2,6-Dimethylpyridine
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Identifiers
CAS number
108-48-5Molecular formula
C7H9NSMILES
CC1=NC(=CC=C1)C
Safety labels
Flammable
Irritant -
Odor profile
Fragrance Green 81.64% Fishy 64.15% Nutty 55.8% Herbal 51.9% Animal 50.03% Musty 49.2% Earthy 47.41% Vegetable 46.62% Woody 46.32% Tobacco 43.6% Flavor Nutty 53.81% Cocoa 47.87% Woody 47.56% Roasted 40.18% Coffee 36.46% Oily 30.34% Musty 29.89% Roast 27.72% Meaty 27.12% Leather 26.82% Odor impact est.
High -
Properties
XLogP3-AA
1.7pKa est.
5.64 (weak acid)Molecular weight
107.15 g/molVapor pressure est.
- hPa @ 20°C
- hPa @ 25°C
Evaporation rate
Ultra fastMelting point expt.
- -5.8 °C
- -6 °C
Boiling point
- 144 °C @ 760 mm Hg
- 143.00 to 145.00 °C. @ 760.00 mm Hg
Flash point
- 33.88 ˚C est.
- 33 °C
Solubility expt.
- Slightly soluble in ethanol; soluble in ethyl ether and acetone
- Sol in water (% wt/wt): 27.2% @ 45.3 °C; 18.1% @ 48.1 °C; 12.1% @ 57.5 °C; 9.5% @ 74.5 °C; miscible with dimethylformamide and tetrahydrofuran
- In water, 3.00X10+5 mg/l @ 34 °C
- 300 mg/mL at 34 °C
- Soluble in water; Slightly soluble in fat
- Soluble (in ethanol)
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Synonyms
- 2,6-Dimethylpyridine
- 2,6-LUTIDINE
- 108-48-5
- Lutidine
- Pyridine, 2,6-dimethyl-
- 2,6-Dimethypyridine
- alpha,alpha'-Lutidine
- 2,6-dimethyl-pyridine
- alpha,alpha'-Dimethylpyridine
- FEMA No. 3540
- 2,6-Lutidene
- HSDB 79
- NSC 2155
- EINECS 203-587-3
- UNII-15FQ5D0T3P
- MFCD00006345
- 15FQ5D0T3P
- 2,6-Litidine-d6
- DTXSID7051557
- CHEBI:32548
- AI3-24282
- .alpha.,.alpha.'-Dimethylpyridine
- NSC-2155
- 2,6-Lutidine, 8CI
- .alpha.,.alpha.'-Lutidine
- 2,6-LUTIDINE [MI]
- 2,6-LUTIDINE [HSDB]
- DTXCID1030109
- DIMETHYLPYRIDINE, 2,6-
- FEMA 3540
- 2,6-DIMETHYLPYRIDINE [FHFI]
- 2,6-DIMETHYLPYRIDINE-D9
- LUT
- alpha,alpha'-Lutidin
- lutidin
- 2,6-Lutidine (8CI); 2,6-Dimethylpyridine; NSC 2155; a,a'-Dimethylpyridine; a,a'-Lutidine
- a,Alpha'-lutidine
- 2,6Lutidine
- 2,6 lutidine
- 2-6-lutidine
- 2.6-lutidine
- 2,6dimethylpyridine
- alpha,alpha'Lutidine
- 2,6 -lutidine
- 2,6- lutidine
- LUTIDENE
- 2,6-dimethylpiridine
- 2.6-dimethylpyridine
- 2,6-dimethyl pyridin
- 2,6-dimethyl pyridine
- Pyridine, 2,6dimethyl
- a,Alpha'-dimethylpyridine
- alpha,alpha'Dimethylpyridine
- .alpha.,.alpha.'-Lutidin
- 2,6-Lutidine, redistilled
- SCHEMBL9611
- CHEMBL22976
- 2,6-Dimethylpyridine, >=99%
- NSC2155
- 2,6-Dimethylpyridine, redistilled
- 2,6-Lutidine, analytical standard
- Tox21_303862
- BBL013176
- STL163956
- AKOS005716680
- AC-5116
- FL15912
- 2,6-Lutidine, ReagentPlus(R), 98%
- NCGC00357127-01
- BP-30085
- BP-31131
- CAS-108-48-5
- DB-013994
- L0067
- NS00010862
- EN300-19113
- F91703
- 2,6-Lutidine, purified by redistillation, >=99%
- A801883
- AC-907/25014177
- Q209284
- F0001-0171
- Z104472820
- Capping B2 (60 % lutidine in acetonitrile, for AKTA oligopilottrade mark) NC-0807, GL45 thread emp Biotech GmbH
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Applications
2,6-Dimethylpyridine (also known as 2,6-lutidine, CAS 108-48-5) is a thermally robust organic base whose versatility makes it useful from bench chemistry to large-scale manufacturing: it is widely employed as a proton scavenger and intrinsic catalyst in acylation, alkylation, rearrangement or condensation reactions for the synthesis of pharmaceuticals, agrochemicals, fragrances and surfactants; thanks to its moderate basicity and excellent solubility in organic media, the compound also serves as pH modifier, stabilising additive for epoxy and polyester resins, corrosion inhibitor in oil and gas operations, and as an intermediate in the preparation of N-heterocyclic ligands for transition-metal catalysis; in analytical chemistry, 2,6-dimethylpyridine is used as complexing agent for trace-metal determination and as a selective extractant in hydrometallurgy and rare-earth separation; on a broader scale, it participates in cellulose processing, anionic polymerisation control, redox-flow battery electrolyte formulation, energy-storage materials and electronic components owing to its distinctive coordination behaviour; finally, its moderate volatility allows its use as a specialty solvent for spectroscopy, kinetic and photophysical studies, thereby underpinning a wide array of modern scientific and technological applications.
