We have found 46590 results matching your criteria.
Please wait while we search...
  1. 1.
    General Material Information
  2. 2.
    PhysChem Properties
  3. 3.
    Occurrences
  4. 4.
    Organoleptic Properties
  5. 5.
    Suppliers
  6. 6.
    Potential Uses
  7. 7.
    Regulatory & Documentation
  8. 8.
    Safety Information
  9. 9.
    Other Information
  10. 10.
    Blenders & Components
  11. 11.
    Literature & References

2,6-lutidine

Chemical Structure

General Material Information

Preferred name 2,6-lutidine
Trivial Name 2,6-Lutidine
Short Description 2,6-dimethylpyridine
Formula C7 H9 N
CAS Number 108-48-5
FEMA Number 3540
Flavis Number 14.065
ECHA Number 203-587-3
FDA UNII 15FQ5D0T3P
Nikkaji Number J5.078D
Beilstein Number 0105690
MDL MFCD00006345
COE Number 11381
Bio Activity Summary External link
NMR Predictor External link
JECFA Food Flavoring 1317 2,6-dimethylpyridine
FDA Patent No longer provide for the use of these seven synthetic flavoring substances
FDA Mainterm 108-48-5 ; 2,6-DIMETHYLPYRIDINE
Synonyms
  • 2,6-dimethyl pyridine
  • alpha,alpha'- dimethyl pyridine
  • 2,6-dimethylpyridin
  • 2,6-dimethylpyridine
  • a-2,6-dimethylpyridine
  • alpha,alpha'- dimethylpyridine
  • alpha,alpha'- lutidine
  • pyridine, 2,6-dimethyl-
  • 2,6-dimethylpyridine
  • α,α′-Lutidine
  • α,α′-Dimethylpyridine
  • NSC 2155

US / EU / FDA / JECFA / FEMA / Scholar / Patents

Google Scholar Start search
Google Books Start search
Google Patents Start search
Perfumer & Flavorists Start search
EU Patents Start search
PubMeb Start search
NCBI Start search

