Record Information
Version1.0
Creation date2011-09-26 22:54:54 UTC
Update date2020-09-17 15:34:46 UTC
Primary IDFDB029710
Secondary Accession NumbersNot Available
Chemical Information
FooDB Namebenzonitrile
DescriptionBenzonitrile, also known as cyanobenzene or phenyl cyanide, belongs to the class of organic compounds known as benzonitriles. These are organic compounds containing a benzene bearing a nitrile substituent. Organic nitriles decompose into cyanide ions both in vivo and in vitro. Benzonitrile is the chemical compound with the formula C6H5(CN), abbreviated PhCN. This aromatic organic compound is a colorless liquid with a sweet almond odour. It is mainly used as a precursor to the resin benzoguanamine. Benzonitrile is a rancid tasting compound and it has been detected, but not quantified, in a few different foods, such as cherry and garden tomato. Benzonitrile is a potentially toxic compound to humans. Benzonitrile is a useful solvent and a versatile precursor to many derivatives such as benzamides and Diphenylketimine. It is produced by ammoxidation of toluene, that is its reaction with ammonia and oxygen (or air) at 400 to 450 °C (752 to 842 °F) (doi:10.1002/14356007.a03_555).
CAS Number100-47-0
Structure
Thumb
Synonyms
SynonymSource
BenzenenitrileChEBI
Benzoic acid nitrileChEBI
C6H5-CNChEBI
CyanobenzeneChEBI
Phenyl cyanideChEBI
Benzoate nitrileGenerator
Predicted Properties
PropertyValueSource
Water Solubility9.25 g/LALOGPS
logP1.55ALOGPS
logP1.83ChemAxon
logS-1.1ALOGPS
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area23.79 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity31.78 m³·mol⁻¹ChemAxon
Polarizability10.83 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC7H5N
IUPAC namebenzonitrile
InChI IdentifierInChI=1S/C7H5N/c8-6-7-4-2-1-3-5-7/h1-5H
InChI KeyJFDZBHWFFUWGJE-UHFFFAOYSA-N
Isomeric SMILESN#CC1=CC=CC=C1
Average Molecular Weight103.1213
Monoisotopic Molecular Weight103.042199165
Classification
Description Belongs to the class of organic compounds known as benzonitriles. These are organic compounds containing a benzene bearing a nitrile substituent.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassBenzonitriles
Direct ParentBenzonitriles
Alternative Parents
Substituents
  • Benzonitrile
  • Nitrile
  • Carbonitrile
  • Organic nitrogen compound
  • Organopnictogen compound
  • Hydrocarbon derivative
  • Organonitrogen compound
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Ontology
Physiological effect

Health effect:

