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1,2-Dimethoxybenzene (FDB008865)

Record Information
Version1.0
Creation date2010-04-08 22:08:17 UTC
Update date2020-09-17 15:35:34 UTC
Primary IDFDB008865
Secondary Accession NumbersNot Available
Chemical Information
FooDB Name1,2-Dimethoxybenzene
DescriptionO-dimethyl hydroquinone or 1,2-dimethoxybenzene commonly known as veratrole, is a chemical compound with the formula C6H4(OCH3)2. It is the dimethyl ether derived from pyrocatechol. It is one of three isomers of dimethoxybenzene. Veratrole is a colorless liquid, with a pleasant odor and slightly soluble in water, but miscible in all organic solvents. It is found in raw and cooked foods, such as cheeses, grapes, corn and asparagus. Veratrole is a food additive listed in the EAFUS food Additive Database (Jan 2001). It is a building block for the organic synthesis of other aromatic compounds. Veratrole is relatively electron-rich and thus readily undergoes electrophilic substitution.
CAS Number91-16-7
Structure
Thumb
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Synonyms
SynonymSource
Not AvailableNot Available
Predicted Properties
PropertyValueSource
Water Solubility1.42 g/LALOGPS
logP2.1ALOGPS
logP1.66ChemAxon
logS-2ALOGPS
pKa (Strongest Basic)-4.6ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area18.46 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity38.98 m³·mol⁻¹ChemAxon
Polarizability14.65 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC8H10O2
IUPAC name1,2-dimethoxybenzene
InChI IdentifierInChI=1S/C8H10O2/c1-9-7-5-3-4-6-8(7)10-2/h3-6H,1-2H3
InChI KeyABDKAPXRBAPSQN-UHFFFAOYSA-N
Isomeric SMILESCOC1=CC=CC=C1OC
Average Molecular Weight138.1638
Monoisotopic Molecular Weight138.068079564
Classification
Description Belongs to the class of organic compounds known as dimethoxybenzenes. These are organic aromatic compounds containing a monocyclic benzene moiety carrying exactly two methoxy groups.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassMethoxybenzenes
Direct ParentDimethoxybenzenes
Alternative Parents
Substituents
  • O-dimethoxybenzene
  • Dimethoxybenzene
  • Phenoxy compound
  • Phenol ether
  • Anisole
  • Alkyl aryl ether
  • Ether
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organooxygen compound
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Ontology
Disposition

Route of exposure:

Source:

Biological location:

Role

Industrial application:

Physico-Chemical Properties
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateLiquid
Physical DescriptionNot Available
Mass CompositionC 69.55%; H 7.29%; O 23.16%DFC
Melting PointMp 22.5°DFC
Boiling PointBp10 88-90°DFC
Experimental Water SolubilityNot Available
Experimental logP1.60HANSCH,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)splash10-0f9j-9300000000-84232d2a7771f5297e192015-03-01View Spectrum
GC-MS1,2-Dimethoxybenzene, non-derivatized, GC-MS Spectrumsplash10-000j-9500000000-ba3df3a0cec54fd4ddb1Spectrum
GC-MS1,2-Dimethoxybenzene, non-derivatized, GC-MS Spectrumsplash10-000i-9600000000-f768976db437187c3fe9Spectrum
GC-MS1,2-Dimethoxybenzene, non-derivatized, GC-MS Spectrumsplash10-000i-0900000000-9ce5b11ff09d03512069Spectrum
GC-MS1,2-Dimethoxybenzene, non-derivatized, GC-MS Spectrumsplash10-000i-7900000000-074bcd0c663f55639243Spectrum
GC-MS1,2-Dimethoxybenzene, non-derivatized, GC-MS Spectrumsplash10-000j-9500000000-f6904476f7cfb2482f90Spectrum
GC-MS1,2-Dimethoxybenzene, non-derivatized, GC-MS Spectrumsplash10-0f96-9100000000-82821a5bc5bbc4df87beSpectrum
GC-MS1,2-Dimethoxybenzene, non-derivatized, GC-MS Spectrumsplash10-000j-9500000000-ba3df3a0cec54fd4ddb1Spectrum
GC-MS1,2-Dimethoxybenzene, non-derivatized, GC-MS Spectrumsplash10-000i-9600000000-f768976db437187c3fe9Spectrum
GC-MS1,2-Dimethoxybenzene, non-derivatized, GC-MS Spectrumsplash10-000i-0900000000-9ce5b11ff09d03512069Spectrum
GC-MS1,2-Dimethoxybenzene, non-derivatized, GC-MS Spectrumsplash10-000i-7900000000-074bcd0c663f55639243Spectrum
GC-MS1,2-Dimethoxybenzene, non-derivatized, GC-MS Spectrumsplash10-000j-9500000000-f6904476f7cfb2482f90Spectrum
GC-MS1,2-Dimethoxybenzene, non-derivatized, GC-MS Spectrumsplash10-0f96-9100000000-82821a5bc5bbc4df87beSpectrum
Predicted GC-MS1,2-Dimethoxybenzene, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-000i-6900000000-3def7a8de562d9ad8c38Spectrum
Predicted GC-MS1,2-Dimethoxybenzene, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - Orbitrap 0V, positivesplash10-000i-0900000000-59a80da831843d5184e12020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 0V, positivesplash10-000i-0900000000-d543225601eac501e4802020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 1V, positivesplash10-000i-0900000000-0dc8d9858fc1f6303e922020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 1V, positivesplash10-000i-0900000000-2083d26506807f5733cd2020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 1V, positivesplash10-000i-0900000000-da241afd8465683b43382020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 2V, positivesplash10-0079-0900000000-6a74d1e3dd466db538772020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 2V, positivesplash10-0079-0900000000-608cccb6ae052653a61b2020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 3V, positivesplash10-00dr-0900000000-4dd50241a6ad9dc071202020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 3V, positivesplash10-00dr-0900000000-2df36af936932591c82d2020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 3V, positivesplash10-00dr-0900000000-0c8975f2c2c954725d972020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 4V, positivesplash10-00di-1900000000-408b3a6fa1dcb4b736b12020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 5V, positivesplash10-0ab9-3900000000-37537f5395c7cdd9d04e2020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 6V, positivesplash10-0a4i-6900000000-b34376ed4e790654e6162020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 8V, positivesplash10-0a59-9400000000-4b20048c8c78431c945e2020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 9V, positivesplash10-001i-9100000000-75adf0e079ec008653ec2020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 12V, positivesplash10-0f89-9000000000-f5043fce7ffa5ce956c72020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - n/a 9V, positivesplash10-00di-0900000000-66be3b4be4fff2fa073b2020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - n/a 9V, positivesplash10-004i-9000000000-a6d296f4cff997d26f262020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - n/a 9V, positivesplash10-0a4i-0900000000-551ac0f723bcc2798d252020-07-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-000i-0900000000-fca0b605e8d5224b20a62016-08-02View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-000i-0900000000-065ed98981a51fc3722f2016-08-02View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0udi-9300000000-ee666f72073d7c63af1b2016-08-02View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-000i-0900000000-6dd2938f60d4205e97a62016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-000i-0900000000-1c3155acdb826f8cb3852016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0ki7-9200000000-9b9c41d6b2a64125ccf02016-08-03View Spectrum
NMR
TypeDescriptionView
1D NMR1H NMR Spectrum (1D, 90 MHz, CDCl3, experimental)Spectrum
1D NMR13C NMR Spectrum (1D, 25.16 MHz, CDCl3, experimental)Spectrum
1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)Spectrum
ChemSpider ID13861009
ChEMBL IDNot Available
KEGG Compound IDNot Available
Pubchem Compound ID7043
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB32139
CRC / DFC (Dictionary of Food Compounds) IDDZR85-H:DZR85-H
EAFUS ID951
Dr. Duke ID1,2-DIMETHOXY-BENZENE
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDrw1040471
SuperScent ID7043
Wikipedia ID1,2-Dimethoxybenzene
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
creamy
  1. Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
  2. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
sweet
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
vanilla
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
phenolic
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
musty
  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— Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).