Literature & References

2,6-dimethylpyridine
NIST Chemistry WebBook:Search Inchi
Canada Domestic Sub. List:108-48-5
Pubchem (cid):7937
Pubchem (sid):134970521
Publications by US Patents
3,931,166 - Certain 2,5-dimethyl-3-thiopyrazines
Flavoring agent
Publications by PubMed
Solvate Structures and Spectroscopic Characterization of LiTFSI Electrolytes.
Synthesis of Square-Planar Aluminum(III) Complexes.
N-methylacridinium salts: carbon Lewis acids in frustrated Lewis pairs for σ-bond activation and catalytic reductions.
The direct anti-Markovnikov addition of mineral acids to styrenes.
Conformations of disulfide-intact and -reduced lysozyme ions probed by proton-transfer reactions at various temperatures.
Sterics level the rates of proton transfer to [Ni(XPh){PhP(CH₂CH₂PPh₂)₂}]⁺ (X = O, S or Se).
Batch and continuous flow preparation of Hantzsch 1,4-dihydropyridines under microwave heating and simultaneous real-time monitoring by Raman spectroscopy. An exploratory study.
A dual-emitting Cu6-Cu2-Cu6 cluster as a self-calibrated, wide-range luminescent molecular thermometer.
Synthesis and spectroscopic properties of some new difluoroboron bis-β-diketonate derivatives.
Total syntheses of leuconoxine, leuconodine B, and melodinine E by oxidative cyclic aminal formation and diastereoselective ring-closing metathesis.
Experimental and theoretical study of molecular response of amine bases in organic solvents.
Selective Janus particle assembly at tipping points of thermally-switched wetting.
Oxoammonium salt oxidations of alcohols in the presence of pyridine bases.
Lewis Base Activation of Lewis Acids - Group 13. In Situ Generation and Reaction of Borenium Ions.
Photochemical activity of a key donor-acceptor complex can drive stereoselective catalytic α-alkylation of aldehydes.
Synthesis, characterisation and biological activities of [(p-cym)RuX(pz4lut)]n+ and [{(p-cym)RuX}2(μ-pz4lut)]n+ (X = Cl, H2O and pz4lut = α,α,α',α'-tetra(pyrazol-1-yl)-2,6-lutidine).
Critical behavior of nanoparticle-containing binary liquid mixtures.
Equilibrium and kinetic studies on complex formation and decomposition and the movement of Cu(2+)metal ions within polytopic receptors.
Molecular structure effect of pyridine-based surface ligand on the performance of P3HT:TiO₂ hybrid solar cell.
The hydride-ion affinity of borenium cations and their propensity to activate H2 in frustrated Lewis pairs.
Mechanistic studies into amine-mediated electrophilic arene borylation and its application in MIDA boronate synthesis.
Temperature-dependent assemblies from a 2-D triple-stranded meso-helical layer to a 3-D chain-layer metal-organic framework.
Ethylene/allyl monomer cooligomerization by nickel/phosphine-sulfonate catalysts.
Coordination chemistry of gold catalysts in solution: a detailed NMR study.
A thermodynamic and kinetic study of the heterolytic activation of hydrogen by frustrated borane-amine Lewis pairs.
Unconventional multiple ring structure formation from evaporation-induced self-assembly of polymers.
Tricationic analogues of boroxines and polyborate anions.
[C7H10N][In3Se5]: a layered selenide with two indium coordination environments.
Intramolecular Lewis acid-base pairs based on 4-ethynyl-2,6-lutidine.
Desymmetrizing reductive aldol cyclizations of enethioate derivatives of 1,3-diones catalyzed by a chiral copper hydride.
[Analysis and evaluation of the impurity of felodipine and its tablets].
Heterolytic activation of hydrogen using frustrated Lewis pairs containing tris(2,2',2''-perfluorobiphenyl)borane.
Nucleophilicity parameters of enamides and their implications for organocatalytic transformations.
Synthesis and antimicrobial evaluation of new 1,4-dihydro-4-pyrazolylpyridines and 4-pyrazolylpyridines.
Mechanistic insights into polar monomer insertion polymerization from acrylamides.
Control over the oxidative reactivity of metalloporphyrins. Efficient electrosynthesis of meso,meso-linked zinc porphyrin dimer.
Magnesium hydrides and the dearomatisation of pyridine and quinoline derivatives.
Calcium-mediated dearomatization, C-H bond activation, and allylation of alkylated and benzannulated pyridine derivatives.
Synthesis and biological evaluation of some novel 1,4-dihydropyridines as potential antitubercular agents.
Iododesilylation of TIPS-, TBDPS-, and TBS-substituted alkenes in connection with the synthesis of amphidinolides B/D.
1,6-Bis(chloro-meth-yl)pyridine.
Silver-catalyzed intramolecular chloroamination of allenes: easy access to functionalized 3-pyrroline and pyrrole derivatives.
Copper-catalyzed, aerobic oxidative cross-coupling of alkynes with arylboronic acids: remarkable selectivity in 2,6-lutidine media.
Pyrazolyl methyls prescribe the electronic properties of iron(II) tetra(pyrazolyl)lutidine chloride complexes.
