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1,2-Dimethylbenzene (FDB005819)

Record Information
Version1.0
Creation date2010-04-08 22:06:51 UTC
Update date2020-09-17 15:34:44 UTC
Primary IDFDB005819
Secondary Accession NumbersNot Available
Chemical Information
FooDB Name1,2-Dimethylbenzene
DescriptionOrtho-xylene, o-xylene or 1,2-dimethylbenzen is a member of the class of organic compounds called xylenes. Xylenes are aromatic compounds that contain a benzene ring carrying two methyl groups at different positions around the ring. There are three types of xylene isomers, ortho, meta and para xylene. O-Xylene is a clear, colorless, highly flammable liquid that is not soluble in water. Most o-xylene is produced through the cracking of peteroleum. O-xylene is largely used in the production of phthalic anhydride, which is a precursor to many materials, drugs, and other chemicals (doi:10.1002/14356007.a28_433). O-Xylene has a geranium-like odor. In the plant kingdom o-xylene is found in black walnuts and papaya. It has also been detected, but not quantified in several different foods, such as pepper (C. annuum), green bell peppers, parsley, yellow bell peppers, and red bell peppers. Exposure to xylene can occur via inhalation, ingestion, eye or skin contact. It is primarily metabolized in the liver by oxidation of a methyl group and conjugation with glycine to yield methyl hippuric acid, which is then excreted in the urine. Smaller amounts are eliminated unchanged in the exhaled air (PMID: 21180450). If xylene is ingested one's mouth should be rinsed, and vomiting should not be induced. Exposure of pure xylene to eyes can cause redness and pain. Xylenes are not acutely toxic, for example the LD50 (rat, oral) is 4300 mg/kg.
CAS Number95-47-6
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
SynonymSource
Not AvailableNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.2 g/LALOGPS
logP3.16ALOGPS
logP3ChemAxon
logS-2.7ALOGPS
Physiological Charge0ChemAxon
Hydrogen Acceptor Count0ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area0 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity36.14 m³·mol⁻¹ChemAxon
Polarizability12.96 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC8H10
IUPAC name1,2-xylene
InChI IdentifierInChI=1S/C8H10/c1-7-5-3-4-6-8(7)2/h3-6H,1-2H3
InChI KeyCTQNGGLPUBDAKN-UHFFFAOYSA-N
Isomeric SMILESCC1=CC=CC=C1C
Average Molecular Weight106.165
Monoisotopic Molecular Weight106.07825032
Classification
Description Belongs to the class of organic compounds known as o-xylenes. These are aromatic compounds that contain a o-xylene moiety, which is a monocyclic benzene carrying exactly two methyl groups at the 1- and 2-positions.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassXylenes
Direct Parento-Xylenes
Alternative Parents
Substituents
  • O-xylene
  • Aromatic hydrocarbon
  • Unsaturated hydrocarbon
  • Hydrocarbon
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Ontology
Physiological effect

Health effect:

Disposition

Source:

Route of exposure:

Biological location:

Role

Environmental role:

Physico-Chemical Properties
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateliquid
Physical DescriptionNot Available
Mass CompositionNot Available
Melting Point-25.2 oC
Boiling PointNot Available
Experimental Water Solubility0.178 mg/mL at 25 oCSANEMASA,I et al. (1982)
Experimental logP3.12HANSCH,C ET AL. (1995)
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)splash10-052f-9300000000-9030a9b0de39df7365cc2014-09-20View Spectrum
GC-MS1,2-Dimethylbenzene, non-derivatized, GC-MS Spectrumsplash10-0006-9200000000-91162619463de43f7b46Spectrum
GC-MS1,2-Dimethylbenzene, non-derivatized, GC-MS Spectrumsplash10-052f-9300000000-7444c78cfa46f8a9a90eSpectrum
GC-MS1,2-Dimethylbenzene, non-derivatized, GC-MS Spectrumsplash10-0a4i-0900000000-f15325822f4f50e0f099Spectrum
GC-MS1,2-Dimethylbenzene, non-derivatized, GC-MS Spectrumsplash10-0006-9200000000-91162619463de43f7b46Spectrum
GC-MS1,2-Dimethylbenzene, non-derivatized, GC-MS Spectrumsplash10-052f-9300000000-7444c78cfa46f8a9a90eSpectrum
GC-MS1,2-Dimethylbenzene, non-derivatized, GC-MS Spectrumsplash10-0a4i-0900000000-f15325822f4f50e0f099Spectrum
Predicted GC-MS1,2-Dimethylbenzene, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0a4i-7900000000-392b6abb89b281539432Spectrum
Predicted GC-MS1,2-Dimethylbenzene, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MS1,2-Dimethylbenzene, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0a4i-0900000000-7dfff6875bd00f609d902016-08-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a4i-1900000000-89860e0d53bc8dcf7d902016-08-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0kbf-9100000000-c253aaa68babc13818102016-08-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0a4i-0900000000-f15589460cfaed6311482016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4i-0900000000-f15589460cfaed6311482016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4i-8900000000-a4303e6414e4609396f52016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0a4i-2900000000-baa6be6925cfc2a66ea32021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a6u-9300000000-60dd43e9895d0306f01a2021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-00mo-9000000000-83e0928bd11f13cdad5d2021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0a4i-0900000000-861947f0491f909a25882021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4i-0900000000-861947f0491f909a25882021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4i-5900000000-4705a212df4e296fd1c32021-09-24View Spectrum
NMR
TypeDescriptionView
1D NMR1H NMR Spectrum (1D, 400 MHz, CDCl3, experimental)Spectrum
1D NMR13C NMR Spectrum (1D, 25.16 MHz, CDCl3, experimental)Spectrum
1D NMR1H NMR Spectrum (1D, CDCl3, experimental)Spectrum
1D NMR13C NMR Spectrum (1D, CDCl3, experimental)Spectrum
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 ID1-2-DIMETHYLBENZENE|O-XYLENE
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet ID95-47-6
GoodScent IDrw1270341
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
geranium
  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
  2. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference— Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).