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Record Information
Version4.0
StatusDetected but not Quantified
Creation Date2014-10-08 15:56:15 UTC
Update Date2018-05-20 00:14:39 UTC
HMDB IDHMDB0061869
Secondary Accession Numbers
  • HMDB61869
Metabolite Identification
Common NameAcetonitrile
DescriptionAcetonitrile is the chemical compound with the formula CH3CN. This colourless liquid is the simplest organic nitrile . It is produced mainly as a byproduct of acrylonitrile manufacture. It is used as a polar aprotic solvent in organic synthesis and in the purification of butadiene.
Structure
Thumb
Synonyms
ValueSource
CH3-C#NChEBI
CyanomethaneChEBI
EthanenitrileChEBI
MeCNChEBI
Methyl cyanideChEBI
NCMeChEBI
Acetonitrile, 3H-labeledMeSH
Acetonitrile, 1-(14)C-labeledMeSH
Chemical FormulaC2H3N
Average Molecular Weight41.0519
Monoisotopic Molecular Weight41.026549101
IUPAC Nameacetonitrile
Traditional Nameacetonitrile
CAS Registry Number75-05-8
SMILES
CC#N
InChI Identifier
InChI=1S/C2H3N/c1-2-3/h1H3
InChI KeyWEVYAHXRMPXWCK-UHFFFAOYSA-N
Chemical Taxonomy
DescriptionThis compound belongs to the class of organic compounds known as nitriles. These are compounds having the structure RC#N; thus C-substituted derivatives of hydrocyanic acid, HC#N.
KingdomOrganic compounds
Super ClassOrganic nitrogen compounds
ClassOrganonitrogen compounds
Sub ClassOrganic cyanides
Direct ParentNitriles
Alternative Parents
Substituents
  • Nitrile
  • Carbonitrile
  • Organopnictogen compound
  • Hydrocarbon derivative
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Physiological effect

Health effect:

Disposition

Route of exposure:

Biological location:

Role

Environmental role:

Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
Water Solubility26.1 g/LALOGPS
logP-0.04ALOGPS
logP-0.17ChemAxon
logS-0.2ALOGPS
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area23.79 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity11.62 m³·mol⁻¹ChemAxon
Polarizability4.27 ųChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0006-9000000000-44611647c11b54cc181fView in MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0006-9000000000-bf970518821dd2c06001View in MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0006-9000000000-6af7455c7bc61c954070View in MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0006-9000000000-836514fd6b54edefa88eView in MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0006-9000000000-44611647c11b54cc181fView in MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0006-9000000000-bf970518821dd2c06001View in MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0006-9000000000-6af7455c7bc61c954070View in MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0006-9000000000-836514fd6b54edefa88eView in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0006-9000000000-6e1f4ab882eb15de3317View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0006-9000000000-9f69695bfe2ad813c468View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0006-9000000000-9f69695bfe2ad813c468View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0006-9000000000-9f69695bfe2ad813c468View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0006-9000000000-f33e0a1e80895824a9efView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0006-9000000000-f33e0a1e80895824a9efView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-9000000000-f33e0a1e80895824a9efView in MoNA
MSMass Spectrum (Electron Ionization)splash10-0006-9000000000-6fc27dfe150133064bafView in MoNA
1D NMR1H NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR13C NMR SpectrumNot AvailableView in JSpectraViewer
Biological Properties
Cellular LocationsNot Available
Biospecimen Locations
  • Feces
  • Saliva
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
FecesDetected but not Quantified Adult (>18 years old)Both
Normal
details
SalivaDetected but not Quantified Adult (>18 years old)Not SpecifiedNormal details
Abnormal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
FecesDetected but not Quantified Adult (>18 years old)Both
Campylobacter jejuni infection
details
FecesDetected but not Quantified Adult (>18 years old)Both
Ulcerative Colitis
details
Associated Disorders and Diseases
Disease References
Ulcerative colitis
  1. Garner CE, Smith S, de Lacy Costello B, White P, Spencer R, Probert CS, Ratcliffe NM: Volatile organic compounds from feces and their potential for diagnosis of gastrointestinal disease. FASEB J. 2007 Jun;21(8):1675-88. Epub 2007 Feb 21. [PubMed:17314143 ]
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkAcetonitrile
METLIN IDNot Available
PubChem Compound6342
PDB IDNot Available
ChEBI ID38472
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Hashimoto K: [Toxicology of acetonitrile]. Sangyo Igaku. 1991 Nov;33(6):463-74. [PubMed:1770614 ]
  2. Swanson JR, Krasselt WG: An acetonitrile-related death. J Forensic Sci. 1994 Jan;39(1):271-9. [PubMed:8113708 ]
  3. Strasser CE, Cronje S, Raubenheimer HG: (Acetonitrile-kappaN)penta-carbonyl-tungsten(0). Acta Crystallogr Sect E Struct Rep Online. 2011 Jun 1;67(Pt 6):m772. doi: 10.1107/S1600536811017879. Epub 2011 May 20. [PubMed:21754656 ]
  4. Seo DM, Boyle PD, Henderson WA: Tetra-kis(acetonitrile-kappaN)lithium hexa-fluoridophosphate acetonitrile monosolvate. Acta Crystallogr Sect E Struct Rep Online. 2011 Aug 1;67(Pt 8):m1148. doi: 10.1107/S1600536811027528. Epub 2011 Jul 30. [PubMed:22090907 ]
  5. Benmebarek S, Boudraa M, Bouacida S, Merazig H: 2-(2-Nitro-phenyl-sulfin-yl)acetonitrile. Acta Crystallogr Sect E Struct Rep Online. 2013 Mar 1;69(Pt 3):o432. doi: 10.1107/S1600536813004832. Epub 2013 Feb 23. [PubMed:23476603 ]
  6. Wikipedia [Link]
  7. Wikipedia [Link]
  8. August Van Gysel, Frans Soeterbroeck, Geert Vermeulen, 'Acetonitrile Recycling Process.' U.S. Patent US20080073201, issued March 27, 2008. [Link]
  9. Gisela Olive, Salvador Olive, 'Process for preparing acetonitrile.' U.S. Patent US4058548, issued February, 1976. [Link]
  10. Robert D. Presson, Hsin-Chih Wu, Edward J. Sockell, 'Continuous acetonitrile recovery process.' U.S. Patent US4362603, issued August, 1966. [Link]