Diacetyl boldine

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  • Identifiers

    CAS number
    72584-75-9

    Molecular formula
    C23H25NO6

    SMILES
    CC(=O)OC1=C(C2=C3[C@H](CC4=CC(=C(C=C42)OC)OC(=O)C)N(CCC3=C1)C)OC

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Odorless 42.85%
    Floral 39.33%
    Powdery 36.84%
    Vanilla 33.51%
    Sweet 32.76%
    Musk 31.13%
    Fruity 27.84%
    Balsamic 26.85%
    Phenolic 26.58%
    Dry 26.18%

     

    Flavor
    Bitter 84.55%
    Odorless 30.4%
    Bland 28.73%
    Sweet-like 21.52%
    Parsley 20.79%
    Cedarleaf 19.87%
    Mild 19.8%
    Ripe apricot 19.28%
    Eugenol 19.25%
    Heather 18.99%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    2.9

    pKa est.
    6.41 (neutral)

    Molecular weight
    411.4 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    580°C

    Flash point

    • 227.7 ˚C est.

  • Synonyms

    • Diacetyl boldine
    • Diacetylboldine
    • Lumisphere
    • Lumiskin
    • 72584-75-9
    • O,O-Diacetylboldine
    • UNII-37727Z7M0I
    • 37727Z7M0I
    • 4H-Dibenzo(de,g)quinoline-2,9-diol, 5,6,6a,7-tetrahydro-1,10-dimethoxy-6-methyl-, 2,9-diacetate, (6aS)-
    • (+)-BOLDINE DIACETATE
    • 4H-Dibenzo(de,g)quinoline-2,9-diol, 5,6,6a,7-tetrahydro-1,10-dimethoxy-6-methyl-, diacetate (ester), (6aS)-
    • DTXSID60222908
    • (+-)-Boldine diacetate
    • RefChem:132553
    • DIACETYL BOLDINE [INCI]
    • DTXCID50145399
    • (+/-)-Boldine diacetate
    • [(6aS)-9-acetyloxy-1,10-dimethoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinolin-2-yl] acetate
    • orb1986133
    • SCHEMBL29427460
    • AKOS040751547
    • Q27256645
    • (6aS)-1,10-Dimethoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinoline-2,9-diyl diacetate
    • (S)-1,10-Dimethoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinoline-2,9-diyl diacetate
    • [(6aS)-9-acetyloxy-1,10-dimethoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinolin-2-yl]acetate
    • 72584-75-9

