(3S,5R)-1-(4-Hydroxy-3-methoxyphenyl)-3,5-decanediol

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  • Identifiers

    CAS number
    53318-09-5

    Molecular formula
    C17H28O4

    SMILES
    CCCCC[C@H](C[C@H](CCC1=CC(=C(C=C1)O)OC)O)O

    Safety labels

  • Odor profile

    Fragrance
    Sweet 50.31%
    Vanilla 37.52%
    Spicy 37.11%
    Fruity 35.35%
    Creamy 32.58%
    Balsamic 30.0%
    Odorless 28.53%
    Milky 27.66%
    Floral 26.97%
    Oily 26.51%

     

    Flavor
    Woody 39.45%
    Mild 38.45%
    Spicy 35.12%
    Herbal 33.0%
    Odorless 29.39%
    Sweet 29.33%
    Floral 27.75%
    Earthy 24.86%
    Bitter 23.22%
    Bland 21.83%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    3.0

    pKa est.
    9.51 (weak base)

    Molecular weight
    296.4 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    459°C

    Flash point

    • 182.31 ˚C est.

  • Synonyms

    • 53318-09-5
    • (3S,5R)-[6]-Gingerdiol
    • 88U2ML6QR6
    • orb1984103
    • (3S,5R)-1-(4-Hydroxy-3-methoxyphenyl)-3,5-decanediol
    • [6]-Gingerdiol, (3S,5R)-
    • AKOS040763754
    • 3,5-Decanediol, 1-(4-hydroxy-3-methoxyphenyl)-, (3S,5R)-
    • 3,5-Decanediol, 1-(4-hydroxy-3-methoxyphenyl)-, [R-(R*,S*)]-
    • 53318-09-5

