2,6-Dihydroxy-3,4-dimethylpyridine

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  • Identifiers

    CAS number
    84540-47-6

    Molecular formula
    C7H9NO2

    SMILES
    CC1=CC(=O)NC(=C1C)O

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Phenolic 43.41%
    Odorless 39.06%
    Burnt 38.18%
    Roasted 28.31%
    Animal 26.15%
    Musty 25.31%
    Smoky 25.12%
    Bitter 23.48%
    Spicy 23.07%
    Meaty 22.96%

     

    Flavor
    Bitter 53.61%
    Phenolic 36.59%
    Nutty 28.56%
    Mild 25.79%
    Odorless 25.13%
    Musty 24.95%
    Flat 22.67%
    Soybean 22.36%
    Bread crust 21.99%
    Burnt almonds 21.78%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    -0.1

    pKa est.
    10.42 (weak base)

    Molecular weight
    139.15 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    366°C

    Flash point

    • 167.78 ˚C est.

  • Synonyms

    • 2,6-Dihydroxy-3,4-dimethylpyridine
    • 84540-47-6
    • UNII-3VDO3A5MTW
    • 3VDO3A5MTW
    • EINECS 283-141-2
    • DTXSID50233528
    • 2(1H)-PYRIDINONE, 6-HYDROXY-4,5-DIMETHYL-
    • RefChem:83244
    • DTXCID80156019
    • 2,6-DIHYDROXY-3,4-DIMETHYLPYRIDINE [INCI]
    • 283-141-2
    • 6-hydroxy-4,5-dimethyl-1H-pyridin-2-one
    • MFCD05662686
    • 6-Hydroxy-3,4-dimethyl-2-pyridone
    • 6-Hydroxy-4,5-dimethylpyridin-2(1H)-one
    • 3,4-dimethylpyridine-2,6-diol
    • SCHEMBL127356
    • CHEMBL3086520
    • SCHEMBL11206266
    • SCHEMBL14181312
    • SCHEMBL29378184
    • KIEGFAYDOKCBOK-UHFFFAOYSA-N
    • AKOS006292694
    • AB21779
    • AC-8296
    • AS-13210
    • SY024391
    • 6-Hydroxy-3,4-dimethylpyridin-2(1H)-one
    • DB-020211
    • CS-0091193
    • NS00060760
    • D57003
    • G85848
    • Q27258086
    • 84540-47-6

