Tulipalin B

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  • Identifiers

    CAS number
    38965-80-9

    Molecular formula
    C5H6O3

    SMILES
    C=C1[C@@H](COC1=O)O

    Safety labels

  • Odor profile

    Fragrance
    Caramellic 60.39%
    Burnt 50.28%
    Sweet 47.99%
    Odorless 39.95%
    Nutty 27.37%
    Spicy 25.39%
    Roasted 24.37%
    Sharp 22.43%
    Coffee 21.11%
    Tobacco 20.6%

     

    Flavor
    Bitter 58.23%
    Maple 25.51%
    Fenugreek 22.35%
    Odorless 22.05%
    Cotton candy 21.94%
    Seedy 21.86%
    Extremely sweet 21.86%
    Very mild 21.46%
    Maple syrup 20.76%
    Caramel 20.28%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    -0.4

    pKa est.
    6.65 (neutral)

    Molecular weight
    114.1 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    335°C

    Flash point

    • 112.35 ˚C est.

  • Synonyms

    • Tulipalin B
    • (4S)-4-hydroxy-3-methylideneoxolan-2-one
    • 38965-80-9
    • 15VWD3K2A9
    • SINGLEEX TULIPALIN
    • beta-Hydroxy-alpha-methylene-gamma-butyrolactone
    • 2(3H)-Furanone, dihydro-4-hydroxy-3-methylene-, (S)-
    • CHEBI:87123
    • RefChem:192490
    • UNII-15VWD3K2A9
    • 2(3H)-Furanone, dihydro-4-hydroxy-3-methylene-, (4S)-
    • SCHEMBL4922801
    • (S)-(-)-TULIPALIN B
    • DTXSID30959815
    • NS00094092
    • C21187
    • 38965-80-9