  • Applications

    Compound (3S,5R)-1-(4-Hydroxy-3-methoxyphenyl)-3,5-decanediol (CAS number: 53318-09-5) is a chiral diol featuring a vanillyl-like aryl moiety and two hydroxyl groups on a decane chain, making it suitable as a chiral intermediate and building block for specialty chemicals; in industrial practice it can be used as a polyol or diol monomer for polymers and coatings (such as polyurethanes and polyesters) and as a reactive diol for crosslinking; in cosmetics and personal care it can serve as a fragrance-related building block or functional diol to modify formulation properties; in fragrance/perfumery it may act as a precursor to fragrance ingredients or as a fixed component; in pharmaceuticals it is commonly evaluated as an intermediate for chiral drug syntheses; in coatings/inks it provides hydroxyl functionality to enhance adhesion and curing performance.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 2050.31
    methanol 4190.22
    isopropanol 760.66
    water 0.38
    ethyl acetate 483.46
    n-propanol 878.59
    acetone 1376.77
    n-butanol 475.88
    acetonitrile 291.51
    DMF 600.84
    toluene 26.11
    isobutanol 341.4
    1,4-dioxane 816.4
    methyl acetate 310.19
    THF 1552.33
    2-butanone 358.36
    n-pentanol 215.42
    sec-butanol 271.46
    n-hexane 1.06
    ethylene glycol 223.32
    NMP 196.51
    cyclohexane 5.65
    DMSO 3640.82
    n-butyl acetate 121.97
    n-octanol 58.97
    chloroform 157.57
    n-propyl acetate 165.92
    acetic acid 843.0
    dichloromethane 186.05
    cyclohexanone 411.18
    propylene glycol 440.38
    isopropyl acetate 223.52
    DMAc 389.06
    2-ethoxyethanol 722.66
    isopentanol 273.8
    n-heptane 1.55
    ethyl formate 234.52
    1,2-dichloroethane 222.38
    n-hexanol 152.35
    2-methoxyethanol 1858.13
    isobutyl acetate 98.89
    tetrachloromethane 19.74
    n-pentyl acetate 78.61
    transcutol 1070.81
    n-heptanol 71.37
    ethylbenzene 16.26
    MIBK 179.67
    2-propoxyethanol 445.05
    tert-butanol 764.83
    MTBE 248.16
    2-butoxyethanol 206.66
    propionic acid 328.94
    o-xylene 21.55
    formic acid 351.63
    diethyl ether 171.94
    m-xylene 27.15
    p-xylene 20.74
    chlorobenzene 47.84
    dimethyl carbonate 92.19
    n-octane 1.54
    formamide 619.99
    cyclopentanone 592.55
    2-pentanone 357.23
    anisole 75.94
    cyclopentyl methyl ether 214.98
    gamma-butyrolactone 583.49
    1-methoxy-2-propanol 882.66
    pyridine 171.74
    3-pentanone 122.44
    furfural 300.18
    n-dodecane 2.18
    diethylene glycol 479.58
    diisopropyl ether 32.1
    tert-amyl alcohol 308.96
    acetylacetone 511.57
    n-hexadecane 2.39
    acetophenone 89.39
    methyl propionate 234.24
    isopentyl acetate 117.36
    trichloroethylene 286.07
    n-nonanol 52.94
    cyclohexanol 228.05
    benzyl alcohol 106.19
    2-ethylhexanol 53.59
    isooctanol 58.47
    dipropyl ether 47.06
    1,2-dichlorobenzene 49.33
    ethyl lactate 102.08
    propylene carbonate 221.75
    n-methylformamide 515.81
    2-pentanol 151.98
    n-pentane 1.02
    1-propoxy-2-propanol 231.25
    1-methoxy-2-propyl acetate 185.44
    2-(2-methoxypropoxy) propanol 155.96
    mesitylene 18.14
    ε-caprolactone 308.76
    p-cymene 15.79
    epichlorohydrin 677.68
    1,1,1-trichloroethane 104.74
    2-aminoethanol 635.65
    morpholine-4-carbaldehyde 368.54
    sulfolane 662.16
    2,2,4-trimethylpentane 2.82
    2-methyltetrahydrofuran 402.79
    n-hexyl acetate 102.18
    isooctane 2.66
    2-(2-butoxyethoxy)ethanol 275.57
    sec-butyl acetate 90.05
    tert-butyl acetate 235.89
    decalin 3.85
    glycerin 486.04
    diglyme 518.77
    acrylic acid 205.62
    isopropyl myristate 40.17
    n-butyric acid 555.69
    acetyl acetate 196.91
    di(2-ethylhexyl) phthalate 48.79
    ethyl propionate 107.59
    nitromethane 1263.62
    1,2-diethoxyethane 191.09
    benzonitrile 81.27
    trioctyl phosphate 38.94
    1-bromopropane 50.24
    gamma-valerolactone 741.88
    n-decanol 38.93
    triethyl phosphate 44.48
    4-methyl-2-pentanol 83.69
    propionitrile 137.88
    vinylene carbonate 157.16
    1,1,2-trichlorotrifluoroethane 388.63
    DMS 88.18
    cumene 14.44
    2-octanol 39.81
    2-hexanone 143.58
    octyl acetate 53.07
    limonene 23.78
    1,2-dimethoxyethane 702.53
    ethyl orthosilicate 42.93
    tributyl phosphate 43.78
    diacetone alcohol 354.4
    N,N-dimethylaniline 45.64
    acrylonitrile 165.78
    aniline 80.75
    1,3-propanediol 1042.35
    bromobenzene 38.52
    dibromomethane 92.74
    1,1,2,2-tetrachloroethane 257.43
    2-methyl-cyclohexyl acetate 75.94
    tetrabutyl urea 56.52
    diisobutyl methanol 35.83
    2-phenylethanol 94.84
    styrene 19.0
    dioctyl adipate 73.15
    dimethyl sulfate 159.57
    ethyl butyrate 78.87
    methyl lactate 171.0
    butyl lactate 95.02
    diethyl carbonate 55.89
    propanediol butyl ether 203.26
    triethyl orthoformate 59.94
    p-tert-butyltoluene 16.68
    methyl 4-tert-butylbenzoate 101.74
    morpholine 1035.23
    tert-butylamine 180.42
    n-dodecanol 29.25
    dimethoxymethane 624.98
    ethylene carbonate 169.38
    cyrene 145.37
    2-ethoxyethyl acetate 155.09
    2-ethylhexyl acetate 71.27
    1,2,4-trichlorobenzene 61.4
    4-methylpyridine 119.05
    dibutyl ether 49.34
    2,6-dimethyl-4-heptanol 35.83
    DEF 199.39
    dimethyl isosorbide 235.39
    tetrachloroethylene 156.92
    eugenol 110.93
    triacetin 131.25
    span 80 138.72
    1,4-butanediol 257.33
    1,1-dichloroethane 133.84
    2-methyl-1-pentanol 133.94
    methyl formate 330.97
    2-methyl-1-butanol 190.21
    n-decane 3.32
    butyronitrile 160.75
    3,7-dimethyl-1-octanol 57.49
    1-chlorooctane 20.7
    1-chlorotetradecane 8.36
    n-nonane 2.72
    undecane 2.59
    tert-butylcyclohexane 3.55
    cyclooctane 1.82
    cyclopentanol 281.07
    tetrahydropyran 513.31
    tert-amyl methyl ether 110.0
    2,5,8-trioxanonane 331.11
    1-hexene 8.61
    2-isopropoxyethanol 325.46
    2,2,2-trifluoroethanol 160.29
    methyl butyrate 172.23

    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