2-Methoxypyridine

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  • Identifiers

    CAS number
    1628-89-3

    Molecular formula
    C6H7NO

    SMILES
    COC1=CC=CC=N1

    Safety labels

    Flammable
    Flammable

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Green 73.39%
    Earthy 46.46%
    Nutty 43.79%
    Smoky 42.76%
    Burnt 42.45%
    Phenolic 42.23%
    Spicy 37.67%
    Sweet 34.4%
    Vegetable 33.6%
    Aromatic 33.54%

     

    Flavor
    Sweet 67.95%
    Nutty 51.43%
    Green 39.94%
    Bitter 35.71%
    Earthy 33.82%
    Musty 32.86%
    Tobacco 29.13%
    Cocoa 28.73%
    Caramel 28.5%
    Coffee 28.38%

     

    Odor impact est.
    High

  • Properties

    XLogP3-AA
    1.4

    pKa est.
    4.84 (weak acid)

    Molecular weight
    109.13 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Fast

    Boiling point est.
    177°C

    Flash point

    • 58.09 ˚C est.

    Solubility expt.

    • Practically insoluble to insoluble in water
    • Soluble (in ethanol)

  • Synonyms

    • 2-METHOXYPYRIDINE
    • 1628-89-3
    • Pyridine, 2-methoxy-
    • Pyridine, methoxy-
    • 2-methoxy-pyridine
    • GEB38J8108
    • EINECS 216-623-8
    • MFCD00006262
    • AI3-62040
    • FEMA NO. 4639
    • DTXSID60862722
    • 93337-21-4
    • methoxypyridine
    • UNII-GEB38J8108
    • 6-methoxypyridine
    • Pyridine, 2methoxy
    • methyl pyridinyl ether
    • 2-Methoxypyridine, 98%
    • SCHEMBL65664
    • CHEMBL3274300
    • DTXCID10811447
    • BCP23284
    • STR07505
    • BBL011495
    • STL146607
    • AKOS005721111
    • CS-W009307
    • PS-9275
    • AC-15188
    • DB-014142
    • M0788
    • NS00045312
    • EN300-55187
    • Q27279065
    • 216-623-8