gpt-5-nano
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Solubility @25˚C
Solvent Solubility (g/L) ethanol 694.88 methanol 875.62 isopropanol 360.89 water 13.56 ethyl acetate 474.8 n-propanol 494.47 acetone 466.86 n-butanol 476.36 acetonitrile 430.23 DMF 430.02 toluene 313.76 isobutanol 307.81 1,4-dioxane 815.74 methyl acetate 433.56 THF 966.06 2-butanone 410.33 n-pentanol 304.32 sec-butanol 357.59 n-hexane 195.81 ethylene glycol 171.22 NMP 668.96 cyclohexane 192.53 DMSO 507.11 n-butyl acetate 363.27 n-octanol 174.58 chloroform 1174.11 n-propyl acetate 191.84 acetic acid 506.25 dichloromethane 1085.63 cyclohexanone 550.88 propylene glycol 171.42 isopropyl acetate 216.53 DMAc 456.06 2-ethoxyethanol 311.72 isopentanol 313.63 n-heptane 121.01 ethyl formate 258.99 1,2-dichloroethane 533.8 n-hexanol 449.34 2-methoxyethanol 597.24 isobutyl acetate 129.12 tetrachloromethane 290.12 n-pentyl acetate 196.18 transcutol 826.24 n-heptanol 166.67 ethylbenzene 98.5 MIBK 169.38 2-propoxyethanol 607.02 tert-butanol 338.73 MTBE 361.26 2-butoxyethanol 253.95 propionic acid 367.0 o-xylene 152.17 formic acid 283.38 diethyl ether 624.14 m-xylene 164.75 p-xylene 116.2 chlorobenzene 310.33 dimethyl carbonate 148.76 n-octane 39.5 formamide 281.96 cyclopentanone 559.09 2-pentanone 342.67 anisole 198.84 cyclopentyl methyl ether 526.92 gamma-butyrolactone 635.07 1-methoxy-2-propanol 384.28 pyridine 473.98 3-pentanone 322.17 furfural 456.47 n-dodecane 27.54 diethylene glycol 371.27 diisopropyl ether 143.64 tert-amyl alcohol 311.99 acetylacetone 294.16 n-hexadecane 30.46 acetophenone 143.45 methyl propionate 378.51 isopentyl acetate 258.66 trichloroethylene 743.88 n-nonanol 148.75 cyclohexanol 377.3 benzyl alcohol 163.1 2-ethylhexanol 237.76 isooctanol 120.2 dipropyl ether 325.44 1,2-dichlorobenzene 226.7 ethyl lactate 90.78 propylene carbonate 301.08 n-methylformamide 328.83 2-pentanol 278.47 n-pentane 165.52 1-propoxy-2-propanol 386.96 1-methoxy-2-propyl acetate 279.79 2-(2-methoxypropoxy) propanol 195.98 mesitylene 91.4 ε-caprolactone 477.83 p-cymene 87.02 epichlorohydrin 670.98 1,1,1-trichloroethane 517.2 2-aminoethanol 291.94 morpholine-4-carbaldehyde 602.78 sulfolane 597.73 2,2,4-trimethylpentane 55.71 2-methyltetrahydrofuran 801.87 n-hexyl acetate 273.35 isooctane 35.01 2-(2-butoxyethoxy)ethanol 276.94 sec-butyl acetate 126.8 tert-butyl acetate 192.35 decalin 60.88 glycerin 214.43 diglyme 428.98 acrylic acid 283.85 isopropyl myristate 98.6 n-butyric acid 419.61 acetyl acetate 237.41 di(2-ethylhexyl) phthalate 99.81 ethyl propionate 187.12 nitromethane 589.12 1,2-diethoxyethane 391.87 benzonitrile 204.37 trioctyl phosphate 72.42 1-bromopropane 505.17 gamma-valerolactone 667.67 n-decanol 111.19 triethyl phosphate 91.76 4-methyl-2-pentanol 129.57 propionitrile 331.79 vinylene carbonate 282.5 1,1,2-trichlorotrifluoroethane 376.43 DMS 190.52 cumene 71.79 2-octanol 112.47 2-hexanone 207.96 octyl acetate 140.95 limonene 157.89 1,2-dimethoxyethane 410.97 ethyl orthosilicate 94.98 tributyl phosphate 96.73 diacetone alcohol 197.57 N,N-dimethylaniline 133.16 acrylonitrile 306.22 aniline 314.07 1,3-propanediol 343.78 bromobenzene 313.81 dibromomethane 802.11 1,1,2,2-tetrachloroethane 570.03 2-methyl-cyclohexyl acetate 150.89 tetrabutyl urea 118.03 diisobutyl methanol 103.08 2-phenylethanol 207.63 styrene 132.28 dioctyl adipate 125.22 