2-(Pyridin-3-yloxy)acetic acid

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  • Identifiers

    CAS number
    86649-57-2

    Molecular formula
    C7H7NO3

    SMILES
    C1=CC(=CN=C1)OCC(=O)O

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Nutty 42.59%
    Roasted 41.11%
    Caramellic 39.15%
    Odorless 38.09%
    Burnt 29.53%
    Buttery 26.16%
    Fatty 25.28%
    Savory 24.59%
    Cooked 24.06%
    Sour 23.82%

     

    Flavor
    Odorless 43.35%
    Sweet 38.45%
    Sour 37.3%
    Caramel 28.79%
    Mild 27.59%
    Creamy 26.77%
    Musty 26.71%
    Faint 24.89%
    Nutty 24.83%
    Very mild 23.46%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    0.6

    pKa est.
    5.97 (weak acid)

    Molecular weight
    153.14 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    296°C

    Flash point

    • 162.97 ˚C est.

  • Synonyms

    • 2-(Pyridin-3-yloxy)acetic acid
    • RefChem:462126
    • 677-021-2
    • 86649-57-2
    • (Pyridin-3-yloxy)-acetic acid
    • 3-Pyridyloxyacetic acid
    • 2-pyridin-3-yloxyacetic acid
    • MFCD04039772
    • 2-(3-pyridyloxy)acetic acid
    • (pyridin-3-yloxy)acetic acid
    • 2-(3-pyridinyloxy)Acetic acid
    • 2-(Pyridine-3-yl)oxyacetic acid
    • Acetic acid, (3-pyridinyloxy)-
    • F2158-0086
    • (PYRIDIN-3-YLOXY)-ACETICACID
    • 3-Pyridyloxyaceticacid
    • (3-pyridyloxy)acetic acid
    • SCHEMBL2009003
    • [(Pyridin-3-yl)oxy]acetic acid
    • DTXSID90390205
    • SMSSF-0017627
    • LDA64957
    • BBL009657
    • SBB027277
    • STK796794
    • AKOS000285749
    • SB39170
    • CS-10152
    • SY110065
    • DB-019663
    • CS-0156811
    • ST50289482
    • D82223
    • EN300-147270
    • F058990
    • F2191-0101
    • 86649-57-2