Disposition

Route of exposure:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionNot Available
Melting PointNot Available
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
EI-MSMass Spectrum (Electron Ionization)splash10-0udi-9800000000-d5c0241728a7745a7702Spectrum
GC-MSbenzonitrile, non-derivatized, GC-MS Spectrumsplash10-0udi-8900000000-cdfb666a4d4749562a5cSpectrum
GC-MSbenzonitrile, non-derivatized, GC-MS Spectrumsplash10-003s-9000000000-06fca1d207820656ef9aSpectrum
GC-MSbenzonitrile, non-derivatized, GC-MS Spectrumsplash10-0ufr-9700000000-8050afa6cc9ac952013bSpectrum
GC-MSbenzonitrile, non-derivatized, GC-MS Spectrumsplash10-0udi-3900000000-b00c11fc42a8a2563124Spectrum
GC-MSbenzonitrile, non-derivatized, GC-MS Spectrumsplash10-0udi-9300000000-1a24ace18d57f2a6713bSpectrum
Predicted GC-MSbenzonitrile, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0udi-5900000000-1ff23906521d255176e0Spectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - ESI-ITFT , positivesplash10-00di-9000000000-6ac90d455cfdec9115d8Spectrum
MS/MSLC-MS/MS Spectrum - ESI-ITFT , positivesplash10-0udi-0900000000-d4c7faab0f209a8c6868Spectrum
MS/MSLC-MS/MS Spectrum - ESI-ITFT , positivesplash10-0udi-0900000000-d061e3e41fc5107b4784Spectrum
MS/MSLC-MS/MS Spectrum - ESI-ITFT , positivesplash10-0udi-0900000000-c9d7c714bcf4f5579ef3Spectrum
MS/MSLC-MS/MS Spectrum - ESI-ITFT , positivesplash10-0udi-0900000000-3bc83aa336bbe0a8257eSpectrum
MS/MSLC-MS/MS Spectrum - ESI-ITFT , positivesplash10-0udi-2900000000-aa9b10960fb2a03111f5Spectrum
MS/MSLC-MS/MS Spectrum - ESI-ITFT , positivesplash10-0udi-4900000000-e16f8bb3ab535d3b789cSpectrum
MS/MSLC-MS/MS Spectrum - ESI-ITFT , positivesplash10-0fb9-9800000000-7f2b946f7845f493e509Spectrum
MS/MSLC-MS/MS Spectrum - ESI-ITFT , positivesplash10-004i-9200000000-e7d5990807c1201b2896Spectrum
MS/MSLC-MS/MS Spectrum - ESI-ITFT , positivesplash10-004i-9000000000-695edf453363a989236bSpectrum
MS/MSLC-MS/MS Spectrum - APCI-ITFT , positivesplash10-0udi-0900000000-d4c7faab0f209a8c6868Spectrum
MS/MSLC-MS/MS Spectrum - APCI-ITFT , positivesplash10-0udi-0900000000-d4c7faab0f209a8c6868Spectrum
MS/MSLC-MS/MS Spectrum - APCI-ITFT , positivesplash10-0udi-0900000000-d4c7faab0f209a8c6868Spectrum
MS/MSLC-MS/MS Spectrum - APCI-ITFT , positivesplash10-0udi-0900000000-d4c7faab0f209a8c6868Spectrum
MS/MSLC-MS/MS Spectrum - APCI-ITFT , positivesplash10-0udi-0900000000-74a1a056fd484876efd2Spectrum
MS/MSLC-MS/MS Spectrum - APCI-ITFT , positivesplash10-0udi-3900000000-791150ed0a88f9408388Spectrum
MS/MSLC-MS/MS Spectrum - APCI-ITFT , positivesplash10-0ufr-7900000000-6f7f76ee17b8d8954eaaSpectrum
MS/MSLC-MS/MS Spectrum - APCI-ITFT , positivesplash10-004i-9000000000-4a8521698aeff106f7ceSpectrum
MS/MSLC-MS/MS Spectrum - APCI-ITFT , positivesplash10-004i-9000000000-f9f30a66e3bafd25e8e2Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0udi-0900000000-bb01802d46102f9d59a4Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0udi-0900000000-6ac03bb6e19f3dd5223bSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0udi-7900000000-286e50d353aa02c699b7Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0udi-0900000000-786ecf8ab3f999b67a71Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0udi-0900000000-786ecf8ab3f999b67a71Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0udi-4900000000-3133a956d40baf5f1667Spectrum
NMR
TypeDescriptionView
1D NMR1H NMR SpectrumSpectrum
1D NMR13C NMR SpectrumSpectrum
ChemSpider IDNot Available
ChEMBL IDNot Available
KEGG Compound IDNot Available
Pubchem Compound IDNot Available
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDNot Available
CRC / DFC (Dictionary of Food Compounds) IDNot Available
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet ID100-47-0
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDNot Available
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
Flavours
FlavorCitations
rancid
  1. Arn, H, Acree TE. “Flavornet: A database of aroma compounds based on odor potency in natural products”. Developments in Food Science 40 (1998): 27. doi:10.1016/S0167-4501(98)80029-0
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference