2-Methyl-3-(3,7,11,15-tetramethylhexadecyl)-1,4-naphthalenedione

Overview IFRA Request a quote

  • Identifiers

    CAS number
    64236-23-3

    Molecular formula
    C31H48O2

    SMILES
    CC1=C(C(=O)C2=CC=CC=C2C1=O)CCC(C)CCCC(C)CCCC(C)CCCC(C)C

    Safety labels

  • Odor profile

    Fragrance
    Woody 43.03%
    Waxy 41.04%
    Balsamic 34.3%
    Odorless 34.05%
    Floral 32.56%
    Dry 27.84%
    Fatty 26.7%
    Spicy 26.43%
    Oily 26.34%
    Herbal 26.07%

     

    Flavor
    Herbal 41.84%
    Woody 36.45%
    Bitter 24.69%
    Spice 23.59%
    Wood 21.47%
    Herb 20.42%
    Outdoor 19.86%
    Diterpene 19.74%
    Cedarleaf 19.74%
    Lovage 19.68%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    10.7

    pKa est.
    8.22 (weak base)

    Molecular weight
    452.7 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    522°C

    Flash point

    • 203.47 ˚C est.

  • Synonyms

    • 64236-23-3
    • 2',3'-Dihydro-phytomenadione
    • 2-methyl-3-(3,7,11,15-tetramethylhexadecyl)naphthalene-1,4-dione
    • 2-Methyl-3-(3,7,11,15-tetramethylhexadecyl)-1,4-naphthalenedione
    • 2',3'-Dihydrophylloquinone
    • b,?-Dihydro Vitamin K1
    • beta,gamma-Dihydro Vitamin K1
    • beta,gamma-Dihydrovitamin K1
    • Dihydrophylloquinone
    • b,|A-Dihydro Vitamin K1
    • 2',3'-Dihydrovitamin K1
    • SCHEMBL571584
    • CHEMBL2068846
    • beta , gamma -Dihydrovitamin K1
    • DTXSID10982782
    • PCA23623
    • 1,4-Naphthalenedione, 2-methyl-3-(3,7,11,15-tetramethylhexadecyl)-
    • AKOS030254620
    • 2-methyl-3-(3,7,11,15-tetramethylhexadecyl)-1,4-dihydronaphthalene-1,4-dione
    • 2-Methyl-3-(3,7,11,15-tetramethylhexadecyl)-1,4-naphthalenedione, 9CI
    • 64236-23-3