Theoretical study of the mechanism of oxoiron(IV) formation from H2O2 and a nonheme iron(II) complex: O-O cleavage involving proton-coupled electron transfer.
Inversion of particle-stabilized emulsions of partially miscible liquids by mild drying of modified silica particles.
[[(tert-Butyl)dimethylsilyl]oxy]methyl group for sulfur protection.
The pentaphenylborole-2,6-lutidine adduct: a system with unusual thermochromic and photochromic properties.
Molecular clusters in aqueous solutions of pyridine and its methyl derivatives.
Heterogeneously catalyzed efficient hydration of alkynes to ketones by tin-tungsten mixed oxides.
HX addition and photochemical H2 elimination by Ni NHC complexes.
Kinetic and theoretical studies on the protonation of [Ni(2-SC6H4N){PhP(CH2CH2PPh2)2}]+: nitrogen versus sulfur as the protonation site.
Oxidant-free direct coupling of internal alkynes and 2-alkylpyridine via double C-H activations by alkylhafnium complexes.
Reactivity of 2,6-lutidine/BR₃ and pyridine/BR₃ Lewis pairs (R = F, Me, C₆F₅): a density functional study.
Position-specific secondary deuterium isotope effects on basicity of pyridine.
Effect of base pairing on the electrochemical oxidation of guanine.
Structural correlations for (1)H, (13)C and (15)N NMR coordination shifts in Au(III), Pd(II) and Pt(II) chloride complexes with lutidines and collidine.
Tritopic phenanthroline and pyridine tail-tied aza-scorpiands.
Effect of surface curvature on critical adsorption.
Critical Casimir effect in classical binary liquid mixtures.
Platinum-catalyzed intramolecular hydrohydrazination: evidence for alkene insertion into a Pt-N bond.
Effect of bulkiness on reversible substitution reaction at Mn(II) center with concomitant movement of the lattice DMF: observation through single-crystal to single-crystal fashion.
An expedient procedure for the oxidative cleavage of olefinic bonds with PhI(OAc)2, NMO, and catalytic OsO4.
Labeling of an antisense oligonucleotide with [(18)F]FPy5yne.
Exploring the redox reactivity of magnesium porphine. Insight into the origins of electropolymerisation.
Near-stoichiometric conversion of H(2)O(2) to Fe(IV)=O at a nonheme iron(II) center. Insights into the O-O bond cleavage step.
Bioconversion of 2,6-dimethylpyridine to 6-methylpicolinic acid by Exophiala dermatitidis (Kano) de Hoog DA5501 cells grown on n-dodecane.
Synthesis and structural and magnetic characterisation of copper(II) complexes of mixed phosphonate-antimonate ligands.
Mechanistic studies on the formation of linear polyethylene chain catalyzed by palladium phosphine-sulfonate complexes: experiment and theoretical studies.
5-(1,2,3-Triazol-1-yl)tetrazole derivatives of an azidotetrazole via click chemistry.
Hydration modes of an amphiphilic molecule: NMR, FTIR, and theoretical study of the interactions in the water-lutidine system.
Ester hydrolysis by a cyclodextrin dimer catalyst with a tridentate N,N',N''-zinc linking group.
Speciation of ferriprotoporphyrin IX in aqueous and mixed aqueous solution is controlled by solvent identity, pH, and salt concentration.
Complexes of 2,6-dimethylpyridine with water in condensed phases and the dynamical co-operative interactions involving hydrogen bonds.
Free energy of mixing of pyridine and its methyl-substituted derivatives with water, as seen from computer simulations.
DP7, a novel dihydropyridine multidrug resistance reverter, shows only weak inhibitory activity on human CYP3A enzyme(s).
Micelles of a diblock copolymer of styrene and ethylene oxide in mixtures of 2,6-lutidine and water.
Effects of alkylation on deviations from Lennard-Jones collision rates for highly excited aromatic molecules: collisions of methylated pyridines with HOD.
Lutidine/B(C6F5)3: at the boundary of classical and frustrated Lewis pair reactivity.
A series of mononuclear quasi-two-coordinate copper(I) complexes employing a sterically demanding thiolate ligand.
Critical Casimir forces in colloidal suspensions on chemically patterned surfaces.
Evidence of flexibility in the nanoporous iron(iii) carboxylate MIL-89.
Synthesis and coordination properties of an azamacrocyclic Zn(II) chemosensor containing pendent methylnaphthyl groups.
Synthesis of a dialuminum-substituted silicotungstate and the diastereoselective cyclization of citronellal derivatives.
Theoretical studies on the molecular structure and vibrational spectra of some dimethyl substituted pyridine derivatives.
DBFOX-Ph/metal complexes: evaluation as catalysts for enantioselective fluorination of 3-(2-arylacetyl)-2-thiazolidinones.
Cyclen-based bismacrocycles for biological anion recognition. A potentiometric and NMR study of AMP, ADP and ATP nucleotide complexation.
Direct measurement of critical Casimir forces.
2-(6-Methyl-2-pyrid-yl)-1,1-diphenyl-ethanol.
Bile acid-based cyclic bisbenzimidazolium receptors for anion recognition: highly improved receptors for fluoride and chloride ions.
