AFCDB: 1,2-Dimethylbenzene (FDB005819)

Record Information

Version

1.0

Creation date

2010-04-08 22:06:51 UTC

Update date

2020-09-17 15:34:44 UTC

Primary ID

FDB005819

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

1,2-Dimethylbenzene

Description

Ortho-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 Number

95-47-6

Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym	Source
Not Available	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	0.2 g/L	ALOGPS
logP	3.16	ALOGPS
logP	3	ChemAxon
logS	-2.7	ALOGPS
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	0	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	0 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	36.14 m³·mol⁻¹	ChemAxon
Polarizability	12.96 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

C8H10

IUPAC name

1,2-xylene

InChI Identifier

InChI=1S/C8H10/c1-7-5-3-4-6-8(7)2/h3-6H,1-2H3

InChI Key

CTQNGGLPUBDAKN-UHFFFAOYSA-N

Isomeric SMILES

CC1=CC=CC=C1C

Average Molecular Weight

106.165

Monoisotopic Molecular Weight

106.07825032

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.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Xylenes

Direct Parent

o-Xylenes

Alternative Parents

Substituents

O-xylene
Aromatic hydrocarbon
Unsaturated hydrocarbon
Hydrocarbon
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

xylene (CHEBI:28063 )
an aromatic compound (CPD-1421 )

Ontology

Sludge

Route of exposure:

Parenteral:

Enteral:

Ingestion

Biological location:

Subcellular:

Biofluid and excreta:

Role

Environmental role:

Physico-Chemical Properties - Experimental

Property	Value	Reference
Physical state	liquid
Physical Description	Not Available
Mass Composition	Not Available
Melting Point	-25.2 oC
Boiling Point	Not Available
Experimental Water Solubility	0.178 mg/mL at 25 oC	SANEMASA,I et al. (1982)
Experimental logP	3.12	HANSCH,C ET AL. (1995)
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)	splash10-052f-9300000000-9030a9b0de39df7365cc	2014-09-20	View Spectrum
GC-MS	1,2-Dimethylbenzene, non-derivatized, GC-MS Spectrum	splash10-0006-9200000000-91162619463de43f7b46	Spectrum
GC-MS	1,2-Dimethylbenzene, non-derivatized, GC-MS Spectrum	splash10-052f-9300000000-7444c78cfa46f8a9a90e	Spectrum
GC-MS	1,2-Dimethylbenzene, non-derivatized, GC-MS Spectrum	splash10-0a4i-0900000000-f15325822f4f50e0f099	Spectrum
GC-MS	1,2-Dimethylbenzene, non-derivatized, GC-MS Spectrum	splash10-0006-9200000000-91162619463de43f7b46	Spectrum
GC-MS	1,2-Dimethylbenzene, non-derivatized, GC-MS Spectrum	splash10-052f-9300000000-7444c78cfa46f8a9a90e	Spectrum
GC-MS	1,2-Dimethylbenzene, non-derivatized, GC-MS Spectrum	splash10-0a4i-0900000000-f15325822f4f50e0f099	Spectrum
Predicted GC-MS	1,2-Dimethylbenzene, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0a4i-7900000000-392b6abb89b281539432	Spectrum
Predicted GC-MS	1,2-Dimethylbenzene, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	1,2-Dimethylbenzene, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0a4i-0900000000-7dfff6875bd00f609d90	2016-08-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0a4i-1900000000-89860e0d53bc8dcf7d90	2016-08-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0kbf-9100000000-c253aaa68babc1381810	2016-08-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0a4i-0900000000-f15589460cfaed631148	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0a4i-0900000000-f15589460cfaed631148	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a4i-8900000000-a4303e6414e4609396f5	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0a4i-2900000000-baa6be6925cfc2a66ea3	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0a6u-9300000000-60dd43e9895d0306f01a	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-00mo-9000000000-83e0928bd11f13cdad5d	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0a4i-0900000000-861947f0491f909a2588	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0a4i-0900000000-861947f0491f909a2588	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a4i-5900000000-4705a212df4e296fd1c3	2021-09-24	View Spectrum

NMR

Type	Description	View
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CDCl₃, experimental)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 25.16 MHz, CDCl₃, experimental)	Spectrum
1D NMR	¹H NMR Spectrum (1D, CDCl₃, experimental)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 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

1-2-DIMETHYLBENZENE|O-XYLENE

BIGG ID

Not Available

KNApSAcK ID

Not Available

HET ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

Flavornet ID

95-47-6

GoodScent ID

rw1270341

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
geranium	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 The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.

Files

MSDS

Not Available

References

Synthesis Reference

Not Available

General Reference

Not Available

Content Reference

— Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).

1,2-Dimethylbenzene (FDB005819)

Structure for FDB005819 (1,2-Dimethylbenzene)