  • Applications

    2-Methyl-3-(3,7,11,15-tetramethylhexadecyl)-1,4-naphthalenedione (CAS 64236-23-3) is a lipophilic 1,4-naphthoquinone derivative with a long alkyl side chain at position 3. In industrial practice, it is primarily used as an intermediate in the synthesis of naphthoquinone-based dyes and pigments and as a precursor for specialty polymers. It can function as a stabilizer or antioxidant modifier in polymer formulations and coatings. Owing to the redox-active nature of the quinone core, it is investigated as a component for redox-active materials in organic electronics and energy storage, and serves as a starting material for the synthesis of other functionalized naphthoquinone derivatives. It is also used as a research reagent in organic synthesis.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 61.0
    methanol 39.28
    isopropanol 49.79
    water 0.19
    ethyl acetate 236.52
    n-propanol 99.62
    acetone 171.08
    n-butanol 107.81
    acetonitrile 51.81
    DMF 192.11
    toluene 201.73
    isobutanol 84.34
    1,4-dioxane 276.12
    methyl acetate 174.78
    THF 541.23
    2-butanone 278.53
    n-pentanol 100.62
    sec-butanol 100.96
    n-hexane 17.62
    ethylene glycol 1.81
    NMP 423.47
    cyclohexane 36.98
    DMSO 78.01
    n-butyl acetate 216.96
    n-octanol 50.0
    chloroform 757.41
    n-propyl acetate 228.42
    acetic acid 89.94
    dichloromethane 787.12
    cyclohexanone 558.05
    propylene glycol 7.56
    isopropyl acetate 185.45
    DMAc 384.8
    2-ethoxyethanol 125.04
    isopentanol 106.39
    n-heptane 10.28
    ethyl formate 104.66
    1,2-dichloroethane 448.56
    n-hexanol 72.57
    2-methoxyethanol 100.12
    isobutyl acetate 165.68
    tetrachloromethane 148.06
    n-pentyl acetate 299.63
    transcutol 444.14
    n-heptanol 76.89
    ethylbenzene 109.61
    MIBK 170.72
    2-propoxyethanol 140.56
    tert-butanol 58.81
    MTBE 139.56
    2-butoxyethanol 175.04
    propionic acid 95.24
    o-xylene 120.96
    formic acid 14.41
    diethyl ether 158.87
    m-xylene 119.62
    p-xylene 144.83
    chlorobenzene 298.63
    dimethyl carbonate 67.65
    n-octane 5.98
    formamide 32.17
    cyclopentanone 471.63
    2-pentanone 248.19
    anisole 190.57
    cyclopentyl methyl ether 295.69
    gamma-butyrolactone 456.53
    1-methoxy-2-propanol 100.61
    pyridine 392.89
    3-pentanone 211.35
    furfural 309.94
    n-dodecane 2.9
    diethylene glycol 35.88
    diisopropyl ether 48.13
    tert-amyl alcohol 104.91
    acetylacetone 247.83
    n-hexadecane 3.56
    acetophenone 223.97
    methyl propionate 184.53
    isopentyl acetate 223.88
    trichloroethylene 820.41
    n-nonanol 54.06
    cyclohexanol 158.39
    benzyl alcohol 142.25
    2-ethylhexanol 66.2
    isooctanol 77.61
    dipropyl ether 91.23
    1,2-dichlorobenzene 278.18
    ethyl lactate 71.27
    propylene carbonate 255.75
    n-methylformamide 80.06
    2-pentanol 77.66
    n-pentane 13.11
    1-propoxy-2-propanol 127.87
    1-methoxy-2-propyl acetate 209.7
    2-(2-methoxypropoxy) propanol 111.09
    mesitylene 67.09
    ε-caprolactone 532.79
    p-cymene 54.68
    epichlorohydrin 578.86
    1,1,1-trichloroethane 443.98
    2-aminoethanol 13.72
    morpholine-4-carbaldehyde 319.08
    sulfolane 407.89
    2,2,4-trimethylpentane 12.87
    2-methyltetrahydrofuran 466.27
    n-hexyl acetate 233.97
    isooctane 6.49
    2-(2-butoxyethoxy)ethanol 164.79
    sec-butyl acetate 174.46
    tert-butyl acetate 197.73
    decalin 20.96
    glycerin 10.62
    diglyme 389.0
    acrylic acid 66.83
    isopropyl myristate 61.23
    n-butyric acid 216.79
    acetyl acetate 134.38
    di(2-ethylhexyl) phthalate 68.41
    ethyl propionate 175.89
    nitromethane 168.14
    1,2-diethoxyethane 225.14
    benzonitrile 155.78
    trioctyl phosphate 44.78
    1-bromopropane 273.21
    gamma-valerolactone 663.52
    n-decanol 32.1
    triethyl phosphate 80.04
    4-methyl-2-pentanol 51.72
    propionitrile 87.58
    vinylene carbonate 217.93
    1,1,2-trichlorotrifluoroethane 258.08
    DMS 141.44
    cumene 67.56
    2-octanol 58.99
    2-hexanone 222.77
    octyl acetate 84.29
    limonene 79.46
    1,2-dimethoxyethane 258.49
    ethyl orthosilicate 86.26
    tributyl phosphate 54.67
    diacetone alcohol 165.56
    N,N-dimethylaniline 119.36
    acrylonitrile 81.31
    aniline 180.22
    1,3-propanediol 36.84
    bromobenzene 326.5
    dibromomethane 448.82
    1,1,2,2-tetrachloroethane 673.51
    2-methyl-cyclohexyl acetate 154.09
    tetrabutyl urea 77.45
    diisobutyl methanol 40.12
    2-phenylethanol 122.92
    styrene 130.92
    dioctyl adipate 104.56
    dimethyl sulfate 114.88
    ethyl butyrate 167.02
    methyl lactate 53.69
    butyl lactate 156.82
    diethyl carbonate 95.39
    propanediol butyl ether 85.86
    triethyl orthoformate 128.75
    p-tert-butyltoluene 49.68
    methyl 4-tert-butylbenzoate 188.25
    morpholine 355.38
    tert-butylamine 42.33
    n-dodecanol 20.57
    dimethoxymethane 152.26
    ethylene carbonate 205.22
    cyrene 144.51
    2-ethoxyethyl acetate 347.4
    2-ethylhexyl acetate 196.58
    1,2,4-trichlorobenzene 352.71
    4-methylpyridine 415.98
    dibutyl ether 93.62
    2,6-dimethyl-4-heptanol 40.12
    DEF 266.76
    dimethyl isosorbide 266.46
    tetrachloroethylene 425.87
    eugenol 162.92
    triacetin 219.72
    span 80 113.32
    1,4-butanediol 19.45
    1,1-dichloroethane 368.71
    2-methyl-1-pentanol 122.01
    methyl formate 58.46
    2-methyl-1-butanol 125.09
    n-decane 7.41
    butyronitrile 111.29
    3,7-dimethyl-1-octanol 54.02
    1-chlorooctane 51.47
    1-chlorotetradecane 12.48
    n-nonane 6.6
    undecane 4.26
    tert-butylcyclohexane 16.5
    cyclooctane 11.02
    cyclopentanol 128.32
    tetrahydropyran 425.52
    tert-amyl methyl ether 134.02
    2,5,8-trioxanonane 189.1
    1-hexene 72.2
    2-isopropoxyethanol 118.56
    2,2,2-trifluoroethanol 43.75
    methyl butyrate 248.56

    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