Retin, 15-[(trimethylsilyl)oxy]-, (11-cis,13-cis)-

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  • Identifiers

    CAS number
    16729-19-4

    Molecular formula
    C23H38OSi

    SMILES
    CC1=C(C(CCC1)(C)C)/C=C/C(=C/C=C\C(=C/CO[Si](C)(C)C)\C)/C

    Safety labels

  • Odor profile

    Fragrance
    Woody 65.2%
    Floral 63.33%
    Sweet 48.66%
    Fruity 47.58%
    Balsamic 45.26%
    Tropical 41.83%
    Berry 39.31%
    Powdery 37.49%
    Sandalwood 30.79%
    Waxy 30.33%

     

    Flavor
    Woody 36.69%
    Balsam 35.28%
    Wood 33.25%
    Herbal 31.11%
    Sweet 30.57%
    Citrus 27.35%
    Balsamic 27.25%
    Herb 25.75%
    Floral 24.89%
    Bergamot 23.56%

     

    Odor impact est.
    Low

  • Properties

    pKa est.
    9.96 (weak base)

    Molecular weight
    358.6 g/mol

    Flash point

    • 147.56 ˚C est.

  • Synonyms

    • MKFYWDRIINZECV-HHEUHLPGSA-N
    • DTXSID101021862
    • Retin, 15-[(trimethylsilyl)oxy]-, (11-cis,13-cis)-
    • 16729-19-4
    • 16729-19-4