dimethyl sulfate 189.26 ethyl butyrate 200.57 methyl lactate 148.03 butyl lactate 123.87 diethyl carbonate 120.71 propanediol butyl ether 179.7 triethyl orthoformate 141.26 p-tert-butyltoluene 85.07 methyl 4-tert-butylbenzoate 149.33 morpholine 789.65 tert-butylamine 253.54 n-dodecanol 85.7 dimethoxymethane 405.98 ethylene carbonate 263.41 cyrene 160.04 2-ethoxyethyl acetate 263.12 2-ethylhexyl acetate 228.55 1,2,4-trichlorobenzene 263.0 4-methylpyridine 476.67 dibutyl ether 237.0 2,6-dimethyl-4-heptanol 103.08 DEF 386.42 dimethyl isosorbide 296.51 tetrachloroethylene 436.49 eugenol 143.92 triacetin 179.62 span 80 189.71 1,4-butanediol 144.34 1,1-dichloroethane 581.1 2-methyl-1-pentanol 246.99 methyl formate 250.64 2-methyl-1-butanol 347.94 n-decane 44.86 butyronitrile 352.69 3,7-dimethyl-1-octanol 156.49 1-chlorooctane 136.58 1-chlorotetradecane 57.03 n-nonane 49.04 undecane 33.85 tert-butylcyclohexane 57.79 cyclooctane 67.35 cyclopentanol 389.65 tetrahydropyran 770.47 tert-amyl methyl ether 297.99 2,5,8-trioxanonane 310.02 1-hexene 322.85 2-isopropoxyethanol 213.1 2,2,2-trifluoroethanol 171.87 methyl butyrate 210.26 Scent© AI
| Maximum acceptable concentrations in the finished product (%) | |||
|---|---|---|---|
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Category 1
Products applied to the lips
|
No restriction |
Category 7A
Rinse-off products applied to the hair with some hand contact
|
No restriction |
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Category 2
Products applied to the axillae
|
No restriction |
Category 7B
Leave-on products applied to the hair with some hand contact
|
No restriction |
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Category 3
Products applied to the face/body using fingertips
|
No restriction |
Category 8
Products with significant anogenital exposure
|
No restriction |
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Category 4
Products related to fine fragrance
|
No restriction |
Category 9
Products with body and hand exposure, primarily rinse off
|
No restriction |
|
Category 5A
Body lotion products applied to the body using the hands (palms), primarily leave on
|
No restriction |
Category 10A
Household care products with mostly hand contact
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No restriction |
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Category 5B
Face moisturizer products applied to the face using the hands (palms), primarily leave on
|
No restriction |
Category 10B
Household care products with mostly hand contact, including aerosol/spray products (with potential leave-on skin contact)
|
No restriction |
|
Category 5C
Hand cream products applied to the hands using the hands (palms), primarily leave on
|
No restriction |
Category 11A
Products with intended skin contact but minimal transfer of fragrance to skin from inert substrate without UV exposure
|
No restriction |
|
Category 5D
Baby Creams, baby Oils and baby talc
|
No restriction |
Category 11B
Products with intended skin contact but minimal transfer of fragrance to skin from inert substrate with potential UV exposure
|
No restriction |
|
Category 6
Products with oral and lip exposure
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No restriction |
Category 12
Products not intended for direct skin contact, minimal or insignificant transfer to skin
|
No restriction |