1-(5,8-Dihydroxy-1,4-dioxo-1,4-dihydronaphthalen-2-yl)-4-methylpent-3-en-1-yl acetate

Overview IFRA Request a quote

  • Identifiers

    CAS number
    54984-93-9

    Molecular formula
    C18H18O6

    SMILES
    CC(=CCC(C1=CC(=O)C2=C(C=CC(=C2C1=O)O)O)OC(=O)C)C

    Safety labels

  • Odor profile

    Fragrance
    Odorless 40.01%
    Sweet 38.18%
    Spicy 30.55%
    Green 29.23%
    Herbal 28.45%
    Fruity 28.27%
    Woody 26.7%
    Floral 26.63%
    Mint 25.88%
    Balsamic 24.28%

     

    Flavor
    Bitter 85.24%
    Odorless 28.35%
    Bland 21.78%
    Cedarleaf 19.81%
    Lovage 19.54%
    Parsley 19.41%
    Broom 19.36%
    Heather 19.24%
    Sweet-like 19.02%
    Genet 18.83%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    3.5

    pKa est.
    7.7 (neutral)

    Molecular weight
    330.3 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    475°C

    Flash point

    • 229.25 ˚C est.

  • Synonyms

    • DTXSID30909976
    • 1-(5,8-dihydroxy-1,4-dioxo-1,4-dihydronaphthalen-2-yl)-4-methylpent-3-en-1-yl acetate
    • RefChem:1054489
    • DTXCID801339034
    • 54984-93-9
    • DL-Acetylshikonin
    • Shikonin, acetyl
    • Alkannin, monoacetate
    • NSC 291844
    • NSC-291844
    • ARNEBIN 3
    • ARNEBIN-3
    • ALKANNIN MONOACETATE
    • AcetylshikoninShikonin, acetyl
    • CHEMBL28569
    • orb1680290
    • SCHEMBL1240671
    • CHEBI:81069
    • HY-N2181A
    • WNFXUXZJJKTDOZ-UHFFFAOYSA-
    • MSK167720
    • NSC110199
    • NSC140376
    • NSC291844
    • 1,4-Naphthalenedione, 2-(1-(acetyloxy)-4-methyl-3-pentenyl)-5,8-dihydroxy-
    • AKOS015896725
    • FS-6968
    • NSC-140376
    • 23444-71-5
    • DB-046470
    • CS-0368744
    • B671806K005
    • C17413
    • Q27155025
    • 1, 2-[1-(acetyloxy)-4-methyl-3-pentenyl]-5,8-dihydroxy-
    • 1, 2-[1-(acetyloxy)-4-methyl-3-pentenyl]-5,8-dihydroxy-, (R)-
    • 1, 5,8-dihydroxy-2-(1-hydroxy-4-methyl-3-pentenyl)-, 2-acetate, (+)-
    • 2-(1-acetyloxy-4-methyl-3-pentenyl)-5,8-dihydroxy-1,4-naphthoquinone
    • 106295-33-4
    • InChI=1/C18H18O6/c1-9(2)4-7-15(24-10(3)19)11-8-14(22)16-12(20)5-6-13(21)17(16)18(11)23/h4-6,8,15,20-21H,7H2,1-3H3
    • 54984-93-9