Evaluation of anticancer effects of newly synthesized dihydropyridine derivatives in comparison to verapamil and doxorubicin on T47D parental and resistant cell lines in vitro.
Organocatalytic enantioselective cascade Michael-alkylation reactions: synthesis of chiral cyclopropanes and investigation of unexpected organocatalyzed stereoselective ring opening of cyclopropanes.
Highly beta-selective and direct formation of 2-O-glycosylated glucosides by ring restriction into twist-boat.
Asymmetric fluorination of alpha-aryl acetic acid derivatives with the catalytic system NiCl2-Binap/R3SiOTf/2,6-lutidine.
A new two-dimensional supramolecule composed of mu-2,6-dimethylpyridine-3,5-dicarboxylato-kappa4O3,O3':O5,O5'-bis[chloro(1,10-phenanthroline-kappa2N,N')zinc(II)].
3,5-dibenzoyl-4-(3-phenoxyphenyl)-1,4-dihydro-2,6-dimethylpyridine (DP7): a new multidrug resistance inhibitor devoid of effects on Langendorff-perfused rat heart.
Complexation of the triphosphate anion: tuning the structure of cyclen based macrotricycles with 1,3-dimethylbenzene and 2,6-dimethylpyridine linkers. A potentiometric and NMR study.
Determination of critical indices by "slow" spectroscopy: NMR shifts by statistical thermodynamics and density functional theory calculations.
Solid-phase synthesis of 7-substituted 3H-imidazo[2,1-i]purines.
Indium-catalyzed radical reductions of organic halides with hydrosilanes.
Enantioselective fluorination of tert-butoxycarbonyl lactones and lactams catalyzed by chiral Pd(II)-bisphosphine complexes.
Tetranuclear polybipyridyl complexes of Ru(II) and Mn(II), their electro- and photo-induced transformation into di-mu-oxo Mn(III)Mn(IV) hexanuclear complexes.
Synthesis of molybdenum complexes that contain "hybrid" triamidoamine ligands, [(hexaisopropylterphenyl-NCH2CH2)2NCH2CH2N-aryl]3-, and studies relevant to catalytic reduction of dinitrogen.
Ethyne-bridged (porphinato)zinc(II)-(porphinato)iron(III) complexes: phenomenological dependence of excited-state dynamics upon (porphinato)iron electronic structure.
Nature, structure and strength of the acidic sites of amorphous silica alumina: an IR and NMR study.
Correlations between acidity, surface structure, and catalytic activity of niobium oxide supported on zirconia.
Infrared spectroscopic study on the surface properties of gamma-gallium oxide as compared to those of gamma-alumina.
Acidity, surface structure, and catalytic performance of WO(x) supported on monoclinic zirconia.
Reaction of the acetals with TESOTf-base combination; speculation of the intermediates and efficient mixed acetal formation.
Critical behavior of 2,6-dimethylpyridine-water: measurements of specific heat, dynamic light scattering, and shear viscosity.
Intrinsic acidity of dimethylhalonium ions: evidence for hyperconjugation in dimethylhalonium ylides in the gas phase.
Voltammetric and electrochemical ESR studies of oxidation reactions mediated by tris(4-bromophenyl)amine in acetonitrile.
Solid-phase parallel synthesis of 4-beta-D-ribofuranosylpyrazolo[4,3-d]pyrimidine nucleosides.
Carbon-fluorine bond activation coupled with carbon-hydrogen bond formation alpha to iridium: kinetics, mechanism, and diastereoselectivity.
Kilo-scale synthesis process for 2'-O-(2-methoxyethyl)-pyrimidine derivatives.
Global kinetic model: a case study on the N-oxidation of alkylpyridines.
Kinetics and mechanism of the reactions of [FeCl4]- with PhS- or PhSH in MeCN, and the role of cations containing N-H groups.
Synthesis, structure, and characterization of new mononuclear Mn(II) complexes. Electrochemical conversion into new oxo-bridged Mn(2)(III,IV) complexes. Role of chloride ions.
Studies relevant to catalytic reduction of dinitrogen to ammonia by molybdenum triamidoamine complexes.
2,6-dimethylpyridine as a probe of the strength of Brønsted acid sites: study on zeolites. Application to alumina.
Proton transfer reactions of methylanthracene radical cations with nitrogen-centered bases under non-steady-state conditions. a search for the possible effect of reactant impurities upon the kinetic data.
Electron-transfer mechanism in radical-scavenging reactions by a vitamin E model in a protic medium.
Can simple enones be useful partners for the catalytic stereoselective alkylation of indoles?
Fe/Cr- and Co/Cr-mediated catalytic asymmetric 2-haloallylations of aldehydes.
Unexpected highly chemoselective deprotection of the acetals from aldehydes and not ketones: TESOTf-2,6-lutidine combination.
Improved procedure for the oxidative cleavage of olefins by OsO4-NaIO4.
Controlled redox conversion of new X-ray-Characterized Mono- and dinuclear heptacoordinated Mn(II) complexes into di-micro-oxo-dimanganese core complexes.
Enantioselective total synthesis of (+)-brefeldin A and 7-epi-brefeldin A.
