5-Tert-butyl-2,4,6-trinitro-m-xylene (CHEM003908)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2014-09-17 20:02:41 UTC
Update Date2016-11-09 01:09:14 UTC
Accession NumberCHEM003908
Identification
Common Name5-Tert-butyl-2,4,6-trinitro-m-xylene
ClassSmall Molecule
DescriptionMusk xylene, or 5-tert-butyl-2,4,6-trinitro-m-xylene, was the most widely used of the 'nitro-musks', a type of synthetic musk fragrance, which mimic natural musk. It has been used as a perfume fixative in a wide variety of consumer products, and is still used in some cosmetics and fragrances. Musk xylene was included in 2008 in the European Chemicals Agency (ECHA) list of Substances of Very High Concern (SVHC) due to its being a vPvB substance (very persistent and very bioaccumulative). Substances in the list of SVHCs are those for which ECHA is considering imposing a requirement for authorization for some or all uses.
Contaminant Sources
  • FooDB Chemicals
  • IARC Carcinogens Group 3
  • My Exposome Chemicals
  • OECD HPV Chemicals
  • STOFF IDENT Compounds
  • T3DB toxins
  • ToxCast & Tox21 Chemicals
Contaminant Type
  • Cosmetic Toxin
  • Fragrance Toxin
  • Household Toxin
  • Organic Compound
  • Synthetic Compound
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
1-(1,1-Dimethylethyl)-3,5-dimethyl-2,4,6-trinitrobenzeneChEBI
2,4,6-Trinitro-1,3-dimethyl-5-tert-butylbenzeneChEBI
2,4,6-Trinitro-3,5-dimethyl-1-tert-butylbenzeneChEBI
2,4,6-Trinitro-5-tert-butyl-m-xyleneChEBI
5-Tert-butyl-2,4,6-trinitroxyleneChEBI
Xylene muskChEBI
2,4,6-trinitro-3,5-Dimethyl-tert-butylbenzeneMeSH
Musk xylolMeSH
Chemical FormulaC12H15N3O6
Average Molecular Mass297.264 g/mol
Monoisotopic Mass297.096 g/mol
CAS Registry Number81-15-2
IUPAC Name1-tert-butyl-3,5-dimethyl-2,4,6-trinitrobenzene
Traditional Namemusk xylene
SMILESCC1=C(C(=C(C(C)=C1N(=O)=O)N(=O)=O)C(C)(C)C)N(=O)=O
InChI IdentifierInChI=1S/C12H15N3O6/c1-6-9(13(16)17)7(2)11(15(20)21)8(12(3,4)5)10(6)14(18)19/h1-5H3
InChI KeyXMWRWTSZNLOZFN-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as nitrobenzenes. Nitrobenzenes are compounds containing a nitrobenzene moiety, which consists of a benzene ring with a carbon bearing a nitro group.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassNitrobenzenes
Direct ParentNitrobenzenes
Alternative Parents
Substituents
  • Nitrobenzene
  • Phenylpropane
  • Nitrotoluene
  • Nitroaromatic compound
  • Xylene
  • M-xylene
  • C-nitro compound
  • Organic nitro compound
  • Organic 1,3-dipolar compound
  • Propargyl-type 1,3-dipolar organic compound
  • Allyl-type 1,3-dipolar organic compound
  • Organic oxoazanium
  • Hydrocarbon derivative
  • Organic oxygen compound
  • Organonitrogen compound
  • Organic nitrogen compound
  • Organic oxide
  • Organopnictogen compound
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Biological Properties
StatusDetected and Not Quantified
OriginExogenous
Cellular Locations
  • Membrane
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateSolid
AppearanceWhite powder.
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.0041 g/LALOGPS
logP3.02ALOGPS
logP4.37ChemAxon
logS-4.9ALOGPS
Physiological Charge0ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area137.46 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity76.78 m³·mol⁻¹ChemAxon
Polarizability27.18 ųChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0002-0090000000-f620ffded56b493387caSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0002-0090000000-30c4457a9d23fe3274f0Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00dl-0090000000-f16865b59b7ce72c87fbSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-006x-1090000000-535c45af8686eca3511dSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0002-0090000000-ad592541c3e9fd20bd0fSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0002-0090000000-ba47e6fffee2c1baa38eSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-006y-0090000000-754958f36e68973c4653Spectrum
MSMass Spectrum (Electron Ionization)splash10-001l-9550000000-47416c497c6a8966cd1fSpectrum
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)3, not classifiable as to its carcinogenicity to humans. (1)
Uses/SourcesMusk xylene was the most widely used of the 'nitro-musks', a type of synthetic musk fragrance, which mimic natural musk. It has been used as a perfume fixative in a wide variety of consumer products, and is still used in some cosmetics and fragrances. (Wikipedia)
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
DrugBank IDNot Available
HMDB IDHMDB0254957
FooDB IDFDB029787
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkMusk_xylene
Chemspider ID56123
ChEBI ID77320
PubChem Compound ID62329
Kegg Compound IDC19462
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=23451522
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=23614546