  • Applications

    Diacetyl boldine (CAS 72584-75-9) is an acetylated derivative of the alkaloid boldine and is commonly viewed as a synthetic intermediate and a chiral building block for alkaloid derivatives and related compounds in pharmaceutical research. In pharmaceutical contexts, it may be used as a precursor for alkaloid derivatives and related molecular frameworks. In cosmetics and personal care, it may be evaluated as a fragrance-related intermediate or as an acetylated alkaloid ester used in formulations. In polymers and plastics, it can serve as a functionalized monomer precursor or a colorant-building block for specialty polymer systems. In coatings and inks, it may provide colorant molecules or intermediates for color systems and tuning of color properties. In research settings, it is used as an organic synthesis reagent and chiral building block for experiments.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 7.79
    methanol 10.69
    isopropanol 4.49
    water 0.13
    ethyl acetate 18.09
    n-propanol 6.84
    acetone 25.38
    n-butanol 5.55
    acetonitrile 14.04
    DMF 40.82
    toluene 2.69
    isobutanol 5.18
    1,4-dioxane 23.44
    methyl acetate 24.11
    THF 29.6
    2-butanone 22.28
    n-pentanol 6.12
    sec-butanol 3.62
    n-hexane 0.17
    ethylene glycol 5.14
    NMP 65.07
    cyclohexane 0.32
    DMSO 54.47
    n-butyl acetate 15.0
    n-octanol 2.21
    chloroform 78.26
    n-propyl acetate 17.72
    acetic acid 62.73
    dichloromethane 71.34
    cyclohexanone 37.44
    propylene glycol 2.45
    isopropyl acetate 10.21
    DMAc 93.14
    2-ethoxyethanol 24.77
    isopentanol 5.73
    n-heptane 0.11
    ethyl formate 20.39
    1,2-dichloroethane 34.74
    n-hexanol 4.07
    2-methoxyethanol 30.03
    isobutyl acetate 11.91
    tetrachloromethane 7.94
    n-pentyl acetate 11.14
    transcutol 27.96
    n-heptanol 3.36
    ethylbenzene 2.29
    MIBK 8.19
    2-propoxyethanol 27.87
    tert-butanol 4.27
    MTBE 2.58
    2-butoxyethanol 17.61
    propionic acid 19.52
    o-xylene 2.43
    formic acid 30.27
    diethyl ether 4.7
    m-xylene 2.02
    p-xylene 4.08
    chlorobenzene 9.77
    dimethyl carbonate 20.41
    n-octane 0.09
    formamide 36.56
    cyclopentanone 40.51
    2-pentanone 13.73
    anisole 7.19
    cyclopentyl methyl ether 7.67
    gamma-butyrolactone 61.78
    1-methoxy-2-propanol 15.62
    pyridine 24.35
    3-pentanone 13.83
    furfural 53.77
    n-dodecane 0.12
    diethylene glycol 29.96
    diisopropyl ether 1.07
    tert-amyl alcohol 3.72
    acetylacetone 22.67
    n-hexadecane 0.14
    acetophenone 16.26
    methyl propionate 21.1
    isopentyl acetate 13.17
    trichloroethylene 74.72
    n-nonanol 2.71
    cyclohexanol 6.14
    benzyl alcohol 13.87
    2-ethylhexanol 3.47
    isooctanol 3.19
    dipropyl ether 3.26
    1,2-dichlorobenzene 12.28
    ethyl lactate 13.43
    propylene carbonate 34.09
    n-methylformamide 27.67
    2-pentanol 2.33
    n-pentane 0.13
    1-propoxy-2-propanol 13.47
    1-methoxy-2-propyl acetate 19.1
    2-(2-methoxypropoxy) propanol 16.9
    mesitylene 1.28
    ε-caprolactone 38.29
    p-cymene 2.18
    epichlorohydrin 61.0
    1,1,1-trichloroethane 23.55
    2-aminoethanol 7.1
    morpholine-4-carbaldehyde 59.07
    sulfolane 63.64
    2,2,4-trimethylpentane 0.11
    2-methyltetrahydrofuran 14.02
    n-hexyl acetate 8.94
    isooctane 0.06
    2-(2-butoxyethoxy)ethanol 18.12
    sec-butyl acetate 9.84
    tert-butyl acetate 8.42
    decalin 0.3
    glycerin 9.87
    diglyme 34.35
    acrylic acid 24.45
    isopropyl myristate 4.06
    n-butyric acid 21.67
    acetyl acetate 20.79
    di(2-ethylhexyl) phthalate 9.43
    ethyl propionate 14.04
    nitromethane 86.26
    1,2-diethoxyethane 10.45
    benzonitrile 15.2
    trioctyl phosphate 5.44
    1-bromopropane 9.22
    gamma-valerolactone 68.43
    n-decanol 2.09
    triethyl phosphate 10.5
    4-methyl-2-pentanol 2.04
    propionitrile 12.65
    vinylene carbonate 38.08
    1,1,2-trichlorotrifluoroethane 73.04
    DMS 17.89
    cumene 2.1
    2-octanol 1.74
    2-hexanone 15.01
    octyl acetate 5.81
    limonene 2.3
    1,2-dimethoxyethane 31.46
    ethyl orthosilicate 8.98
    tributyl phosphate 7.15
    diacetone alcohol 13.9
    N,N-dimethylaniline 6.1
    acrylonitrile 20.6
    aniline 8.03
    1,3-propanediol 11.37
    bromobenzene 7.98
    dibromomethane 34.59
    1,1,2,2-tetrachloroethane 53.66
    2-methyl-cyclohexyl acetate 13.52
    tetrabutyl urea 10.71
    diisobutyl methanol 1.77
    2-phenylethanol 13.71
    styrene 2.92
    dioctyl adipate 9.83
    dimethyl sulfate 34.81
    ethyl butyrate 11.9
    methyl lactate 15.81
    butyl lactate 11.66
    diethyl carbonate 12.31
    propanediol butyl ether 9.05
    triethyl orthoformate 10.21
    p-tert-butyltoluene 1.6
    methyl 4-tert-butylbenzoate 15.2
    morpholine 26.69
    tert-butylamine 1.52
    n-dodecanol 1.6
    dimethoxymethane 26.78
    ethylene carbonate 32.43
    cyrene 28.78
    2-ethoxyethyl acetate 21.78
    2-ethylhexyl acetate 11.05
    1,2,4-trichlorobenzene 17.13
    4-methylpyridine 18.56
    dibutyl ether 2.58
    2,6-dimethyl-4-heptanol 1.77
    DEF 23.7
    dimethyl isosorbide 29.19
    tetrachloroethylene 40.37
    eugenol 18.34
    triacetin 17.25
    span 80 11.5
    1,4-butanediol 7.02
    1,1-dichloroethane 23.18
    2-methyl-1-pentanol 6.76
    methyl formate 28.12
    2-methyl-1-butanol 5.13
    n-decane 0.18
    butyronitrile 10.1
    3,7-dimethyl-1-octanol 2.75
    1-chlorooctane 1.22
    1-chlorotetradecane 0.65
    n-nonane 0.13
    undecane 0.14
    tert-butylcyclohexane 0.22
    cyclooctane 0.1
    cyclopentanol 8.18
    tetrahydropyran 11.21
    tert-amyl methyl ether 2.7
    2,5,8-trioxanonane 26.2
    1-hexene 1.18
    2-isopropoxyethanol 16.67
    2,2,2-trifluoroethanol 32.87
    methyl butyrate 19.55

    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