Proton transfer to nickel-thiolate complexes. 2. Rate-limiting intramolecular proton transfer in the reactions of [Ni(SC(6)H(4)R-4)(PhP[CH(2)CH(2)PPh(2)](2))](+) (R = NO(2), Cl, H, Me, or MeO).
Proton transfer to nickel-thiolate complexes. 1. Protonation of [Ni(SC(6)H(4)R-4)(2)(Ph(2)PCH(2)CH(2)PPh(2))] (R = Me, MeO, H, Cl, or NO(2)).
A mechanistic investigation of the polymerization of ethylene catalyzed by neutral Ni(II) complexes derived from bulky anilinotropone ligands.
Adenosylcobinamide plus exogenous, sterically hindered, putative axial bases: a reinvestigation into the cause of record levels of Co-C heterolysis.
Syntheses and solid-state and solution structures of [Ba[(C5Me5)2Ti2F7]2(hmpa)] and [Ba8Ti6F30I2(C5Me5)6(hmpa)6][I3]2.
Novel nevirapine-like inhibitors with improved activity against NNRTI-resistant HIV: 8-heteroarylthiomethyldipyridodiazepinone derivatives.
3,5-Dibenzoyl-4-(3-phenoxyphenyl)-1,4-dihydro-2,6-dimethylpyridine (DP7) as a new multidrug resistance reverting agent devoid of effects on vascular smooth muscle contractility.
An improved method for the capillary gas chromatographic derivatization of polyhydroxylated steroids having tert-hydroxyl groups.
Photoinduced axial ligation and deligation dynamics of nonplanar nickel dodecaarylporphyrins.
The synthesis of carboacycles derived from B,B'-bis(aryl) derivatives of icosahedral ortho-carborane.
Ni(II) bis(oxazoline)-catalyzed enantioselective syn aldol reactions of N-propionylthiazolidinethiones in the presence of silyl triflates.
Microcapsules from starch granules.
Absorption spectrometric study of molecular complex formation between [60]fullerene and a series of methylated pyridines.
Practical protocols for stepwise solid-phase synthesis of cysteine-containing peptides.
A mild method for the formation and in situ reaction of imidoyl chlorides: conversion of pyridine-1-oxides to 2-aminopyridine amides.
Simultaneous separation of common mono- and divalent cations on a calcinated silica gel column by ion chromatography with indirect photometric detection and aromatic monoamines-oxalic acid, containing crown ethers, used as eluent.
Kinetic evidence for intramolecular proton transfer between nickel and coordinated thiolate.
Optically active 1,2-bis(1-arylhydroxymethyl) ferrocene: a new, efficient chiral ligand for scandium-catalyzed asymmetric Diels-Alder reaction.
3,5-dibenzoyl-1,4-dihydropyridines: synthesis and MDR reversal in tumor cells.
Efficient and Expeditious Protocols for the Synthesis of Racemic and Enantiomerically Pure Endocyclic Enecarbamates from N-Acyl Lactams and N-Acyl Pyrrolidines.
Osmium(VI) Nitrido and Osmium(IV) Phosphoraniminato Complexes Containing Schiff Base Ligands.
Coenzyme B(12) Axial-Base Chemical Precedent Studies. Adenosylcobinamide Plus Sterically Hindered Axial-Base Co-C Bond Cleavage Product and Kinetic Studies: Evidence for the Dominance of Axial-Base Transition-State Effects and for Co-N(Axial-Base) Distance-Dependent, Competing sigma and pi Effects.
A Steeply Pyramidal Silylamine: N,O-Dimethyl-N-silylhydroxylamine.
Monomeric Three- and Four-Coordinate Magnesium Amides.
Anodization in oligo(ethylene glycol) as an initial derivatization tool for preparing glassy carbon electrodes covalently modified with amino compounds: effective access to a 2,2,6,6-tetramethylpiperidinyl-1-oxyl (TEMPO)-modified glassy carbon electrode.
Copper-catalyzed coupling of arylboronic acids and amines.
Proton transfer reactions of methylanthracene radical cations with pyridine bases under non-steady-state conditions. Real kinetic isotope effect evidence for extensive tunneling.
The 1,2,4-triazolyl cation: thermolytic and photolytic studies.
Coexistence curve exponent of a binary mixture with a high molecular weight polymer.
N-donor effects on carboxylate binding in mononuclear iron(II) complexes of a sterically hindered benzoate ligand.
Tetrabromo(2,6-dimethylpyridine-N)titanium(IV), a twinned crystal structure
catena-Poly
Stereocontrolled synthesis of piperidine-condensed tricyclic carbapenems (5-azatrinems) and their antibacterial activities.
Derivatives of 1,4-dihydropyridines as modulators of ascorbate-induced lipid peroxidation and high-amplitude swelling of mitochondria, caused by ascorbate, sodium linoleate and sodium pyrophosphate.
Chemical, biochemical and pharmacological activity of the novel sterically hindered platinum co-ordination complex, cis-[amminedichloro(2-methylpyridine)] platinum(II) (AMD473).
H(+)/AuPPh(3)(+) Exchange for the Hydride Complexes CpMoH(CO)(2)(L) (L = PMe(3), PPh(3), CO). Formation and Structure of [Cp(CO)(2)(PMe(3))Mo(AuPPh(3))(2)](+)[BF(4)](-).
The Strong Acidity and the Process for Deprotonation of (eta(6)-Toluene)Fe(H)(2)(SiCl(3))(2).
Photophysical and ab Initio Studies of Mononuclear Copper(I) Complexes.
