Record Information
Version1.0
Creation date2010-04-08 22:08:08 UTC
Update date2015-07-20 22:23:32 UTC
Primary IDFDB008549
Secondary Accession NumbersNot Available
Chemical Information
FooDB Name4'-tert-Butyl-2',6'-dimethyl-3',5'-dinitroacetophenone
Description4'-tert-Butyl-2',6'-dimethyl-3',5'-dinitroacetophenone, also known as 2,6-dimethyl-3,5-dinitro-4-t-butylacetophenone or 2,6-dinitro-3,5-dimethyl-4-acetyl-tert-butylbenzene, belongs to the class of organic compounds known as alkyl-phenylketones. These are aromatic compounds containing a ketone substituted by one alkyl group, and a phenyl group. 4'-tert-Butyl-2',6'-dimethyl-3',5'-dinitroacetophenone is an extremely weak basic (essentially neutral) compound (based on its pKa). 4'-tert-Butyl-2',6'-dimethyl-3',5'-dinitroacetophenone is a dry, fatty, and musky tasting compound.
CAS Number81-14-1
Structure
Thumb
Synonyms
SynonymSource
1-(4-Tert-butyl-2,6-dimethyl-3,5-dinitrophenyl)ethanoneHMDB
1-Acetyl-4-tert-butyl-2,6-dimethyl-3,5-dinitrobenzeneHMDB
1-[4-(1,1-Dimethylethyl)-2,6-dimethyl-3,5-dinitrophenyl]ethanone, 9ciHMDB
2,6-Dimethyl-3,5-dinitro-4-t-butylacetophenoneHMDB
2,6-Dimethyl-3,5-dinitro-4-tert-butylacetophenoneHMDB
2,6-Dinitro-3,5-dimethyl-4-acetyl-tert-butylbenzeneHMDB
2,6-Dinitro-3,5-dimethyl-4-acetyl-tertbutylbenzeneHMDB
2-Acetyl-5-tert-butyl-4,6-dinitroxyleneHMDB
3,5-Dinitro-2,6-dimethyl-4-tert-butyl acetophenoneHMDB
3,5-Dinitro-2,6-dimethyl-4-tert-butylacetophenoneHMDB
4'-Tert-butyl-2', 6'-dimethyl-3',5'-dinitroacetophenoneHMDB
4'-Tert-butyl-2',6'-dimethyl-3',5'-dinitro-acetophenoneHMDB
4-t-Butyl-2,6-dimethyl-3,5-dinitroacetophenoneHMDB
4-Tert-butyl-2,6-dimethyl-3,5-dinitroacetophenoneHMDB
4-Tert-butyl-2,6-dimethyl-3,5-dinitroactophenoneHMDB
4-Tert-butyl-3,5-dinitro-2,6-dimethylacetophenoneHMDB
Acetyl-dinitro-butyl-xyleneHMDB
Dinitro-tert-butylxylyl methyl ketoneHMDB
Ketone moschusHMDB
Ketone muskHMDB
Musk ketoneHMDB
1-(4-(1,1-Dimethylethyl)-2,6-dimethyl-3,5-dinitrophenyl)ethanoneHMDB
1-(4-tert-Butyl-2,6-dimethyl-3,5-dinitrophenyl)ethanonebiospider
1-[4-(1,1-Dimethylethyl)-2,6-dimethyl-3,5-dinitrophenyl]ethanone, 9CIdb_source
2,6-dimethyl-3,5-dinitro-4-t-butylacetophenonebiospider
2,6-DINITRO-3,5-DIMETHYL-4-ACETYL-tert-BUTYLBENZENEbiospider
4-tert-Butyl-2,6-dimethyl-3,5-dinitroacetophenonebiospider
4-tert-Butyl-2,6-dimethyl-3,5-dinitroactophenonebiospider
4-tert-Butyl-3,5-dinitro-2,6-dimethylacetophenonebiospider
4'-tert-Butyl-2', 6'-dimethyl-3',5'-dinitroacetophenonebiospider
Acetophenone, 4'-tert-butyl-2',6'-dimethyl-3',5'-dinitro-biospider
Predicted Properties
PropertyValueSource
Water Solubility0.0046 g/LALOGPS
logP3.28ALOGPS
logP3.98ChemAxon
logS-4.8ALOGPS
pKa (Strongest Acidic)15.83ChemAxon
pKa (Strongest Basic)-7.4ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area108.71 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity79.86 m³·mol⁻¹ChemAxon
Polarizability28.99 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC14H18N2O5
IUPAC name1-(4-tert-butyl-2,6-dimethyl-3,5-dinitrophenyl)ethan-1-one
InChI IdentifierInChI=1S/C14H18N2O5/c1-7-10(9(3)17)8(2)13(16(20)21)11(14(4,5)6)12(7)15(18)19/h1-6H3
InChI KeyWXCMHFPAUCOJIG-UHFFFAOYSA-N
Isomeric SMILESCC(=O)C1=C(C)C(=C(C(=C1C)N(=O)=O)C(C)(C)C)N(=O)=O
Average Molecular Weight294.3031
Monoisotopic Molecular Weight294.121571696
Classification
Description belongs to the class of organic compounds known as alkyl-phenylketones. These are aromatic compounds containing a ketone substituted by one alkyl group, and a phenyl group.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbonyl compounds
Direct ParentAlkyl-phenylketones
Alternative Parents
Substituents
  • Alkyl-phenylketone
  • Acetophenone
  • Nitrotoluene
  • Nitrobenzene
  • Phenylpropane
  • Nitroaromatic compound
  • Benzoyl
  • M-xylene
  • Xylene
  • Aryl alkyl ketone
  • Monocyclic benzene moiety
  • Benzenoid
  • C-nitro compound
  • Organic nitro compound
  • Organic 1,3-dipolar compound
  • Organic oxoazanium
  • Propargyl-type 1,3-dipolar organic compound
  • Allyl-type 1,3-dipolar organic compound
  • Organic nitrogen compound
  • Hydrocarbon derivative
  • Organonitrogen compound
  • Organopnictogen compound
  • Organic oxide
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Source:

Biological location:

Process

Naturally occurring process:

Role

Industrial application:

Biological role:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 57.14%; H 6.16%; N 9.52%; O 27.18%DFC
Melting PointMp 135.5-136°DFC
Boiling PointNot Available
Experimental Water Solubility0.00046 mg/mLTAS,JW et al. (1997)
Experimental logP4.30TAS,JW ET AL. (1997)
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-004i-1390000000-d4f2203212989523e372JSpectraViewer | MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-004i-1390000000-d4f2203212989523e372JSpectraViewer | MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-055f-9760000000-65f9a673b6096b2ce8aaJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0002-0090000000-8d8a5fc4cde1322ecfa8JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-007a-0090000000-c490e29807813b8df33fJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-00dr-1090000000-f9ec8f13c60f4e39a3dbJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0006-0090000000-12160537c076be60653dJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0006-0090000000-dff17135298f99f3e6b5JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-000m-1090000000-8ad04d35f883d043a24fJSpectraViewer
ChemSpider ID6417
ChEMBL IDCHEMBL1877463
KEGG Compound IDNot Available
Pubchem Compound ID6669
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB31865
CRC / DFC (Dictionary of Food Compounds) IDDNB80-U:DNB80-U
EAFUS ID2613
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDrw1008691
SuperScent ID6669
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
musky
  1. Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
fatty
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
musk
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
soapy
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
dry
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
powdery
  1. 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