  • Applications

    Tulipalin B (CAS 38965-80-9) is a naturally occurring gamma-lactone with an electrophilic exocyclic methylene group, commonly used as a building block and intermediate in fragrance chemistry and related syntheses. It may be employed as an odorant or fragrance component in perfumery and is occasionally evaluated for use in cosmetics/personal care formulations. In industrial manufacturing, it serves as a reactive lactone intermediate for preparing specialty chemicals and aroma derivatives. In materials science, it is explored as a precursor for lactone-containing polymers and crosslinking chemistries, including applications in coatings and inks. Its use is subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 102.44
    methanol 191.16
    isopropanol 61.01
    water 132.87
    ethyl acetate 21.6
    n-propanol 56.3
    acetone 40.27
    n-butanol 49.78
    acetonitrile 26.27
    DMF 167.87
    toluene 2.61
    isobutanol 41.6
    1,4-dioxane 49.45
    methyl acetate 32.07
    THF 55.68
    2-butanone 28.48
    n-pentanol 31.44
    sec-butanol 56.08
    n-hexane 0.63
    ethylene glycol 81.63
    NMP 76.74
    cyclohexane 1.07
    DMSO 159.21
    n-butyl acetate 5.22
    n-octanol 13.57
    chloroform 10.93
    n-propyl acetate 9.45
    acetic acid 136.43
    dichloromethane 13.99
    cyclohexanone 22.76
    propylene glycol 58.56
    isopropyl acetate 13.24
    DMAc 167.81
    2-ethoxyethanol 129.2
    isopentanol 50.79
    n-heptane 1.02
    ethyl formate 26.59
    1,2-dichloroethane 10.05
    n-hexanol 15.15
    2-methoxyethanol 227.69
    isobutyl acetate 5.21
    tetrachloromethane 4.15
    n-pentyl acetate 9.19
    transcutol 180.34
    n-heptanol 15.91
    ethylbenzene 2.7
    MIBK 22.73
    2-propoxyethanol 45.98
    tert-butanol 87.84
    MTBE 25.34
    2-butoxyethanol 44.1
    propionic acid 47.28
    o-xylene 4.94
    formic acid 296.54
    diethyl ether 16.36
    m-xylene 4.09
    p-xylene 4.05
    chlorobenzene 2.88
    dimethyl carbonate 20.31
    n-octane 0.71
    formamide 459.15
    cyclopentanone 31.8
    2-pentanone 23.43
    anisole 15.28
    cyclopentyl methyl ether 16.8
    gamma-butyrolactone 44.96
    1-methoxy-2-propanol 124.34
    pyridine 18.49
    3-pentanone 14.71
    furfural 57.05
    n-dodecane 0.64
    diethylene glycol 76.83
    diisopropyl ether 6.1
    tert-amyl alcohol 78.25
    acetylacetone 33.63
    n-hexadecane 0.67
    acetophenone 18.0
    methyl propionate 23.93
    isopentyl acetate 7.49
    trichloroethylene 18.86
    n-nonanol 12.63
    cyclohexanol 22.37
    benzyl alcohol 21.68
    2-ethylhexanol 9.03
    isooctanol 14.63
    dipropyl ether 5.63
    1,2-dichlorobenzene 4.58
    ethyl lactate 16.23
    propylene carbonate 23.22
    n-methylformamide 120.95
    2-pentanol 34.51
    n-pentane 1.12
    1-propoxy-2-propanol 24.61
    1-methoxy-2-propyl acetate 14.77
    2-(2-methoxypropoxy) propanol 47.38
    mesitylene 3.79
    ε-caprolactone 24.8
    p-cymene 3.25
    epichlorohydrin 44.6
    1,1,1-trichloroethane 7.62
    2-aminoethanol 130.63
    morpholine-4-carbaldehyde 103.24
    sulfolane 65.04
    2,2,4-trimethylpentane 1.33
    2-methyltetrahydrofuran 32.02
    n-hexyl acetate 13.68
    isooctane 0.99
    2-(2-butoxyethoxy)ethanol 64.93
    sec-butyl acetate 7.33
    tert-butyl acetate 20.52
    decalin 0.8
    glycerin 121.68
    diglyme 109.86
    acrylic acid 53.67
    isopropyl myristate 6.19
    n-butyric acid 43.48
    acetyl acetate 15.38
    di(2-ethylhexyl) phthalate 10.77
    ethyl propionate 9.72
    nitromethane 166.82
    1,2-diethoxyethane 19.45
    benzonitrile 9.43
    trioctyl phosphate 7.54
    1-bromopropane 3.86
    gamma-valerolactone 67.23
    n-decanol 9.31
    triethyl phosphate 6.62
    4-methyl-2-pentanol 23.99
    propionitrile 14.85
    vinylene carbonate 20.31
    1,1,2-trichlorotrifluoroethane 65.79
    DMS 12.12
    cumene 3.29
    2-octanol 10.02
    2-hexanone 12.28
    octyl acetate 8.76
    limonene 4.32
    1,2-dimethoxyethane 91.19
    ethyl orthosilicate 6.64
    tributyl phosphate 7.14
    diacetone alcohol 61.25
    N,N-dimethylaniline 15.04
    acrylonitrile 22.32
    aniline 12.01
    1,3-propanediol 133.18
    bromobenzene 2.0
    dibromomethane 6.97
    1,1,2,2-tetrachloroethane 15.5
    2-methyl-cyclohexyl acetate 8.14
    tetrabutyl urea 12.56
    diisobutyl methanol 7.96
    2-phenylethanol 14.93
    styrene 2.81
    dioctyl adipate 10.3
    dimethyl sulfate 40.24
    ethyl butyrate 6.52
    methyl lactate 36.36
    butyl lactate 14.72
    diethyl carbonate 5.16
    propanediol butyl ether 46.58
    triethyl orthoformate 6.19
    p-tert-butyltoluene 3.31
    methyl 4-tert-butylbenzoate 27.68
    morpholine 69.94
    tert-butylamine 30.6
    n-dodecanol 6.69
    dimethoxymethane 79.9
    ethylene carbonate 15.3
    cyrene 47.2
    2-ethoxyethyl acetate 17.89
    2-ethylhexyl acetate 4.79
    1,2,4-trichlorobenzene 6.4
    4-methylpyridine 15.46
    dibutyl ether 7.27
    2,6-dimethyl-4-heptanol 7.96
    DEF 50.94
    dimethyl isosorbide 50.81
    tetrachloroethylene 15.18
    eugenol 32.31
    triacetin 20.37
    span 80 29.78
    1,4-butanediol 57.62
    1,1-dichloroethane 6.75
    2-methyl-1-pentanol 35.38
    methyl formate 73.25
    2-methyl-1-butanol 48.22
    n-decane 0.96
    butyronitrile 14.92
    3,7-dimethyl-1-octanol 14.47
    1-chlorooctane 3.26
    1-chlorotetradecane 1.58
    n-nonane 0.82
    undecane 0.76
    tert-butylcyclohexane 0.87
    cyclooctane 0.66
    cyclopentanol 27.47
    tetrahydropyran 18.22
    tert-amyl methyl ether 23.9
    2,5,8-trioxanonane 80.19
    1-hexene 2.22
    2-isopropoxyethanol 65.19
    2,2,2-trifluoroethanol 91.77
    methyl butyrate 15.56

    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