dec 10;10(12):e0144160. doi: 10.1371/journal.pone.0144160. eCollection 2015. [PubMed:26657499 ]