  • Applications

    2,6-Dihydroxy-3,4-dimethylpyridine is primarily used as an organic synthesis intermediate, serving as a versatile building block for pharmaceutical and agrochemical pipelines. It also functions as a chelating ligand for metal catalysts and as a precursor to dyes and pigments in the coatings and inks industry. In polymer and materials chemistry, it can be incorporated as a functional monomer or crosslinking component for specialty polymers and UV-stable coatings. Additionally, it is explored as a candidate in electronic materials where pyridine-based ligands coordinate metal centers in catalysts or optoelectronic applications. Depending on formulation, its use may extend to cleaning formulations as a chelating additive, all subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 32.03
    methanol 41.27
    isopropanol 25.71
    water 4.83
    ethyl acetate 12.66
    n-propanol 26.36
    acetone 16.12
    n-butanol 22.82
    acetonitrile 11.56
    DMF 69.28
    toluene 1.51
    isobutanol 17.7
    1,4-dioxane 37.3
    methyl acetate 14.91
    THF 133.59
    2-butanone 22.71
    n-pentanol 16.07
    sec-butanol 20.59
    n-hexane 0.41
    ethylene glycol 14.52
    NMP 58.36
    cyclohexane 0.13
    DMSO 124.73
    n-butyl acetate 11.66
    n-octanol 7.56
    chloroform 7.16
    n-propyl acetate 6.17
    acetic acid 19.92
    dichloromethane 6.46
    cyclohexanone 23.73
    propylene glycol 16.5
    isopropyl acetate 7.56
    DMAc 66.06
    2-ethoxyethanol 32.24
    isopentanol 20.4
    n-heptane 0.51
    ethyl formate 11.67
    1,2-dichloroethane 6.07
    n-hexanol 18.55
    2-methoxyethanol 74.67
    isobutyl acetate 4.13
    tetrachloromethane 2.44
    n-pentyl acetate 9.23
    transcutol 47.16
    n-heptanol 10.69
    ethylbenzene 1.31
    MIBK 12.2
    2-propoxyethanol 50.12
    tert-butanol 35.99
    MTBE 11.13
    2-butoxyethanol 27.33
    propionic acid 18.3
    o-xylene 2.27
    formic acid 29.43
    diethyl ether 8.89
    m-xylene 2.83
    p-xylene 2.05
    chlorobenzene 2.64
    dimethyl carbonate 9.31
    n-octane 0.24
    formamide 50.11
    cyclopentanone 54.81
    2-pentanone 17.24
    anisole 6.55
    cyclopentyl methyl ether 21.34
    gamma-butyrolactone 62.52
    1-methoxy-2-propanol 54.79
    pyridine 9.99
    3-pentanone 10.63
    furfural 36.45
    n-dodecane 0.25
    diethylene glycol 46.69
    diisopropyl ether 2.59
    tert-amyl alcohol 27.1
    acetylacetone 16.32
    n-hexadecane 0.28
    acetophenone 7.58
    methyl propionate 16.25
    isopentyl acetate 12.18
    trichloroethylene 10.02
    n-nonanol 7.02
    cyclohexanol 11.1
    benzyl alcohol 8.25
    2-ethylhexanol 9.21
    isooctanol 8.62
    dipropyl ether 6.68
    1,2-dichlorobenzene 3.81
    ethyl lactate 8.96
    propylene carbonate 19.23
    n-methylformamide 43.34
    2-pentanol 13.53
    n-pentane 0.28
    1-propoxy-2-propanol 30.08
    1-methoxy-2-propyl acetate 18.62
    2-(2-methoxypropoxy) propanol 23.25
    mesitylene 1.94
    ε-caprolactone 22.07
    p-cymene 2.68
    epichlorohydrin 55.79
    1,1,1-trichloroethane 6.48
    2-aminoethanol 28.08
    morpholine-4-carbaldehyde 48.91
    sulfolane 69.81
    2,2,4-trimethylpentane 0.42
    2-methyltetrahydrofuran 44.28
    n-hexyl acetate 11.68
    isooctane 0.4
    2-(2-butoxyethoxy)ethanol 28.65
    sec-butyl acetate 4.78
    tert-butyl acetate 12.69
    decalin 0.34
    glycerin 34.55
    diglyme 44.87
    acrylic acid 14.93
    isopropyl myristate 4.93
    n-butyric acid 22.34
    acetyl acetate 6.08
    di(2-ethylhexyl) phthalate 7.46
    ethyl propionate 7.45
    nitromethane 39.75
    1,2-diethoxyethane 11.53
    benzonitrile 6.4
    trioctyl phosphate 6.2
    1-bromopropane 3.68
    gamma-valerolactone 58.37
    n-decanol 5.17
    triethyl phosphate 7.29
    4-methyl-2-pentanol 9.67
    propionitrile 11.3
    vinylene carbonate 14.03
    1,1,2-trichlorotrifluoroethane 32.51
    DMS 9.22
    cumene 1.76
    2-octanol 6.47
    2-hexanone 10.15
    octyl acetate 6.88
    limonene 3.45
    1,2-dimethoxyethane 41.8
    ethyl orthosilicate 6.84
    tributyl phosphate 6.83
    diacetone alcohol 30.61
    N,N-dimethylaniline 6.59
    acrylonitrile 14.4
    aniline 6.99
    1,3-propanediol 38.39
    bromobenzene 1.73
    dibromomethane 4.38
    1,1,2,2-tetrachloroethane 10.39
    2-methyl-cyclohexyl acetate 9.33
    tetrabutyl urea 9.76
    diisobutyl methanol 6.03
    2-phenylethanol 12.24
    styrene 1.05
    dioctyl adipate 7.41
    dimethyl sulfate 24.77
    ethyl butyrate 8.47
    methyl lactate 16.91
    butyl lactate 11.44
    diethyl carbonate 6.48
    propanediol butyl ether 18.4
    triethyl orthoformate 7.87
    p-tert-butyltoluene 2.82
    methyl 4-tert-butylbenzoate 15.89
    morpholine 56.34
    tert-butylamine 12.16
    n-dodecanol 3.72
    dimethoxymethane 45.0
    ethylene carbonate 12.09
    cyrene 22.79
    2-ethoxyethyl acetate 12.73
    2-ethylhexyl acetate 8.96
    1,2,4-trichlorobenzene 5.28
    4-methylpyridine 12.1
    dibutyl ether 4.8
    2,6-dimethyl-4-heptanol 6.03
    DEF 19.05
    dimethyl isosorbide 36.27
    tetrachloroethylene 6.88
    eugenol 16.97
    triacetin 9.09
    span 80 16.65
    1,4-butanediol 13.04
    1,1-dichloroethane 5.3
    2-methyl-1-pentanol 14.6
    methyl formate 23.87
    2-methyl-1-butanol 18.52
    n-decane 0.4
    butyronitrile 12.75
    3,7-dimethyl-1-octanol 7.63
    1-chlorooctane 2.2
    1-chlorotetradecane 0.97
    n-nonane 0.32
    undecane 0.31
    tert-butylcyclohexane 0.55
    cyclooctane 0.09
    cyclopentanol 22.98
    tetrahydropyran 18.64
    tert-amyl methyl ether 11.21
    2,5,8-trioxanonane 34.11
    1-hexene 1.98
    2-isopropoxyethanol 19.12
    2,2,2-trifluoroethanol 15.68
    methyl butyrate 10.09

    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