(5S,6R)-6-Ethyl-5,6,7,8-tetrahydro-5-hydroxy-3-(hydroxymethyl)-4H-1-benzopyran-4-one

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  • Identifiers

    CAS number
    69199-05-9

    Molecular formula
    C12H16O4

    SMILES
    CC[C@@H]1CCC2=C([C@H]1O)C(=O)C(=CO2)CO

    Safety labels

  • Odor profile

    Fragrance
    Sweet 54.89%
    Vanilla 37.13%
    Caramellic 35.54%
    Phenolic 31.33%
    Creamy 27.9%
    Burnt 26.84%
    Odorless 26.45%
    Spicy 26.36%
    Coconut 26.19%
    Mint 24.67%

     

    Flavor
    Bitter 68.31%
    Sweet 24.83%
    Sweet-like 21.22%
    Lovage 20.46%
    Leaves 20.39%
    Odorless 20.37%
    Cedarleaf 20.19%
    Ethyl benzoate 20.1%
    Parsley 20.05%
    Fenugreek 19.89%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    0.5

    pKa est.
    7.28 (neutral)

    Molecular weight
    224.25 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    545°C

    Flash point

    • 177.55 ˚C est.

  • Synonyms

    • Diplodiol
    • (5S,6R)-6-ethyl-5-hydroxy-3-(hydroxymethyl)-5,6,7,8-tetrahydrochromen-4-one
    • 69199-05-9
    • DTXSID90276313
    • trans-6-ethyl-5-hydroxy-3-hydroxymethyl-5,6,7,8-tetrahydrochromone
    • 6-Ethyl-5,6,7,8-tetrahydro-5-hydroxy-3-(hydroxymethyl)-4H-1-benzopyran-4-one
    • RefChem:906218
    • DTXCID50227629
    • (5S,6R)-6-Ethyl-5,6,7,8-tetrahydro-5-hydroxy-3-(hydroxymethyl)-4H-1-benzopyran-4-one
    • Diplosporin
    • 7143-89-7
    • CHEMBL470884
    • CHEBI:172462
    • (E)-6-Ethyl-5-hydroxy-3-(hydroxymethyl)-5,6,7,8-tetrahydrochromone
    • Chromone, 5,6,7,8-tetrahydro-6-ethyl-5-hydroxy-3-(hydroxymethyl)-, (E)-
    • 4H-1-Benzopyran-4-one, 5,6,7,8-tetrahydro-6-ethyl-5-hydroxy-3-(hydroxymethyl)-, (5S-trans)-
    • (5S,6R)-6-Ethyl-5-hydroxy-3-(hydroxymethyl)-5,6,7,8-tetrahydro-4H-1-benzopyran-4-one
    • 69199-05-9