Synthesis, Characterization, and Crystal Structure of a (&mgr;-Oxo)bis(&mgr;-acetato)diiron(III) Complex with a Dinucleating Hexapyridine Ligand, 1,2-Bis[2-(bis(2-pyridyl)methyl)-6-pyridyl]ethane. The First Example of a Discrete (&mgr;-Oxo)bis(&mgr;-acetato)diiron(III) Complex with a Dinucleating Ligand.
Intensely luminescent immunoreactive conjugates of proteins and dipicolinate-based polymeric Tb (III) chelates.
pH-dependent one- and two-electron oxidation of 3,5-dicarbethoxy-2,6-dimethyl-4-ethyl-1,4-dihydropyridine catalyzed by horseradish peroxidase.
A pyrimido[1,6-a]benzimidazole that enhances DNA cleavage mediated by eukaryotic topoisomerase II: a novel class of topoisomerase II-targeted drugs with cytotoxic potential.
The gas-liquid chromatographic stationary phase properties of liquid organic salts: Anomalous selectivity variation when employing the Rohrschneider/McReynolds system.
Inactivation of cytochrome P450 and inhibition of ferrochelatase by analogues of 3,5-diethoxycarbonyl-1,4-dihydro-2,4,6-trimethylpyridine with 4-nonyl and 4-dodecyl substituents.
Steric factors affecting the discrimination of isomeric and structurally related olefin gases and vapors with a reagent-coated surface acoustic wave sensor.
[Plasmids for biodegradation of 2,6-dimethylpyridine, 2,4-dimethylpyridine, and pyridine in strains of Arthrobacter].
Inhibition of ferrochelatase and accumulation of porphyrins in mouse hepatocyte cultures exposed to porphyrinogenic chemicals.
Competitive interaction of three peroxidizing herbicides with the binding of [3H]acifluorfen to corn etioplast membranes.
Point perturbation analysis of experimental data.
Protoporphyrinogen oxidase inhibition by three peroxidizing herbicides: oxadiazon, LS 82-556 and M&B 39279.
Drug-induced protoporphyria in the olfactory mucosa of the hamster.
Effects of a newly synthetized calcium antagonist, cyclopropylmethyl 4-(3-nitrophenyl) 1,4-dihydro-2,6-dimethylpyridine-3,5-dicarboxylate (MPC-2101), on action potentials of rabbit's myocardial tissues in vitro.
Olfactory cytochrome P-450. Studies with suicide substrates of the haemoprotein.
Isolation of an N-alkylprotoporphyrin IX from chick embryo livers following the administration of 3,5-diethoxycarbonyl-1,4-dihydro-4-ethyl-2,6-dimethylpyridine.
Oligoglyceric acid synthesis by autocondensation of glyceroyl thioester.
N-alkylation of exogenous haem analogues caused by drugs in isolated hepatocytes. Structural isomerism and chirality of the resulting porphyrins.
Sulfide and sulfoxide derivatives of substituted benzimidazoles inhibit acid formation in isolated gastric glands by different mechanisms.
Calcium antagonists: systemic and regional haemodynamic effects in conscious spontaneously hypertensive rats (SHR).
NMR spectroscopic studies of intermediary metabolites of cyclophosphamide. A comprehensive kinetic analysis of the interconversion of cis- and trans-4-hydroxycyclophosphamide with aldophosphamide and the concomitant partitioning of aldophosphamide between irreversible fragmentation and reversible conjugation pathways.
N-alkylation of the haem moiety of cytochrome P-450 caused by substituted dihydropyridines. Preferential attack of different pyrrole nitrogen atoms after induction of various cytochrome P-450 isoenzymes.
Inactivation of L-lactate monooxygenase with 2,3-butanedione and phenylglyoxal.
Condensation of activated diguanylates on a poly(C) template.
[Reactions concerned in tertiary amine N-oxides. IX. Reactions of 3,3'-ethylenedipyridine derivatives with 2,6-lutidine N-oxide (author's transl)].
Optically specific synthesis of estrone and 19-norsteroids from 2,6-lutidine.
Separation of the coprophorphyrin isomers I and III by thin-layer chromatography.
Porphyria-inducing activity of a series of pyridine and dihydropyridine compounds. Investigation in a cell culture system.
Potentiometric titration of heterocyclic nitrogen bases in non-aqueous media.
[Syntheses of methylpyridine derivatives. XXVI. Ring-closure reaction of 3-acylamido-4-chloro-2,6-lutidine with potassium amide in liquid ammonia].
[Synthesis of methylpyridine derivatives. 23. Chlorination of 2,6-lutidine derivatives].
[The reaction of oxyderivatives of 2,6-lutidine 1-oxide with acetic anhydride. Synthesis of methylpyridine derivatives XIV].
Synthesis of methylpyridine derivatives. IX. Reduction of 4-nitro-2, 6-lutidine 1-oxide and 4-nitro-3-picoline 1-oxide.
[Medical application of 2, 6-lutidine. I. Synthesis of 4-aryloxy-3, 5-dinitrolutidine-2, 6].
[Synthesis of uroselectan B from 2,6-lutidine].
[X-ray contrast media. I. Synthesis of iodine compounds from 2,6-lutidine].
[The bromination of 2-picoline, 4-chloro-2-picoline and 4-chloro-2,6-lutidine by means of N-bromosuccinimide].
4-Benzyl-2,6-dimethylpyridine, 1-benzylisoquinoline, 9-benzylacridine, and certain relatives.

