2,3,5,6-Tetramethylphenol

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  • Identifiers

    CAS number
    66586-93-4

    Molecular formula
    C10H14O

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

    Safety labels

  • Odor profile

    Fragrance
    Phenolic 77.74%
    Spicy 62.01%
    Smoky 58.52%
    Woody 56.95%
    Medicinal 52.32%
    Leathery 49.52%
    Burnt 44.95%
    Dry 36.09%
    Musty 32.86%
    Sweet 30.22%

     

    Flavor
    Phenolic 46.73%
    Medicinal 34.74%
    Musty 32.22%
    Smoke 31.14%
    Smoky 29.26%
    Burnt 28.16%
    Camphor 27.76%
    Bacon 26.38%
    Flat 24.99%
    Woody 24.75%

     

    Odor impact est.
    Medium

  • Properties

    XLogP3-AA
    3.0

    pKa est.
    10.0 (weak base)

    Molecular weight
    150.22 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Slow

    Boiling point est.
    251°C

    Flash point

    • 109.97 ˚C est.

  • Synonyms

    • 2,3,5,6-TETRAMETHYLPHENOL
    • Durenol
    • Phenol, tetramethyl-
    • Phenol, 2,3,5,6-tetramethyl-
    • D3E9LGC5N8
    • DUROPHENOL
    • CCRIS 5844
    • EINECS 208-415-0
    • NSC 65612
    • NSC-65612
    • UNII-D3E9LGC5N8
    • DTXSID7060174
    • KLAQSPUVCDBEGF-UHFFFAOYSA-
    • TETRAMETHYLPHENOL, 2,3,5,6-
    • RefChem:81382
    • DTXCID2041256
    • 208-415-0
    • 66586-93-4
    • InChI=1/C10H14O/c1-6-5-7(2)9(4)10(11)8(6)3/h5,11H,1-4H3
    • KLAQSPUVCDBEGF-UHFFFAOYSA-N
    • 527-35-5
    • 2,3,5,6-TETRAMETHYL PHENOL
    • 2,5,6-Tetramethylphenol
    • NCIOpen2_000269
    • Phenol,3,5,6-tetramethyl-
    • SCHEMBL204468
    • SCHEMBL394722
    • SCHEMBL6544210
    • NSC65612
    • SBB086730
    • AKOS006272586
    • HS-6524
    • DB-127375
    • NS00008282
    • AG-777/36181010
    • 527-35-5