  • Applications

    1-(5,8-Dihydroxy-1,4-dioxo-1,4-dihydronaphthalen-2-yl)-4-methylpent-3-en-1-yl acetate (CAS 54984-93-9) is used as an advanced intermediate in the synthesis of specialty chemicals, including pharmaceutical scaffolds and fine chemicals. It may also serve as a dye or pigment intermediate for coatings, inks, and plastics. In polymer formulations, it may be evaluated as an antioxidant or stabilizer, contributing to aging resistance and UV protection. It also provides a versatile building block for further chemical transformations in research, development, and pilot-scale production of custom chemistries.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 16.88
    methanol 17.94
    isopropanol 9.81
    water 0.02
    ethyl acetate 11.49
    n-propanol 13.55
    acetone 37.88
    n-butanol 9.45
    acetonitrile 17.74
    DMF 174.73
    toluene 1.43
    isobutanol 7.49
    1,4-dioxane 28.14
    methyl acetate 23.93
    THF 170.75
    2-butanone 33.35
    n-pentanol 6.4
    sec-butanol 9.19
    n-hexane 0.1
    ethylene glycol 4.8
    NMP 161.58
    cyclohexane 0.11
    DMSO 319.56
    n-butyl acetate 9.91
    n-octanol 1.96
    chloroform 32.62
    n-propyl acetate 10.63
    acetic acid 38.81
    dichloromethane 29.63
    cyclohexanone 34.04
    propylene glycol 7.37
    isopropyl acetate 6.98
    DMAc 283.42
    2-ethoxyethanol 38.34
    isopentanol 7.84
    n-heptane 0.04
    ethyl formate 12.76
    1,2-dichloroethane 21.01
    n-hexanol 3.54
    2-methoxyethanol 77.26
    isobutyl acetate 5.58
    tetrachloromethane 1.72
    n-pentyl acetate 4.27
    transcutol 38.7
    n-heptanol 2.26
    ethylbenzene 1.76
    MIBK 8.18
    2-propoxyethanol 34.81
    tert-butanol 11.15
    MTBE 4.99
    2-butoxyethanol 14.72
    propionic acid 15.19
    o-xylene 1.69
    formic acid 20.94
    diethyl ether 5.63
    m-xylene 1.08
    p-xylene 2.6
    chlorobenzene 3.92
    dimethyl carbonate 18.23
    n-octane 0.03
    formamide 41.11
    cyclopentanone 83.12
    2-pentanone 15.33
    anisole 13.11
    cyclopentyl methyl ether 14.81
    gamma-butyrolactone 83.85
    1-methoxy-2-propanol 42.16
    pyridine 27.03
    3-pentanone 11.36
    furfural 47.2
    n-dodecane 0.05
    diethylene glycol 28.26
    diisopropyl ether 0.83
    tert-amyl alcohol 10.28
    acetylacetone 21.48
    n-hexadecane 0.07
    acetophenone 15.76
    methyl propionate 19.13
    isopentyl acetate 10.35
    trichloroethylene 48.93
    n-nonanol 2.2
    cyclohexanol 6.72
    benzyl alcohol 12.34
    2-ethylhexanol 2.58
    isooctanol 2.09
    dipropyl ether 3.51
    1,2-dichlorobenzene 5.66
    ethyl lactate 10.83
    propylene carbonate 25.53
    n-methylformamide 51.14
    2-pentanol 3.62
    n-pentane 0.05
    1-propoxy-2-propanol 17.16
    1-methoxy-2-propyl acetate 16.53
    2-(2-methoxypropoxy) propanol 21.95
    mesitylene 0.73
    ε-caprolactone 30.54
    p-cymene 1.24
    epichlorohydrin 105.98
    1,1,1-trichloroethane 11.06
    2-aminoethanol 11.26
    morpholine-4-carbaldehyde 95.28
    sulfolane 140.96
    2,2,4-trimethylpentane 0.09
    2-methyltetrahydrofuran 40.88
    n-hexyl acetate 6.49
    isooctane 0.05
    2-(2-butoxyethoxy)ethanol 21.04
    sec-butyl acetate 6.12
    tert-butyl acetate 9.24
    decalin 0.2
    glycerin 19.21
    diglyme 45.13
    acrylic acid 16.08
    isopropyl myristate 2.9
    n-butyric acid 15.3
    acetyl acetate 8.3
    di(2-ethylhexyl) phthalate 5.8
    ethyl propionate 11.91
    nitromethane 85.71
    1,2-diethoxyethane 9.03
    benzonitrile 9.74
    trioctyl phosphate 3.52
    1-bromopropane 6.23
    gamma-valerolactone 88.24
    n-decanol 1.58
    triethyl phosphate 9.35
    4-methyl-2-pentanol 2.46
    propionitrile 13.24
    vinylene carbonate 21.46
    1,1,2-trichlorotrifluoroethane 67.31
    DMS 11.69
    cumene 1.41
    2-octanol 1.32
    2-hexanone 14.05
    octyl acetate 4.05
    limonene 1.52
    1,2-dimethoxyethane 68.28
    ethyl orthosilicate 7.94
    tributyl phosphate 5.26
    diacetone alcohol 21.57
    N,N-dimethylaniline 10.16
    acrylonitrile 20.24
    aniline 7.65
    1,3-propanediol 20.69
    bromobenzene 3.11
    dibromomethane 14.56
    1,1,2,2-tetrachloroethane 38.74
    2-methyl-cyclohexyl acetate 9.95
    tetrabutyl urea 9.61
    diisobutyl methanol 1.71
    2-phenylethanol 10.21
    styrene 2.13
    dioctyl adipate 7.4
    dimethyl sulfate 50.7
    ethyl butyrate 9.04
    methyl lactate 19.41
    butyl lactate 7.39
    diethyl carbonate 8.47
    propanediol butyl ether 10.44
    triethyl orthoformate 8.45
    p-tert-butyltoluene 1.13
    methyl 4-tert-butylbenzoate 13.76
    morpholine 56.83
    tert-butylamine 2.98
    n-dodecanol 1.11
    dimethoxymethane 63.24
    ethylene carbonate 16.69
    cyrene 32.0
    2-ethoxyethyl acetate 9.2
    2-ethylhexyl acetate 7.3
    1,2,4-trichlorobenzene 10.43
    4-methylpyridine 22.62
    dibutyl ether 2.46
    2,6-dimethyl-4-heptanol 1.71
    DEF 29.6
    dimethyl isosorbide 41.53
    tetrachloroethylene 16.77
    eugenol 15.7
    triacetin 11.44
    span 80 11.57
    1,4-butanediol 6.56
    1,1-dichloroethane 11.64
    2-methyl-1-pentanol 6.8
    methyl formate 34.52
    2-methyl-1-butanol 8.39
    n-decane 0.08
    butyronitrile 10.99
    3,7-dimethyl-1-octanol 2.5
    1-chlorooctane 0.79
    1-chlorotetradecane 0.35
    n-nonane 0.06
    undecane 0.07
    tert-butylcyclohexane 0.15
    cyclooctane 0.03
    cyclopentanol 14.28
    tetrahydropyran 18.54
    tert-amyl methyl ether 5.78
    2,5,8-trioxanonane 34.31
    1-hexene 0.88
    2-isopropoxyethanol 18.27
    2,2,2-trifluoroethanol 13.86
    methyl butyrate 17.3

    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