  • Applications

    2-(Pyridin-3-yloxy)acetic acid (CAS 86649-57-2) is a versatile building block in chemical synthesis. It is commonly used as an intermediate to access heteroaryl ether derivatives and as a precursor in pharmaceutical and agrochemical manufacturing. The molecule’s pyridine nitrogen and carboxylic acid enable metal coordination, making it suitable as a ligand or scaffold for coordination chemistry and catalysis, as well as a functionalized component in materials science. In polymers and coatings, it can serve as a functionalized monomer or crosslinking/adhesion-promoting additive for specialty polymers and coatings. Additionally, it may act as a chelating or stabilizing additive in cleaning formulations, subject to formulation requirements and local regulations.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 11.62
    methanol 37.66
    isopropanol 5.5
    water 28.18
    ethyl acetate 2.6
    n-propanol 6.66
    acetone 8.18
    n-butanol 4.89
    acetonitrile 3.04
    DMF 179.11
    toluene 0.8
    isobutanol 4.91
    1,4-dioxane 4.5
    methyl acetate 4.06
    THF 14.36
    2-butanone 6.05
    n-pentanol 3.92
    sec-butanol 5.71
    n-hexane 0.13
    ethylene glycol 35.02
    NMP 247.46
    cyclohexane 0.2
    DMSO 312.1
    n-butyl acetate 5.57
    n-octanol 2.0
    chloroform 0.3
    n-propyl acetate 3.53
    acetic acid 27.39
    dichloromethane 0.7
    cyclohexanone 13.39
    propylene glycol 20.98
    isopropyl acetate 2.54
    DMAc 245.65
    2-ethoxyethanol 32.84
    isopentanol 6.19
    n-heptane 0.51
    ethyl formate 7.0
    1,2-dichloroethane 1.3
    n-hexanol 4.77
    2-methoxyethanol 60.33
    isobutyl acetate 1.72
    tetrachloromethane 0.29
    n-pentyl acetate 2.3
    transcutol 73.0
    n-heptanol 2.49
    ethylbenzene 0.86
    MIBK 3.83
    2-propoxyethanol 21.21
    tert-butanol 13.51
    MTBE 3.22
    2-butoxyethanol 9.93
    propionic acid 14.97
    o-xylene 2.2
    formic acid 111.44
    diethyl ether 1.04
    m-xylene 1.52
    p-xylene 1.32
    chlorobenzene 0.75
    dimethyl carbonate 6.6
    n-octane 0.13
    formamide 128.9
    cyclopentanone 18.03
    2-pentanone 3.97
    anisole 4.22
    cyclopentyl methyl ether 6.1
    gamma-butyrolactone 30.83
    1-methoxy-2-propanol 27.81
    pyridine 5.2
    3-pentanone 3.54
    furfural 43.76
    n-dodecane 0.11
    diethylene glycol 43.7
    diisopropyl ether 0.79
    tert-amyl alcohol 13.17
    acetylacetone 9.15
    n-hexadecane 0.12
    acetophenone 8.37
    methyl propionate 5.68
    isopentyl acetate 5.4
    trichloroethylene 1.94
    n-nonanol 1.99
    cyclohexanol 5.47
    benzyl alcohol 7.21
    2-ethylhexanol 3.79
    isooctanol 2.35
    dipropyl ether 3.19
    1,2-dichlorobenzene 1.45
    ethyl lactate 9.94
    propylene carbonate 14.3
    n-methylformamide 67.38
    2-pentanol 2.79
    n-pentane 0.15
    1-propoxy-2-propanol 15.02
    1-methoxy-2-propyl acetate 10.86
    2-(2-methoxypropoxy) propanol 25.13
    mesitylene 1.58
    ε-caprolactone 15.9
    p-cymene 2.34
    epichlorohydrin 13.09
    1,1,1-trichloroethane 0.68
    2-aminoethanol 37.91
    morpholine-4-carbaldehyde 95.24
    sulfolane 106.63
    2,2,4-trimethylpentane 0.26
    2-methyltetrahydrofuran 8.72
    n-hexyl acetate 3.39
    isooctane 0.14
    2-(2-butoxyethoxy)ethanol 23.24
    sec-butyl acetate 2.33
    tert-butyl acetate 4.55
    decalin 0.27
    glycerin 60.62
    diglyme 45.09
    acrylic acid 21.32
    isopropyl myristate 1.72
    n-butyric acid 9.92
    acetyl acetate 2.94
    di(2-ethylhexyl) phthalate 4.98
    ethyl propionate 3.69
    nitromethane 39.37
    1,2-diethoxyethane 6.06
    benzonitrile 4.47
    trioctyl phosphate 2.84
    1-bromopropane 0.5
    gamma-valerolactone 42.39
    n-decanol 1.62
    triethyl phosphate 6.35
    4-methyl-2-pentanol 2.4
    propionitrile 2.88
    vinylene carbonate 11.87
    1,1,2-trichlorotrifluoroethane 33.36
    DMS 6.22
    cumene 1.19
    2-octanol 1.27
    2-hexanone 3.6
    octyl acetate 2.6
    limonene 3.07
    1,2-dimethoxyethane 32.78
    ethyl orthosilicate 5.21
    tributyl phosphate 3.79
    diacetone alcohol 17.11
    N,N-dimethylaniline 7.35
    acrylonitrile 6.52
    aniline 3.76
    1,3-propanediol 26.86
    bromobenzene 0.51
    dibromomethane 0.42
    1,1,2,2-tetrachloroethane 2.2
    2-methyl-cyclohexyl acetate 6.33
    tetrabutyl urea 7.63
    diisobutyl methanol 2.98
    2-phenylethanol 6.49
    styrene 0.78
    dioctyl adipate 4.9
    dimethyl sulfate 31.71
    ethyl butyrate 6.3
    methyl lactate 20.25
    butyl lactate 7.28
    diethyl carbonate 5.34
    propanediol butyl ether 15.17
    triethyl orthoformate 6.18
    p-tert-butyltoluene 2.14
    methyl 4-tert-butylbenzoate 11.5
    morpholine 12.41
    tert-butylamine 4.54
    n-dodecanol 1.3
    dimethoxymethane 19.36
    ethylene carbonate 8.26
    cyrene 32.68
    2-ethoxyethyl acetate 4.88
    2-ethylhexyl acetate 4.03
    1,2,4-trichlorobenzene 2.36
    4-methylpyridine 6.46
    dibutyl ether 1.69
    2,6-dimethyl-4-heptanol 2.98
    DEF 24.33
    dimethyl isosorbide 33.89
    tetrachloroethylene 2.02
    eugenol 13.09
    triacetin 8.72
    span 80 13.27
    1,4-butanediol 15.2
    1,1-dichloroethane 0.38
    2-methyl-1-pentanol 5.17
    methyl formate 32.09
    2-methyl-1-butanol 6.61
    n-decane 0.16
    butyronitrile 2.4
    3,7-dimethyl-1-octanol 2.96
    1-chlorooctane 0.52
    1-chlorotetradecane 0.31
    n-nonane 0.14
    undecane 0.13
    tert-butylcyclohexane 0.28
    cyclooctane 0.14
    cyclopentanol 7.92
    tetrahydropyran 2.24
    tert-amyl methyl ether 4.82
    2,5,8-trioxanonane 38.75
    1-hexene 0.39
    2-isopropoxyethanol 15.74
    2,2,2-trifluoroethanol 18.49
    methyl butyrate 6.63

    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