  • Applications

    For the compound (5S,6R)-6-Ethyl-5,6,7,8-tetrahydro-5-hydroxy-3-(hydroxymethyl)-4H-1-benzopyran-4-one, CAS 69199-05-9, typical applications include as a chiral building block and synthetic intermediate in pharmaceutical development; evaluated as a fragrance component or fragrance precursor for cosmetics and flavor/fragrance industries; as a specialty chemical or precursor for polymers, coatings, and inks; as an intermediate in the synthesis of agrochemicals; and as a basis for research into chromone-based materials for niche applications.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 36.14
    methanol 100.15
    isopropanol 43.28
    water 0.31
    ethyl acetate 54.64
    n-propanol 38.26
    acetone 122.56
    n-butanol 46.22
    acetonitrile 47.25
    DMF 477.84
    toluene 23.6
    isobutanol 33.31
    1,4-dioxane 171.17
    methyl acetate 62.6
    THF 349.94
    2-butanone 72.01
    n-pentanol 25.73
    sec-butanol 25.29
    n-hexane 0.2
    ethylene glycol 35.54
    NMP 326.24
    cyclohexane 1.17
    DMSO 686.44
    n-butyl acetate 40.93
    n-octanol 11.7
    chloroform 86.82
    n-propyl acetate 36.98
    acetic acid 113.44
    dichloromethane 123.18
    cyclohexanone 192.4
    propylene glycol 35.94
    isopropyl acetate 37.49
    DMAc 243.48
    2-ethoxyethanol 80.78
    isopentanol 49.6
    n-heptane 0.47
    ethyl formate 61.95
    1,2-dichloroethane 116.37
    n-hexanol 30.23
    2-methoxyethanol 247.59
    isobutyl acetate 27.27
    tetrachloromethane 9.28
    n-pentyl acetate 26.3
    transcutol 249.75
    n-heptanol 16.25
    ethylbenzene 8.97
    MIBK 53.98
    2-propoxyethanol 97.91
    tert-butanol 71.0
    MTBE 22.8
    2-butoxyethanol 52.53
    propionic acid 58.17
    o-xylene 18.19
    formic acid 73.36
    diethyl ether 14.43
    m-xylene 22.74
    p-xylene 13.59
    chlorobenzene 45.78
    dimethyl carbonate 51.63
    n-octane 0.28
    formamide 140.34
    cyclopentanone 296.95
    2-pentanone 71.5
    anisole 33.03
    cyclopentyl methyl ether 77.81
    gamma-butyrolactone 340.67
    1-methoxy-2-propanol 158.11
    pyridine 120.05
    3-pentanone 40.13
    furfural 261.3
    n-dodecane 0.45
    diethylene glycol 134.11
    diisopropyl ether 5.66
    tert-amyl alcohol 35.08
    acetylacetone 121.28
    n-hexadecane 0.55
    acetophenone 52.55
    methyl propionate 66.31
    isopentyl acetate 39.8
    trichloroethylene 255.25
    n-nonanol 11.84
    cyclohexanol 56.23
    benzyl alcohol 52.67
    2-ethylhexanol 17.74
    isooctanol 15.86
    dipropyl ether 9.51
    1,2-dichlorobenzene 45.0
    ethyl lactate 35.78
    propylene carbonate 137.39
    n-methylformamide 193.12
    2-pentanol 21.11
    n-pentane 0.26
    1-propoxy-2-propanol 58.47
    1-methoxy-2-propyl acetate 65.08
    2-(2-methoxypropoxy) propanol 55.35
    mesitylene 13.56
    ε-caprolactone 133.91
    p-cymene 10.26
    epichlorohydrin 342.14
    1,1,1-trichloroethane 56.04
    2-aminoethanol 50.64
    morpholine-4-carbaldehyde 260.76
    sulfolane 438.62
    2,2,4-trimethylpentane 0.74
    2-methyltetrahydrofuran 121.11
    n-hexyl acetate 32.95
    isooctane 0.73
    2-(2-butoxyethoxy)ethanol 76.76
    sec-butyl acetate 23.38
    tert-butyl acetate 48.88
    decalin 1.23
    glycerin 105.87
    diglyme 152.23
    acrylic acid 77.73
    isopropyl myristate 12.92
    n-butyric acid 89.75
    acetyl acetate 44.56
    di(2-ethylhexyl) phthalate 23.74
    ethyl propionate 29.17
    nitromethane 250.76
    1,2-diethoxyethane 39.64
    benzonitrile 66.29
    trioctyl phosphate 16.19
    1-bromopropane 18.03
    gamma-valerolactone 338.13
    n-decanol 9.13
    triethyl phosphate 21.36
    4-methyl-2-pentanol 19.65
    propionitrile 39.2
    vinylene carbonate 124.73
    1,1,2-trichlorotrifluoroethane 207.43
    DMS 45.98
    cumene 8.04
    2-octanol 9.73
    2-hexanone 34.88
    octyl acetate 17.35
    limonene 13.54
    1,2-dimethoxyethane 125.51
    ethyl orthosilicate 18.62
    tributyl phosphate 18.41
    diacetone alcohol 96.66
    N,N-dimethylaniline 25.7
    acrylonitrile 81.82
    aniline 57.12
    1,3-propanediol 110.49
    bromobenzene 37.22
    dibromomethane 50.04
    1,1,2,2-tetrachloroethane 160.1
    2-methyl-cyclohexyl acetate 32.08
    tetrabutyl urea 27.66
    diisobutyl methanol 12.54
    2-phenylethanol 46.93
    styrene 10.84
    dioctyl adipate 24.64
    dimethyl sulfate 112.83
    ethyl butyrate 27.9
    methyl lactate 69.68
    butyl lactate 33.36
    diethyl carbonate 22.59
    propanediol butyl ether 51.01
    triethyl orthoformate 23.79
    p-tert-butyltoluene 9.89
    methyl 4-tert-butylbenzoate 48.98
    morpholine 208.67
    tert-butylamine 20.28
    n-dodecanol 6.89
    dimethoxymethane 186.46
    ethylene carbonate 99.53
    cyrene 91.89
    2-ethoxyethyl acetate 48.01
    2-ethylhexyl acetate 27.94
    1,2,4-trichlorobenzene 59.97
    4-methylpyridine 105.52
    dibutyl ether 8.65
    2,6-dimethyl-4-heptanol 12.54
    DEF 95.01
    dimethyl isosorbide 109.83
    tetrachloroethylene 91.86
    eugenol 52.09
    triacetin 45.99
    span 80 43.0
    1,4-butanediol 33.51
    1,1-dichloroethane 58.8
    2-methyl-1-pentanol 29.26
    methyl formate 170.48
    2-methyl-1-butanol 33.18
    n-decane 0.59
    butyronitrile 41.72
    3,7-dimethyl-1-octanol 15.52
    1-chlorooctane 4.92
    1-chlorotetradecane 2.43
    n-nonane 0.43
    undecane 0.51
    tert-butylcyclohexane 1.05
    cyclooctane 0.52
    cyclopentanol 81.23
    tetrahydropyran 88.98
    tert-amyl methyl ether 18.36
    2,5,8-trioxanonane 104.2
    1-hexene 1.57
    2-isopropoxyethanol 52.98
    2,2,2-trifluoroethanol 57.72
    methyl butyrate 48.92

    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