  • Applications

    2,3,5,6-Tetramethylphenol (CAS 66586-93-4) is primarily used as an antioxidant and thermal stabilizer in polymers and coating formulations, helping protect plastics, rubbers, and paints from oxidative degradation. It also serves as an intermediate in the synthesis of specialty chemicals and may be employed as an antioxidant additive in lubricants and metalworking fluids. In industrial manufacturing, it provides a building block for downstream specialty products and formulation components.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 1934.25
    methanol 2247.14
    isopropanol 1443.98
    water 14.09
    ethyl acetate 1744.99
    n-propanol 1789.82
    acetone 2055.19
    n-butanol 1387.35
    acetonitrile 2728.8
    DMF 2044.21
    toluene 655.0
    isobutanol 1042.22
    1,4-dioxane 5601.75
    methyl acetate 1669.9
    THF 5223.85
    2-butanone 1827.66
    n-pentanol 967.76
    sec-butanol 1089.65
    n-hexane 675.72
    ethylene glycol 211.12
    NMP 1108.03
    cyclohexane 515.58
    DMSO 1655.0
    n-butyl acetate 1301.91
    n-octanol 675.44
    chloroform 3395.08
    n-propyl acetate 1107.55
    acetic acid 758.08
    dichloromethane 3310.86
    cyclohexanone 2091.06
    propylene glycol 227.36
    isopropyl acetate 916.08
    DMAc 711.36
    2-ethoxyethanol 1288.8
    isopentanol 901.03
    n-heptane 350.63
    ethyl formate 1125.88
    1,2-dichloroethane 2654.09
    n-hexanol 1230.99
    2-methoxyethanol 1751.7
    isobutyl acetate 641.57
    tetrachloromethane 1056.83
    n-pentyl acetate 804.42
    transcutol 1647.56
    n-heptanol 696.9
    ethylbenzene 550.72
    MIBK 805.06
    2-propoxyethanol 1576.64
    tert-butanol 1682.19
    MTBE 2070.44
    2-butoxyethanol 938.24
    propionic acid 887.32
    o-xylene 434.44
    formic acid 379.68
    diethyl ether 3291.2
    m-xylene 478.79
    p-xylene 629.03
    chlorobenzene 830.4
    dimethyl carbonate 491.16
    n-octane 200.81
    formamide 914.88
    cyclopentanone 2541.12
    2-pentanone 1495.81
    anisole 997.93
    cyclopentyl methyl ether 2045.52
    gamma-butyrolactone 2725.62
    1-methoxy-2-propanol 1250.64
    pyridine 1763.67
    3-pentanone 1184.45
    furfural 1305.02
    n-dodecane 107.94
    diethylene glycol 743.39
    diisopropyl ether 826.25
    tert-amyl alcohol 1189.69
    acetylacetone 1006.1
    n-hexadecane 123.25
    acetophenone 569.24
    methyl propionate 1258.1
    isopentyl acetate 984.11
    trichloroethylene 2896.81
    n-nonanol 584.09
    cyclohexanol 993.86
    benzyl alcohol 521.04
    2-ethylhexanol 668.91
    isooctanol 547.26
    dipropyl ether 1326.83
    1,2-dichlorobenzene 692.24
    ethyl lactate 274.18
    propylene carbonate 954.35
    n-methylformamide 1753.76
    2-pentanol 988.52
    n-pentane 476.69
    1-propoxy-2-propanol 990.18
    1-methoxy-2-propyl acetate 791.8
    2-(2-methoxypropoxy) propanol 427.1
    mesitylene 352.72
    ε-caprolactone 1610.79
    p-cymene 274.63
    epichlorohydrin 3508.23
    1,1,1-trichloroethane 2174.41
    2-aminoethanol 524.32
    morpholine-4-carbaldehyde 1687.09
    sulfolane 1955.77
    2,2,4-trimethylpentane 169.06
    2-methyltetrahydrofuran 3210.03
    n-hexyl acetate 1072.38
    isooctane 171.46
    2-(2-butoxyethoxy)ethanol 762.4
    sec-butyl acetate 610.14
    tert-butyl acetate 995.44
    decalin 244.37
    glycerin 263.33
    diglyme 1554.35
    acrylic acid 531.36
    isopropyl myristate 390.83
    n-butyric acid 1112.68
    acetyl acetate 614.49
    di(2-ethylhexyl) phthalate 215.87
    ethyl propionate 924.62
    nitromethane 2178.22
    1,2-diethoxyethane 1503.78
    benzonitrile 679.05
    trioctyl phosphate 230.38
    1-bromopropane 1819.48
    gamma-valerolactone 2729.69
    n-decanol 432.85
    triethyl phosphate 304.41
    4-methyl-2-pentanol 497.99
    propionitrile 2002.06
    vinylene carbonate 927.86
    1,1,2-trichlorotrifluoroethane 834.52
    DMS 571.72
    cumene 381.56
    2-octanol 529.73
    2-hexanone 1180.85
    octyl acetate 501.41
    limonene 409.15
    1,2-dimethoxyethane 2611.67
    ethyl orthosilicate 339.84
    tributyl phosphate 252.88
    diacetone alcohol 790.35
    N,N-dimethylaniline 580.53
    acrylonitrile 1814.78
    aniline 681.89
    1,3-propanediol 900.54
    bromobenzene 831.64
    dibromomethane 2452.2
    1,1,2,2-tetrachloroethane 2207.74
    2-methyl-cyclohexyl acetate 511.61
    tetrabutyl urea 306.13
    diisobutyl methanol 385.23
    2-phenylethanol 665.18
    styrene 603.68
    dioctyl adipate 366.17
    dimethyl sulfate 545.63
    ethyl butyrate 787.47
    methyl lactate 317.84
    butyl lactate 386.81
    diethyl carbonate 454.71
    propanediol butyl ether 483.66
    triethyl orthoformate 522.43
    p-tert-butyltoluene 296.56
    methyl 4-tert-butylbenzoate 489.29
    morpholine 4725.24
    tert-butylamine 1235.44
    n-dodecanol 322.35
    dimethoxymethane 2005.76
    ethylene carbonate 946.25
    cyrene 387.1
    2-ethoxyethyl acetate 897.94
    2-ethylhexyl acetate 811.6
    1,2,4-trichlorobenzene 647.66
    4-methylpyridine 1458.08
    dibutyl ether 933.93
    2,6-dimethyl-4-heptanol 385.23
    DEF 1264.56
    dimethyl isosorbide 838.32
    tetrachloroethylene 1734.39
    eugenol 459.66
    triacetin 426.69
    span 80 428.76
    1,4-butanediol 331.21
    1,1-dichloroethane 2405.81
    2-methyl-1-pentanol 693.61
    methyl formate 1204.2
    2-methyl-1-butanol 892.2
    n-decane 203.46
    butyronitrile 1776.8
    3,7-dimethyl-1-octanol 470.43
    1-chlorooctane 583.49
    1-chlorotetradecane 217.3
    n-nonane 218.32
    undecane 142.37
    tert-butylcyclohexane 272.54
    cyclooctane 236.31
    cyclopentanol 1147.84
    tetrahydropyran 4340.6
    tert-amyl methyl ether 1156.11
    2,5,8-trioxanonane 785.14
    1-hexene 1355.27
    2-isopropoxyethanol 845.74
    2,2,2-trifluoroethanol 366.49
    methyl butyrate 1067.81

    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