Other Information

(IUPAC):Atomic Weights of the Elements 2011 (pdf)
Videos:The Periodic Table of Videos
tgsc:Atomic Weights use for this web site
(IUPAC):Periodic Table of the Elements
FDA Substances Added to Food (formerly EAFUS):View
CHEBI:View
CHEMBL:View
HMDB (The Human Metabolome Database):HMDB32972
FooDB:FDB010959
Export Tariff Code:2933.39.1000
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View
Wikipedia:View
Formulations/Preparations:
99% grade, 98% min. purity grade

PhysChem Properties

Material listed in food chemical codex No
Molecular weight 107.15573120117
Specific gravity @ 25 °C
Pounds per Gallon 7.63 to 7.68
Refractive Index 1.495 to 1.501 @ 20 °C
Boiling Point 143 to 145°C @ 760 mm Hg
Vapor Pressure 6.524 mmHg @ 25 °C
Flash Point TCC Value 33.33 °C TCC
logP (o/w) 1.68
Solubility
alcohol Yes
water, 300000 mg/L @ 34C (exp) Yes
water No

Organoleptic Properties

Odor Type: Nutty
nutty, ammoniacal, woody, bready, cocoa, oily, fishy, vegetable
Substantivity 4 Hour(s)
General comment At 1.00 % in dipropylene glycol. nutty amine woody bready cocoa oily
Mosciano, Gerard P&F 15, No. 2, 69, (1990) Nutty, amine, woody, bready and vegetable-like
Flavor Type: Nutty
nutty, coffee, cocoa, musty, bready, meaty
Mosciano, Gerard P&F 15, No. 2, 69, (1990) At 20.00 ppm. Nutty, coffee, cocoa, musty, bready and meaty

Occurrences

Potential Uses

Applications
Odor purposes Tobacco
Flavoring purposes Bread , Chocolate cocoa , Coffee , Maple , Nut , Vegetable , Yeast

Safety Information

Safety information

Preferred SDS: View
European information :
Most important hazard(s):
Xn - Harmful.
R 10 - Flammable.
R 22 - Harmful if swallowed.
R 36/37/38 - Irritating to eyes, respiratory system, and skin.
S 02 - Keep out of the reach of children.
S 16 - Keep away from sources of ignition - No Smoking.
S 20/21 - When using do not eat, drink or smoke.
S 24/25 - Avoid contact with skin and eyes.
S 26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S 36/39 - Wear suitable clothing and eye/face protection.
Hazards identification
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
Pictogram
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
oral-rat LD50 400 mg/kg
"Prehled Prumyslove Toxikologie; Organicke Latky," Marhold, J., Prague, Czechoslovakia, Avicenum, 1986Vol. -, Pg. 845, 1986.

Dermal Toxicity:
skin-guinea pig LD50 2500 mg/kg
"Prehled Prumyslove Toxikologie; Organicke Latky," Marhold, J., Prague, Czechoslovakia, Avicenum, 1986Vol. -, Pg. 845, 1986.

