2-Methylpyridine

Overview IFRA Botanical Request a quote

  • Identifiers

    CAS number
    109-06-8

    Molecular formula
    C6H7N

    SMILES
    CC1=CC=CC=N1

    Safety labels

    Flammable
    Flammable

    Irritant
    Irritant

    Retention indicies (RI)

    • DB5: 868.0

  • Odor profile

    Fishy 66.74%
    Green 64.99%
    Nutty 50.55%
    Tobacco 45.97%
    Animal 45.39%
    Burnt 44.69%
    Roasted 44.31%
    Smoky 39.8%
    Musty 39.68%
    Herbal 35.74%

    Scent© AI

    Odor threshold

    • Odor Threshold Low: 0.01 [mmHg]. Odor Threshold High: 0.45 [mmHg]. [ICSC] Odor threshold low = 0.05 mg/m3
    • ...the odor treshold of this substance is relative low 0.05 - 0.1 ppm and is therefore a warning signal for exposure.
    • 0.05 mg/cu m (odor low); 0.17 mg/cu m (odor high).

  • Properties

    XLogP3-AA
    1.1

    pKa est.
    5.69 (weak acid)

    Molecular weight
    93.13 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra fast

    Melting point expt.

    • -94 °F (NTP, 1992)
    • 36.3 °F (USCG, 1999)
    • -66.65 °C
    • -66.65 to 3.68 °C /individual isomers/
    • -70 °C

    Boiling point

    • 262 to 264 °F at 760 mmHg (NTP, 1992)
    • 293 °F at 760 mmHg (USCG, 1999)
    • 129.4 °C
    • 129.4 - 145.3 °C /individual isomers/
    • 128-129 °C

    Flash point est.
    25.52 ˚C

    Flash point expt.

    • 97 °F (NTP, 1992)
    • 134 °F (USCG, 1999)
    • 26 °C
    • 102 °F (39 °C)(Open cup)
    • 26 °C c.c.

    Solubility expt.

    • greater than or equal to 100 mg/mL at 68 °F (NTP, 1992)
    • Miscible in water at 20 °C
    • Very sol in acetone
    • Miscible with alcohol, ether
    • Miscible in water at 20 °C /individual isomers/
    • Solubility in water: miscible

  • Synonyms

    • 2-METHYLPYRIDINE
    • 2-Picoline
    • 109-06-8
    • o-Picoline
    • alpha-Picoline
    • Pyridine, 2-methyl-
    • Picoline
    • METHYLPYRIDINE
    • 2-METHYL-PYRIDINE
    • a-picoline
    • o-Methylpyridine
    • .alpha.-Picoline
    • alpha-Methylpyridine
    • RCRA waste number U191
    • 1333-41-1
    • PICOLINE, ALPHA
    • 2-Mepy
    • NSC 3409
    • .alpha.-Methylpyridine
    • CCRIS 1721
    • HSDB 101
    • EINECS 203-643-7
    • UN2313
    • AI3-2409
    • DTXSID9021899
    • UNII-3716Q16Q6A
    • CHEBI:50415
    • AI3-24109
    • NSC-3409
    • DTXCID001899
    • .ALPHA.-PICOLINE [MI]
    • 2-METHYLPYRIDINE [HSDB]
    • EC 203-643-7
    • Pyridine, methyl-
    • 3716Q16Q6A
    • NCGC00160644-01
    • AMPROLIUM HYDROCHLORIDE IMPURITY A [EP IMPURITY]
    • CAS-109-06-8
    • MFCD00006332
    • RCRA waste no. U191
    • AMPROLIUM HYDROCHLORIDE IMPURITY A (EP IMPURITY)
    • alphaPicoline
    • oPicoline
    • 2methylpyridine
    • methyl pyridine
    • Alpha picoline
    • 2-methylpridine
    • alphaMethylpyridine
    • 2--picoline
    • 2-Methyl pyridine
    • Pyridine, 2methyl
    • Picoline, .alpha.
    • 2-picolinium bromide
    • 2-Picoline, 98%
    • ?-METHYLPYRIDINE
    • 2-Methylpyridine, 98%
    • NCIOpen2_007826
    • NCIOpen2_007919
    • WLN: T6NJ B1
    • BIDD:ER0295
    • CHEMBL15732
    • 2-Picoline, analytical standard
    • RRCA WASTE NUMBER U191
    • NSC3409
    • BCP26524
    • Tox21_111951
    • Tox21_201693
    • STL268873
    • AKOS000119190
    • NCGC00160644-02
    • NCGC00259242-01
    • AI324109
    • DB-023694
    • o-Picoline [UN2313] [Flammable liquid]
    • Pyridine-2,3,4,5-d4,6-(methyl-d3)-
    • NS00005757
    • P0415
    • EN300-19108
    • A15108
    • 2-Methylpyridine, Lonza quality, >=99.0% (GC)
    • Q2216745
    • F0001-0192
    • Z104472800
    • 2-Methylpyridine pound>>o-Picoline pound>>Pyridine, 2-methyl-
    • 38762-42-4

