Showing Compound Card for 2,6-Dimethylpyridine (CDB005353)

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Record Information
Version1.0
Created at2020-04-27 16:11:42 UTC
Updated at2021-01-04 20:37:39 UTC
CannabisDB IDCDB005353
Secondary Accession NumbersNot Available
Cannabis Compound Identification
Common Name2,6-Dimethylpyridine
Description2,6-Dimethylpyridine, (CH3)2C5H3N, also known as alpha, alpha'-lutidine or 2,6-lutidine, belongs to the class of organic compounds known as methylpyridines. These are organic compounds containing a pyridine ring substituted at one or more positions by a methyl group. 2, 6-Dimethylpyridine is a dimethylated pyridine, also known as lutidines and is one of several dimethyl-substituted derivatives of pyridine. It is a colorless oily liquid with mildly basic properties and a pungent, noxious odor. It is soluble to 27.2% in water at 45.3 ¬∞C. 2,6-Lutidine is a food additive that imparts a nutty aroma when present in solution in very low concentrations.  2,6-Dimethylpyridine has been detected in tea, making it a potential biomarker for the consumption of tea. It is produced industrially by the reaction of formaldehyde, acetaldehyde, and ammonia. The steric effects of the two methyl groups in 2,6-lutidine make it a weak nucleophile and is thus sometimes used as a sterically hindered mild base in organic synthesis. In soil, 2,6-dimethylpyridine is moderately resistant to degradation, like other methylated pyridines, with >30 days required for complete degradation (doi:10.1002/etc.5620050601). 2,6-Dimethylpyridine is a constituent of marijuana smoke ( Ref:DOI ). 2,6-Dimethylpyridine is formed during the combustion of cannabis.
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
2,6-LutidineChEBI
alpha,Alpha'-dimethylpyridineChEBI
alpha,Alpha'-lutidineChEBI
lutChEBI
LutidineChEBI
a,Alpha'-dimethylpyridineGenerator
Α,alpha'-dimethylpyridineGenerator
a,Alpha'-lutidineGenerator
Α,alpha'-lutidineGenerator
2,6-Dimethyl-pyridineHMDB
2,6-DimethypyridineHMDB
2,6-LutideneHMDB
2,6-Lutidine, 8ciHMDB
alpha,Alpha'-lutidinHMDB
FEMA 3540HMDB
HSDB 79HMDB
Chemical FormulaC7H9N
Average Molecular Weight107.15
Monoisotopic Molecular Weight107.0735
IUPAC Name2,6-dimethylpyridine
Traditional Namelutidine
CAS Registry Number108-48-5
SMILES
CC1=CC=CC(C)=N1
InChI Identifier
InChI=1S/C7H9N/c1-6-4-3-5-7(2)8-6/h3-5H,1-2H3
InChI KeyOISVCGZHLKNMSJ-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as methylpyridines. These are organic compounds containing a pyridine ring substituted at one or more positions by a methyl group.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassPyridines and derivatives
Sub ClassMethylpyridines
Direct ParentMethylpyridines
Alternative Parents
Substituents
  • Methylpyridine
  • Heteroaromatic compound
  • Azacycle
  • Organic nitrogen compound
  • Organopnictogen compound
  • Hydrocarbon derivative
  • Organonitrogen compound
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External Descriptors
Ontology
Disposition

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Role

Industrial application:

Biological role:

Physical Properties
StateLiquid
Experimental Properties
PropertyValueReference
Melting Point-6 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility300 mg/mL at 34 °CNot Available
logP1.68Not Available
Predicted Properties
PropertyValueSource
logP1.6ALOGPS
logP1.02ChemAxon
logS-0.08ALOGPS
pKa (Strongest Basic)6.54ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area12.89 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity33.08 m³·mol⁻¹ChemAxon
Polarizability12.54 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
GC-MS2,6-Dimethylpyridine, non-derivatized, GC-MS Spectrumsplash10-0a4i-9700000000-abf9246bc54aec804ce8Spectrum
GC-MS2,6-Dimethylpyridine, non-derivatized, GC-MS Spectrumsplash10-0a4i-9700000000-21f6cd85259c97e309c8Spectrum
GC-MS2,6-Dimethylpyridine, non-derivatized, GC-MS Spectrumsplash10-0a4i-9700000000-abf9246bc54aec804ce8Spectrum
GC-MS2,6-Dimethylpyridine, non-derivatized, GC-MS Spectrumsplash10-0a4i-9700000000-21f6cd85259c97e309c8Spectrum
Predicted GC-MS2,6-Dimethylpyridine, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0a4i-4900000000-ab9bc60c370aee33febfSpectrum
Predicted GC-MS2,6-Dimethylpyridine, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - ESI-ITFT , positivesplash10-0a4i-0900000000-20d8f41814b827b590d52017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - ESI-ITFT , positivesplash10-0006-9400000000-8773930bbd2ae12805142017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - ESI-ITFT , positivesplash10-0006-9000000000-4bd146c289dc841a54882017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - ESI-ITFT , positivesplash10-0a4i-0900000000-20d8f41814b827b590d52017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - ESI-ITFT , positivesplash10-0a4i-0900000000-20d8f41814b827b590d52017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - ESI-ITFT , positivesplash10-0a4i-0900000000-352c0f01108810c08db12017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - ESI-ITFT , positivesplash10-0a4i-0900000000-593d3d6c2ddc13af9d1d2017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - ESI-ITFT , positivesplash10-0a4i-0900000000-0020b1ca2a77aa01ca312017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - ESI-ITFT , positivesplash10-0a4i-1900000000-1d77120610f63cb4b65a2017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - ESI-ITFT , positivesplash10-0a4i-3900000000-697e916148151a1e09122017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - ESI-ITFT , positivesplash10-0a4i-7900000000-3e920c032c5b181fa5cf2017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - ESI-ITFT , positivesplash10-0aou-9600000000-28cd303c8ddcd4a931e62017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - APCI-ITFT , positivesplash10-0a4i-0900000000-20d8f41814b827b590d52017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - APCI-ITFT , positivesplash10-0a4i-0900000000-deaa134af46653d96fed2017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - APCI-ITFT , positivesplash10-0a4i-0900000000-deaa134af46653d96fed2017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - APCI-ITFT , positivesplash10-0a4i-0900000000-f46a1b64d808d3e937c12017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - APCI-ITFT , positivesplash10-0a4i-0900000000-b8cad215383971cfdc7d2017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - APCI-ITFT , positivesplash10-0a4i-0900000000-a97869f23833751a95012017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - APCI-ITFT , positivesplash10-0a4i-1900000000-6d6cdfa62412038cc7b32017-09-14View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0a4i-0900000000-b5b465bf457cee49a0072016-08-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a4i-1900000000-a0df8401e93f9e0e66cd2016-08-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-066r-9200000000-40a876b97fbbdb6de51b2016-08-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0a4i-0900000000-ce4d324bcf8475cc2ea52016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4i-0900000000-962e010c36f1f63235912016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4i-9500000000-7472da01c93f927180722016-08-03View Spectrum
NMRNot Available
Pathways
Pathways
Protein Targets
EnzymesNot Available
TransportersNot Available
Metal BindingsNot Available
ReceptorsNot Available
Transcriptional FactorsNot Available
Concentrations Data
Not Available
HMDB IDHMDB0032972
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB004392
KNApSAcK IDNot Available
Chemspider ID13842613
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia Link2,6-Lutidine
METLIN IDNot Available
PubChem Compound7937
PDB IDNot Available
ChEBI ID32548
References
General ReferencesNot Available