Inhalation Toxicity:
inhalation-rat LCLo 7500 ppm/1H
"Prehled Prumyslove Toxikologie; Organicke Latky," Marhold, J., Prague, Czechoslovakia, Avicenum, 1986Vol. -, Pg. 845, 1986.

Safety in use information

Category:
flavor and fragrance agents
RIFM Fragrance Material Safety Assessment: Search
IFRA Code of Practice Notification of the 49th Amendment to the IFRA Code of Practice
Recommendation for 2,6-lutidine usage levels up to:
0.2000 % in the fragrance concentrate.
Maximised Survey-derived Daily Intakes (MSDI-EU): 0.26 (μg/capita/day)
Maximised Survey-derived Daily Intakes (MSDI-USA): 0.007 (μg/capita/day)
Structure Class: II
Use levels for FEMA GRAS flavoring substances on which the FEMA Expert Panel based its judgments that the substances are generally recognized as safe (GRAS).
The Expert Panel also publishes separate extensive reviews of scientific information on all FEMA GRAS flavoring substances and can be found at FEMA Flavor Ingredient Library
publication number: 11
Click here to view publication 11
average usual ppmaverage maximum ppm
baked goods: -10.00000
beverages(nonalcoholic): --
beverages(alcoholic): --
breakfast cereal: --
cheese: --
chewing gum: --
condiments / relishes: --
confectionery froastings: -3.00000
egg products: --
fats / oils: --
fish products: --
frozen dairy: --
fruit ices: --
gelatins / puddings: -3.00000
granulated sugar: --
gravies: -5.00000
hard candy: --
imitation dairy: --
instant coffee / tea: -0.15000
jams / jellies: --
meat products: -5.00000
milk products: --
nut products: -5.00000
other grains: --
poultry: --
processed fruits: --
processed vegetables: --
reconstituted vegetables: --
seasonings / flavors: --
snack foods: -10.00000
soft candy: --
soups: -5.00000
sugar substitutes: --
sweet sauces: --

Safety references

European Food Safety Athority(EFSA):Flavor usage levels; Subacute, Subchronic, Chronic and Carcinogenicity Studies; Developmental / Reproductive Toxicity Studies; Genotoxicity Studies...

European Food Safety Authority (EFSA) reference(s):

Opinion of the Scientific Panel on food additives, flavourings, processing aids and materials in contact with food (AFC) related to Flavouring Group Evaluation 24 (FGE.24): Pyridine, pyrrole, indole and quinoline derivatives from chemical group 28 (Commission Regulation (EC) No 1565/2000 of 18 July 2000)
View page or View pdf

Pyridine, pyrrole, indole and quinoline derivatives from chemical group 28 Flavouring Group Evaluation 24, Revision 1 - Scientific Opinion of the Panel on Food Additives, Flavourings, Processing Aids and Materials in contact with Food (AFC)
View page or View pdf

Flavouring Group Evaluation 77 (FGE77) [1] - Consideration of Pyridine, Pyrrole and Quinoline Derivatives evaluated by JECFA (63rd meeting) structurally related to Pyridine, Pyrrole, Indole and Quinoline Derivatives evaluated by EFSA in FGE.24Rev1 (2008)
View page or View pdf

Scientific Opinion on Flavouring Group Evaluation 77, Revision 2 (FGE.77Rev2): Consideration of Pyridine, Pyrrole and Quinoline Derivatives evaluated by JECFA (63rd meeting) structurally related to Pyridine, Pyrrole, Indole and Quinoline Derivatives evaluated by EFSA in FGE.24Rev2 (2013)
View page or View pdf

Safety and efficacy of pyridine and pyrrole derivatives belonging to chemical group 28 when used as flavourings for all animal species
View page or View pdf

Scientific opinion on flavouring group evaluation 77, revision 3 (FGE.77Rev3): consideration of pyridine, pyrrole and quinoline derivatives evaluated by JECFA (63rd meeting) structurally related to pyridine, pyrrole, indole and quinoline derivatives evaluated by EFSA in FGE.24Rev2
View page or View pdf

EPI System: View
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA Substance Registry Services (TSCA):108-48-5
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :7937
National Institute of Allergy and Infectious Diseases:Data
WISER:UN 1993
WGK Germany:3
2,6-dimethylpyridine
Chemidplus:0000108485
EPA/NOAA CAMEO:hazardous materials
RTECS:OK9700000 for cas# 108-48-5