  • Applications

    2-Methylpyridine (2-picoline, CAS 109-06-8) is a versatile intermediate across organic synthesis and industry: a precursor to 2-vinylpyridine for tire-cord adhesives and latex; to picolinic acid and metal picolinates for chelation/nutritional uses; and to 2-cyanopyridine, 2-aminopyridine, 2-pyridone and N-oxide derivatives used in antimicrobial additives; it also serves as a building block for pharmaceuticals and crop-protection agents (chloropyridines, pyridinyl amides/ureas), and finds use as solvent, base/ligand, precursor to pyridinium salts/ionic liquids, and as a corrosion-inhibitor component in oilfield treatments, with handling governed by flammability and toxicity.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 1183.45
    methanol 1466.93
    isopropanol 487.08
    water 15.28
    ethyl acetate 1079.9
    n-propanol 740.96
    acetone 792.09
    n-butanol 588.39
    acetonitrile 668.7
    DMF 812.97
    toluene 459.43
    isobutanol 353.2
    1,4-dioxane 1140.8
    methyl acetate 803.67
    THF 1135.24
    2-butanone 712.69
    n-pentanol 410.29
    sec-butanol 432.77
    n-hexane 122.96
    ethylene glycol 201.49
    NMP 952.14
    cyclohexane 131.7
    DMSO 811.13
    n-butyl acetate 619.98
    n-octanol 131.19
    chloroform 2688.38
    n-propyl acetate 352.72
    acetic acid 859.12
    dichloromethane 2191.19
    cyclohexanone 741.23
    propylene glycol 203.14
    isopropyl acetate 334.79
    DMAc 860.23
    2-ethoxyethanol 467.46
    isopentanol 327.33
    n-heptane 94.15
    ethyl formate 488.89
    1,2-dichloroethane 946.91
    n-hexanol 417.63
    2-methoxyethanol 869.06
    isobutyl acetate 162.29
    tetrachloromethane 461.08
    n-pentyl acetate 256.85
    transcutol 1146.89
    n-heptanol 154.86
    ethylbenzene 98.8
    MIBK 193.88
    2-propoxyethanol 618.69
    tert-butanol 348.22
    MTBE 365.62
    2-butoxyethanol 269.0
    propionic acid 720.23
    o-xylene 183.94
    formic acid 503.97
    diethyl ether 932.71
    m-xylene 184.51
    p-xylene 133.13
    chlorobenzene 514.62
    dimethyl carbonate 197.32
    n-octane 27.82
    formamide 635.19
    cyclopentanone 851.63
    2-pentanone 548.83
    anisole 230.72
    cyclopentyl methyl ether 606.82
    gamma-butyrolactone 1017.22
    1-methoxy-2-propanol 495.54
    pyridine 1022.14
    3-pentanone 489.81
    furfural 732.3
    n-dodecane 16.73
    diethylene glycol 379.15
    diisopropyl ether 137.59
    tert-amyl alcohol 321.78
    acetylacetone 418.93
    n-hexadecane 18.43
    acetophenone 188.1
    methyl propionate 763.6
    isopentyl acetate 312.44
    trichloroethylene 1596.01
    n-nonanol 116.31
    cyclohexanol 361.88
    benzyl alcohol 202.13
    2-ethylhexanol 206.96
    isooctanol 107.45
    dipropyl ether 359.87
    1,2-dichlorobenzene 318.36
    ethyl lactate 102.93
    propylene carbonate 421.78
    n-methylformamide 710.56
    2-pentanol 311.31
    n-pentane 125.49
    1-propoxy-2-propanol 397.43
    1-methoxy-2-propyl acetate 372.08
    2-(2-methoxypropoxy) propanol 187.75
    mesitylene 83.92
    ε-caprolactone 672.51
    p-cymene 79.22
    epichlorohydrin 957.27
    1,1,1-trichloroethane 879.56
    2-aminoethanol 428.82
    morpholine-4-carbaldehyde 904.49
    sulfolane 701.65
    2,2,4-trimethylpentane 37.26
    2-methyltetrahydrofuran 954.16
    n-hexyl acetate 258.89
    isooctane 23.4
    2-(2-butoxyethoxy)ethanol 292.81
    sec-butyl acetate 177.35
