AFCDB: benzonitrile (FDB029710)

Record Information

Version

1.0

Creation date

2011-09-26 22:54:54 UTC

Update date

2020-09-17 15:34:46 UTC

Primary ID

FDB029710

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

benzonitrile

Description

Benzonitrile, 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 Number

100-47-0

Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym	Source
Not Available	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	9.25 g/L	ALOGPS
logP	1.55	ALOGPS
logP	1.83	ChemAxon
logS	-1	ALOGPS
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	23.79 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	31.78 m³·mol⁻¹	ChemAxon
Polarizability	10.83 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Chemical Formula

C7H5N

IUPAC name

benzonitrile

InChI Identifier

InChI=1S/C7H5N/c8-6-7-4-2-1-3-5-7/h1-5H

InChI Key

JFDZBHWFFUWGJE-UHFFFAOYSA-N

Isomeric SMILES

N#CC1=CC=CC=C1

Average Molecular Weight

103.1213

Monoisotopic Molecular Weight

103.042199165

Classification

Description

Belongs to the class of organic compounds known as benzonitriles. These are organic compounds containing a benzene bearing a nitrile substituent.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzonitriles

Direct Parent

Benzonitriles

Alternative Parents

Substituents

Benzonitrile
Nitrile
Carbonitrile
Organic nitrogen compound
Organopnictogen compound
Hydrocarbon derivative
Organonitrogen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

nitrile (CHEBI:27991 )
benzenes (CHEBI:27991 )

Ontology

Physiological effect

Health effect:

Health condition:

Coma

Respiratory, thoracic and mediastinal disorders:

Apnea

Nervous system disorders:

Seizure

Psychiatric disorders:

Confusion

Ear and labyrinth disorders:

Vertigo

General disorders and administration site conditions:

Pain

Cardiac disorders:

Cardiac arrest

Gastrointestinal disorders:

Vomiting

Ingestion

Physico-Chemical Properties - Experimental

Property	Value	Reference
Physical state	Not Available
Physical Description	Not Available
Mass Composition	Not Available
Melting Point	Not Available
Boiling Point	Not Available
Experimental Water Solubility	Not Available
Experimental logP	Not Available
Experimental pKa	Not Available
Isoelectric point	Not Available
Charge	Not Available
Optical Rotation	Not Available
Spectroscopic UV Data	Not Available
Density	Not Available
Refractive Index	Not Available

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
EI-MS	Mass Spectrum (Electron Ionization)	splash10-0udi-9800000000-d5c0241728a7745a7702	2014-09-20	View Spectrum
GC-MS	benzonitrile, non-derivatized, GC-MS Spectrum	splash10-0udi-8900000000-cdfb666a4d4749562a5c	Spectrum
GC-MS	benzonitrile, non-derivatized, GC-MS Spectrum	splash10-003s-9000000000-06fca1d207820656ef9a	Spectrum
GC-MS	benzonitrile, non-derivatized, GC-MS Spectrum	splash10-0ufr-9700000000-8050afa6cc9ac952013b	Spectrum
GC-MS	benzonitrile, non-derivatized, GC-MS Spectrum	splash10-0udi-3900000000-b00c11fc42a8a2563124	Spectrum
GC-MS	benzonitrile, non-derivatized, GC-MS Spectrum	splash10-0udi-9300000000-1a24ace18d57f2a6713b	Spectrum
Predicted GC-MS	benzonitrile, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0udi-5900000000-1ff23906521d255176e0	Spectrum

MS/MS

Type	Description	Splash Key	View
MS/MS	LC-MS/MS Spectrum - ESI-ITFT , positive	splash10-00di-9000000000-6ac90d455cfdec9115d8	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - ESI-ITFT , positive	splash10-0udi-0900000000-d4c7faab0f209a8c6868	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - ESI-ITFT , positive	splash10-0udi-0900000000-d061e3e41fc5107b4784	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - ESI-ITFT , positive	splash10-0udi-0900000000-c9d7c714bcf4f5579ef3	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - ESI-ITFT , positive	splash10-0udi-0900000000-3bc83aa336bbe0a8257e	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - ESI-ITFT , positive	splash10-0udi-2900000000-aa9b10960fb2a03111f5	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - ESI-ITFT , positive	splash10-0udi-4900000000-e16f8bb3ab535d3b789c	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - ESI-ITFT , positive	splash10-0fb9-9800000000-7f2b946f7845f493e509	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - ESI-ITFT , positive	splash10-004i-9200000000-e7d5990807c1201b2896	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - ESI-ITFT , positive	splash10-004i-9000000000-695edf453363a989236b	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - APCI-ITFT , positive	splash10-0udi-0900000000-d4c7faab0f209a8c6868	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - APCI-ITFT , positive	splash10-0udi-0900000000-d4c7faab0f209a8c6868	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - APCI-ITFT , positive	splash10-0udi-0900000000-d4c7faab0f209a8c6868	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - APCI-ITFT , positive	splash10-0udi-0900000000-d4c7faab0f209a8c6868	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - APCI-ITFT , positive	splash10-0udi-0900000000-74a1a056fd484876efd2	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - APCI-ITFT , positive	splash10-0udi-3900000000-791150ed0a88f9408388	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - APCI-ITFT , positive	splash10-0ufr-7900000000-6f7f76ee17b8d8954eaa	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - APCI-ITFT , positive	splash10-004i-9000000000-4a8521698aeff106f7ce	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - APCI-ITFT , positive	splash10-004i-9000000000-f9f30a66e3bafd25e8e2	2017-09-14	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0udi-0900000000-bb01802d46102f9d59a4	2016-06-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0udi-0900000000-6ac03bb6e19f3dd5223b	2016-06-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0udi-7900000000-286e50d353aa02c699b7	2016-06-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0udi-0900000000-786ecf8ab3f999b67a71	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0udi-0900000000-786ecf8ab3f999b67a71	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0udi-4900000000-3133a956d40baf5f1667	2016-08-03	View Spectrum

NMR

Type	Description		View
1D NMR	¹H NMR Spectrum (1D, 90 MHz, CDCl₃, experimental)		Spectrum
1D NMR	¹³C NMR Spectrum (1D, 15.09 MHz, CDCl₃, experimental)		Spectrum

External Links

ChemSpider ID

Not Available

ChEMBL ID

Not Available

KEGG Compound ID

Not Available

Pubchem Compound ID

Not Available

Pubchem Substance ID

Not Available

ChEBI ID

Not Available

Phenol-Explorer ID

Not Available

DrugBank ID

Not Available

HMDB ID

Not Available

CRC / DFC (Dictionary of Food Compounds) ID

Not Available

EAFUS ID

Not Available

Dr. Duke ID

Not Available

BIGG ID

Not Available

KNApSAcK ID

Not Available

HET ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

Flavornet ID

100-47-0

GoodScent ID

Not Available

SuperScent ID

Not Available

Wikipedia ID

Not Available

Phenol-Explorer Metabolite ID

Not Available

Duplicate IDS

Not Available

Old DFC IDS

Not Available

Associated Foods

Food	Content Range	Average	Reference
Food			Reference

Biological Effects and Interactions

Health Effects / Bioactivities

Not Available

Enzymes

Not Available

Pathways

Not Available

Metabolism

Not Available

Biosynthesis

Not Available

Organoleptic Properties

Flavours

Flavor	Citations
rancid	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

MSDS

Not Available

References

Synthesis Reference

Not Available

General Reference

Not Available

Content Reference

benzonitrile (FDB029710)

Structure for FDB029710 (benzonitrile)