  • Applications

    2-Methoxypyridine (CAS 1628-89-3) is a versatile pyridine derivative widely employed as an intermediate in the synthesis of pharmaceuticals (antihistamines, anti-inflammatory agents, kinase inhibitors, nicotinic modulators), agrochemicals (neonicotinoid insecticides, fungicides), dyes and corrosion inhibitors; it also functions as an N,O-donor ligand in transition-metal catalysis for C-C/C-N coupling, a precursor for conductive organic materials, a nicotine-mimicking flavor research agent, a derivatization reagent in GC/MS analysis, and a specialized solvent/nucleophile enabling the preparation of otherwise inaccessible 2-alkoxy, 2-aminopyridines and bridged heterocycles, thanks to its moderate basicity, good solubility in polar media and stability under harsh reaction conditions.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 989.93
    methanol 1412.29
    isopropanol 722.9
    water 27.88
    ethyl acetate 930.89
    n-propanol 751.25
    acetone 1221.51
    n-butanol 628.23
    acetonitrile 1539.34
    DMF 1367.83
    toluene 454.3
    isobutanol 603.55
    1,4-dioxane 1612.42
    methyl acetate 929.28
    THF 1349.1
    2-butanone 899.55
    n-pentanol 496.68
    sec-butanol 644.5
    n-hexane 101.75
    ethylene glycol 325.06
    NMP 1244.24
    cyclohexane 129.39
    DMSO 1878.19
    n-butyl acetate 437.56
    n-octanol 194.04
    chloroform 2645.32
    n-propyl acetate 556.7
    acetic acid 1541.58
    dichloromethane 3061.78
    cyclohexanone 924.96
    propylene glycol 277.79
    isopropyl acetate 414.59
    DMAc 1049.58
    2-ethoxyethanol 853.02
    isopentanol 501.21
    n-heptane 70.79
    ethyl formate 729.02
    1,2-dichloroethane 1559.98
    n-hexanol 324.05
    2-methoxyethanol 1216.82
    isobutyl acetate 280.86
    tetrachloromethane 629.38
    n-pentyl acetate 274.67
    transcutol 1151.28
    n-heptanol 178.37
    ethylbenzene 177.91
    MIBK 336.49
    2-propoxyethanol 566.13
    tert-butanol 843.37
    MTBE 677.48
    2-butoxyethanol 344.01
    propionic acid 840.26
    o-xylene 256.98
    formic acid 666.99
    diethyl ether 830.49
    m-xylene 243.26
    p-xylene 263.91
    chlorobenzene 679.42
    dimethyl carbonate 298.28
    n-octane 31.19
    formamide 845.14
    cyclopentanone 1100.25
    2-pentanone 635.28
    anisole 457.52
    cyclopentyl methyl ether 688.6
    gamma-butyrolactone 1431.69
    1-methoxy-2-propanol 717.48
    pyridine 1272.77
    3-pentanone 530.34
    furfural 1291.45
    n-dodecane 26.98
    diethylene glycol 487.65
    diisopropyl ether 197.2
    tert-amyl alcohol 720.63
    acetylacetone 642.74
    n-hexadecane 29.87
    acetophenone 394.42
    methyl propionate 658.0
    isopentyl acetate 312.76
    trichloroethylene 2533.74
    n-nonanol 160.04
    cyclohexanol 512.7
    benzyl alcohol 366.8
    2-ethylhexanol 205.76
    isooctanol 158.92
    dipropyl ether 311.04
    1,2-dichlorobenzene 525.19
    ethyl lactate 229.12
    propylene carbonate 678.99
    n-methylformamide 966.22
    2-pentanol 423.22
    n-pentane 110.29
    1-propoxy-2-propanol 372.45
    1-methoxy-2-propyl acetate 312.25
    2-(2-methoxypropoxy) propanol 270.53
    mesitylene 155.46
    ε-caprolactone 792.45
    p-cymene 117.18
    epichlorohydrin 1710.7
    1,1,1-trichloroethane 1451.93
    2-aminoethanol 519.94
    morpholine-4-carbaldehyde 1160.09
    sulfolane 1513.44
    2,2,4-trimethylpentane 69.78
    2-methyltetrahydrofuran 1221.51
    n-hexyl acetate 341.26
    isooctane 42.89
    2-(2-butoxyethoxy)ethanol 388.4
    sec-butyl acetate 306.67
    tert-butyl acetate 384.26
    decalin 64.44
    glycerin 409.29
    diglyme 788.13
    acrylic acid 781.82
    isopropyl myristate 127.2
    n-butyric acid 985.8
    acetyl acetate 524.66
    di(2-ethylhexyl) phthalate 118.69
    ethyl propionate 436.68
    nitromethane 2110.93
    1,2-diethoxyethane 465.75
    benzonitrile 651.8
    trioctyl phosphate 96.8
    1-bromopropane 890.93
    gamma-valerolactone 1223.14
    n-decanol 119.81
    triethyl phosphate 153.0
    4-methyl-2-pentanol 210.74
    propionitrile 930.51
    vinylene carbonate 688.0
    1,1,2-trichlorotrifluoroethane 1038.58
    DMS 279.03
    cumene 133.06
    2-octanol 138.78
    2-hexanone 469.09
    octyl acetate 172.28
    limonene 161.55
    1,2-dimethoxyethane 1183.45
    ethyl orthosilicate 146.48
    tributyl phosphate 125.97
    diacetone alcohol 413.25
    N,N-dimethylaniline 290.54
    acrylonitrile 1147.84
    aniline 626.98
    1,3-propanediol 657.9
    bromobenzene 713.71
    dibromomethane 1888.61
    1,1,2,2-tetrachloroethane 1710.31
    2-methyl-cyclohexyl acetate 209.65
    tetrabutyl urea 156.26
    diisobutyl methanol 131.07
    2-phenylethanol 265.84
    styrene 267.03
    dioctyl adipate 174.61
    dimethyl sulfate 467.3
    ethyl butyrate 359.93
    methyl lactate 291.99
    butyl lactate 198.1
    diethyl carbonate 251.82
    propanediol butyl ether 285.18
    triethyl orthoformate 228.83
    p-tert-butyltoluene 112.91
    methyl 4-tert-butylbenzoate 260.98
    morpholine 1468.6
    tert-butylamine 512.36
    n-dodecanol 95.8
    dimethoxymethane 795.91
    ethylene carbonate 583.18
    cyrene 306.15
    2-ethoxyethyl acetate 347.21
    2-ethylhexyl acetate 241.16
    1,2,4-trichlorobenzene 612.04
    4-methylpyridine 1125.36
    dibutyl ether 249.2
    2,6-dimethyl-4-heptanol 131.07
    DEF 877.07
    dimethyl isosorbide 398.14
    tetrachloroethylene 1275.82
    eugenol 272.71
    triacetin 286.28
    span 80 227.61
    1,4-butanediol 338.41
    1,1-dichloroethane 1618.03
    2-methyl-1-pentanol 421.88
    methyl formate 764.98
    2-methyl-1-butanol 530.14
    n-decane 40.91
    butyronitrile 928.38
    3,7-dimethyl-1-octanol 185.14
    1-chlorooctane 154.45
    1-chlorotetradecane 65.07
    n-nonane 42.62
    undecane 31.92
    tert-butylcyclohexane 67.32
    cyclooctane 48.37
    cyclopentanol 637.02
    tetrahydropyran 1106.09
    tert-amyl methyl ether 481.81
    2,5,8-trioxanonane 476.03
    1-hexene 283.16
    2-isopropoxyethanol 523.01
    2,2,2-trifluoroethanol 533.43
    methyl butyrate 612.59

    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