    tert-butyl acetate 210.89
    decalin 37.72
    glycerin 235.1
    diglyme 483.95
    acrylic acid 556.37
    isopropyl myristate 83.11
    n-butyric acid 759.1
    acetyl acetate 424.74
    di(2-ethylhexyl) phthalate 76.04
    ethyl propionate 295.13
    nitromethane 1203.41
    1,2-diethoxyethane 615.27
    benzonitrile 337.42
    trioctyl phosphate 55.32
    1-bromopropane 749.16
    gamma-valerolactone 943.51
    n-decanol 86.75
    triethyl phosphate 88.0
    4-methyl-2-pentanol 118.78
    propionitrile 562.51
    vinylene carbonate 428.95
    1,1,2-trichlorotrifluoroethane 565.72
    DMS 205.11
    cumene 61.31
    2-octanol 93.97
    2-hexanone 314.02
    octyl acetate 122.96
    limonene 133.51
    1,2-dimethoxyethane 539.13
    ethyl orthosilicate 94.57
    tributyl phosphate 80.6
    diacetone alcohol 198.21
    N,N-dimethylaniline 134.67
    acrylonitrile 617.49
    aniline 536.11
    1,3-propanediol 473.2
    bromobenzene 529.41
    dibromomethane 1434.37
    1,1,2,2-tetrachloroethane 1110.55
    2-methyl-cyclohexyl acetate 138.73
    tetrabutyl urea 103.96
    diisobutyl methanol 88.61
    2-phenylethanol 234.86
    styrene 164.67
    dioctyl adipate 102.8
    dimethyl sulfate 239.21
    ethyl butyrate 307.38
    methyl lactate 193.2
    butyl lactate 140.88
    diethyl carbonate 154.21
    propanediol butyl ether 163.72
    triethyl orthoformate 182.88
    p-tert-butyltoluene 71.04
    methyl 4-tert-butylbenzoate 124.49
    morpholine 1223.29
    tert-butylamine 252.01
    n-dodecanol 65.67
    dimethoxymethane 549.61
    ethylene carbonate 385.1
    cyrene 138.9
    2-ethoxyethyl acetate 382.84
    2-ethylhexyl acetate 280.44
    1,2,4-trichlorobenzene 383.69
    4-methylpyridine 940.08
    dibutyl ether 232.99
    2,6-dimethyl-4-heptanol 88.61
    DEF 669.9
    dimethyl isosorbide 265.86
    tetrachloroethylene 851.63
    eugenol 129.57
    triacetin 197.34
    span 80 169.13
    1,4-butanediol 178.07
    1,1-dichloroethane 1148.75
    2-methyl-1-pentanol 284.13
    methyl formate 427.49
    2-methyl-1-butanol 358.84
    n-decane 30.62
    butyronitrile 549.61
    3,7-dimethyl-1-octanol 130.01
    1-chlorooctane 106.0
    1-chlorotetradecane 39.0
    n-nonane 32.41
    undecane 21.5
    tert-butylcyclohexane 36.2
    cyclooctane 39.39
    cyclopentanol 397.49
    tetrahydropyran 983.52
    tert-amyl methyl ether 287.02
    2,5,8-trioxanonane 322.42
    1-hexene 303.51
    2-isopropoxyethanol 268.37
    2,2,2-trifluoroethanol 271.42
    methyl butyrate 351.27

    Scent© AI

1 4

IFRA standard 51

Recommendation
No restriction
Maximum acceptable concentrations in the finished product (%)
Category 1
Products applied to the lips
 No restriction Category 7A
Rinse-off products applied to the hair with some hand contact
 No restriction
Category 2
Products applied to the axillae
 No restriction Category 7B
Leave-on products applied to the hair with some hand contact
 No restriction
Category 3
Products applied to the face/body using fingertips
 No restriction Category 8
Products with significant anogenital exposure
 No restriction
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
 No restriction
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
 No restriction Category 12
Products not intended for direct skin contact, minimal or insignificant transfer to skin
 No restriction

Botanical

Name CAS Botanical Proportion
Orris butter 8002-73-1 Iris florentina L., fam. Iridaceae 0.01%