  • Applications

    Retin, 15-[(trimethylsilyl)oxy]-, (11-cis,13-cis)- (CAS 16729-19-4) is primarily used as a synthetic intermediate for retinoid and vitamin A derivatives in pharmaceutical and cosmetic applications, and it also serves as a protecting group for the C15 hydroxyl by forming a trimethylsilyl ether to control polyene-chain reactions in complex synthetic sequences; in addition, it is employed as a platform for research and development of retinoid ingredients for skincare and pharmaceutical formulations, and functions as a tool in retinoid chemistry studies, subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 52.7
    methanol 29.31
    isopropanol 24.95
    water 0.04
    ethyl acetate 101.71
    n-propanol 52.48
    acetone 35.82
    n-butanol 75.21
    acetonitrile 14.1
    DMF 25.13
    toluene 119.51
    isobutanol 33.94
    1,4-dioxane 165.69
    methyl acetate 44.04
    THF 397.6
    2-butanone 80.27
    n-pentanol 75.38
    sec-butanol 49.37
    n-hexane 48.47
    ethylene glycol 1.17
    NMP 70.07
    cyclohexane 77.0
    DMSO 31.49
    n-butyl acetate 174.0
    n-octanol 84.26
    chloroform 233.18
    n-propyl acetate 106.03
    acetic acid 19.15
    dichloromethane 172.16
    cyclohexanone 156.25
    propylene glycol 5.27
    isopropyl acetate 92.1
    DMAc 80.87
    2-ethoxyethanol 84.99
    isopentanol 67.39
    n-heptane 77.65
    ethyl formate 33.28
    1,2-dichloroethane 87.81
    n-hexanol 122.2
    2-methoxyethanol 64.49
    isobutyl acetate 98.13
    tetrachloromethane 32.37
    n-pentyl acetate 146.58
    transcutol 490.03
    n-heptanol 88.74
    ethylbenzene 85.64
    MIBK 84.16
    2-propoxyethanol 164.03
    tert-butanol 37.19
    MTBE 129.11
    2-butoxyethanol 133.3
    propionic acid 20.18
    o-xylene 70.11
    formic acid 4.41
    diethyl ether 182.86
    m-xylene 84.57
    p-xylene 80.94
    chlorobenzene 89.75
    dimethyl carbonate 16.05
    n-octane 24.84
    formamide 6.57
    cyclopentanone 120.17
    2-pentanone 96.18
    anisole 132.17
    cyclopentyl methyl ether 199.42
    gamma-butyrolactone 91.47
    1-methoxy-2-propanol 71.63
    pyridine 114.02
    3-pentanone 89.44
    furfural 76.64
    n-dodecane 14.5
    diethylene glycol 38.56
    diisopropyl ether 76.58
    tert-amyl alcohol 64.38
    acetylacetone 66.17
    n-hexadecane 16.65
    acetophenone 102.59
    methyl propionate 61.73
    isopentyl acetate 168.84
    trichloroethylene 144.39
    n-nonanol 93.71
    cyclohexanol 75.86
    benzyl alcohol 59.59
    2-ethylhexanol 127.62
    isooctanol 82.06
    dipropyl ether 238.09
    1,2-dichlorobenzene 82.9
    ethyl lactate 36.56
    propylene carbonate 68.88
    n-methylformamide 11.87
    2-pentanol 55.22
    n-pentane 38.11
    1-propoxy-2-propanol 165.78
    1-methoxy-2-propyl acetate 165.94
    2-(2-methoxypropoxy) propanol 168.48
    mesitylene 58.15
    ε-caprolactone 157.02
    p-cymene 79.14
    epichlorohydrin 136.15
    1,1,1-trichloroethane 92.99
    2-aminoethanol 8.81
    morpholine-4-carbaldehyde 107.65
    sulfolane 87.27
    2,2,4-trimethylpentane 24.83
    2-methyltetrahydrofuran 266.07
    n-hexyl acetate 179.97
    isooctane 17.42
    2-(2-butoxyethoxy)ethanol 214.3
    sec-butyl acetate 109.29
    tert-butyl acetate 114.36
    decalin 43.05
    glycerin 8.51
    diglyme 315.82
    acrylic acid 10.51
    isopropyl myristate 87.44
    n-butyric acid 66.47
    acetyl acetate 50.9
    di(2-ethylhexyl) phthalate 75.13
    ethyl propionate 95.47
    nitromethane 21.87
    1,2-diethoxyethane 275.76
    benzonitrile 53.38
    trioctyl phosphate 50.1
    1-bromopropane 120.26
    gamma-valerolactone 170.23
    n-decanol 69.09
    triethyl phosphate 74.94
    4-methyl-2-pentanol 47.81
    propionitrile 30.6
    vinylene carbonate 52.94
    1,1,2-trichlorotrifluoroethane 60.11
    DMS 58.53
    cumene 65.94
    2-octanol 62.33
    2-hexanone 113.42
    octyl acetate 104.71
    limonene 124.39
    1,2-dimethoxyethane 171.57
    ethyl orthosilicate 94.52
    tributyl phosphate 55.9
    diacetone alcohol 76.27
    N,N-dimethylaniline 100.93
    acrylonitrile 19.09
    aniline 65.6
    1,3-propanediol 22.96
    bromobenzene 112.9
    dibromomethane 140.42
    1,1,2,2-tetrachloroethane 138.24
    2-methyl-cyclohexyl acetate 176.68
    tetrabutyl urea 77.24
    diisobutyl methanol 70.88
    2-phenylethanol 103.97
    styrene 82.82
    dioctyl adipate 120.1
    dimethyl sulfate 18.47
    ethyl butyrate 170.29
    methyl lactate 20.66
    butyl lactate 81.12
    diethyl carbonate 94.37
    propanediol butyl ether 80.19
    triethyl orthoformate 168.79
    p-tert-butyltoluene 75.28
    methyl 4-tert-butylbenzoate 125.84
    morpholine 193.46
    tert-butylamine 35.69
    n-dodecanol 51.86
    dimethoxymethane 71.47
    ethylene carbonate 53.78
    cyrene 104.21
    2-ethoxyethyl acetate 175.77
    2-ethylhexyl acetate 171.73
    1,2,4-trichlorobenzene 94.71
    4-methylpyridine 117.8
    dibutyl ether 173.78
    2,6-dimethyl-4-heptanol 70.88
    DEF 95.17
    dimethyl isosorbide 251.82
    tetrachloroethylene 78.75
    eugenol 103.62
    triacetin 133.77
    span 80 157.75
    1,4-butanediol 9.93
    1,1-dichloroethane 75.26
    2-methyl-1-pentanol 85.43
    methyl formate 8.68
    2-methyl-1-butanol 67.85
    n-decane 32.43
    butyronitrile 53.13
    3,7-dimethyl-1-octanol 94.12
    1-chlorooctane 86.62
    1-chlorotetradecane 34.17
    n-nonane 30.14
    undecane 20.34
    tert-butylcyclohexane 37.76
    cyclooctane 40.09
    cyclopentanol 48.25
    tetrahydropyran 301.46
    tert-amyl methyl ether 139.0
    2,5,8-trioxanonane 240.53
    1-hexene 105.51
    2-isopropoxyethanol 80.7
    2,2,2-trifluoroethanol 5.03
    methyl butyrate 101.24

    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