cis-Stilbene oxide

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  • Identifiers

    CAS number
    1689-71-0

    Molecular formula
    C14H12O

    SMILES
    C1=CC=C(C=C1)[C@H]2[C@H](O2)C3=CC=CC=C3

    Safety labels

  • Odor profile

    Fragrance
    Fruity 53.59%
    Rose 53.34%
    Floral 49.03%
    Green 44.4%
    Earthy 39.99%
    Sweet 36.82%
    Metallic 36.78%
    Geranium 32.23%
    Mushroom 32.09%
    Honey 31.24%

     

    Flavor
    Bitter 46.68%
    Sweet 39.0%
    Green 35.95%
    Rose 35.35%
    Floral 30.23%
    Balsam 27.65%
    Herbal 26.77%
    Fruity 25.26%
    Metallic 25.06%
    Earthy 24.36%

     

    Odor impact est.
    Medium

  • Properties

    XLogP3-AA
    2.9

    pKa est.
    5.14 (weak acid)

    Molecular weight
    196.24 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    307°C

    Flash point

    • 130.78 ˚C est.

  • Synonyms

    • cis-Stilbene oxide
    • 1689-71-0
    • Stilbene oxide, cis-
    • (2R,3S)-2,3-diphenyloxirane
    • MESO-STILBENE OXIDE
    • GIX80CN6Z7
    • CCRIS 2080
    • Oxirane, 2,3-diphenyl-, cis-
    • cis-2,3-Diphenyloxirane
    • Bibenzyl, alpha,alpha'-epoxy-, cis-
    • UNII-GIX80CN6Z7
    • NSC 133513
    • STILBENE CIS-EPOXIDE
    • STILBENE OXIDE, MESO-
    • cis-alpha,alpha'-epoxybibenzyl
    • CHEBI:50004
    • NSC-133513
    • CIS-1,2-DIPHENYLETHYLENE OXIDE
    • OXIRANE, 2,3-DIPHENYL-, (2R,3S)-REL-
    • RefChem:126472
    • Oxirane, 2,3-diphenyl-, cis-(9CI)
    • rel-(2R,3S)-2,3-Diphenyloxirane
    • starbld0004681
    • cis-2 3-diphenyl oxirane
    • cis-Stilbene oxide, 97%
    • SCHEMBL1199563
    • LMPK13090030
    • AKOS015915950
    • PD193348
    • Q27121646
    • 1689-71-0

  • Applications

    cis-Stilbene oxide (CAS 1689-71-0) is primarily used as a reactive epoxide intermediate in organic synthesis. In pharmaceutical and fine-chemical production, it serves as a building block for more complex intermediates, enabling ring-opening to furnish vicinal diols and other functionalized derivatives. In polymer and materials science, it can act as a reactive monomer or crosslinking component in epoxy resin formulations for coatings and adhesives, and as a starting point for the development of specialty polymers and optoelectronic materials. It may also be evaluated as a precursor to diol building blocks and other functionalized styrene derivatives in research contexts.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 8.08
    methanol 5.29
    isopropanol 5.61
    water 0.03
    ethyl acetate 53.35
    n-propanol 8.09
    acetone 35.98
    n-butanol 8.42
    acetonitrile 27.65
    DMF 29.59
    toluene 37.35
    isobutanol 6.07
    1,4-dioxane 89.27
    methyl acetate 40.52
    THF 156.06
    2-butanone 47.79
    n-pentanol 10.07
    sec-butanol 7.81
    n-hexane 4.19
    ethylene glycol 2.3
    NMP 32.82
    cyclohexane 7.88
    DMSO 29.29
    n-butyl acetate 37.61
    n-octanol 6.34
    chloroform 178.9
    n-propyl acetate 40.41
    acetic acid 23.95
    dichloromethane 201.66
    cyclohexanone 64.59
    propylene glycol 3.48
    isopropyl acetate 41.16
    DMAc 51.19
    2-ethoxyethanol 25.33
    isopentanol 10.86
    n-heptane 5.41
    ethyl formate 26.74
    1,2-dichloroethane 130.12
    n-hexanol 11.18
    2-methoxyethanol 23.86
    isobutyl acetate 34.87
    tetrachloromethane 13.88
    n-pentyl acetate 23.66
    transcutol 131.96
    n-heptanol 7.17
    ethylbenzene 32.46
    MIBK 37.25
    2-propoxyethanol 24.99
    tert-butanol 9.38
    MTBE 23.48
    2-butoxyethanol 19.03
    propionic acid 16.82
    o-xylene 22.79
    formic acid 5.0
    diethyl ether 33.49
    m-xylene 22.72
    p-xylene 32.4
    chlorobenzene 47.4
    dimethyl carbonate 25.46
    n-octane 2.81
    formamide 14.82
    cyclopentanone 89.62
    2-pentanone 40.99
    anisole 68.97
    cyclopentyl methyl ether 44.62
    gamma-butyrolactone 100.02
    1-methoxy-2-propanol 20.34
    pyridine 111.19
    3-pentanone 39.65
    furfural 86.81
    n-dodecane 2.14
    diethylene glycol 18.21
    diisopropyl ether 16.59
    tert-amyl alcohol 11.37
    acetylacetone 70.04
    n-hexadecane 2.59
    acetophenone 60.03
    methyl propionate 33.82
    isopentyl acetate 45.76
    trichloroethylene 251.64
    n-nonanol 7.53
    cyclohexanol 10.67
    benzyl alcohol 26.54
    2-ethylhexanol 13.46
    isooctanol 8.3
    dipropyl ether 34.07
    1,2-dichlorobenzene 52.27
    ethyl lactate 18.44
    propylene carbonate 59.73
    n-methylformamide 13.33
    2-pentanol 8.21
    n-pentane 2.58
    1-propoxy-2-propanol 21.85
    1-methoxy-2-propyl acetate 49.02
    2-(2-methoxypropoxy) propanol 34.88
    mesitylene 17.53
    ε-caprolactone 61.33
    p-cymene 19.82
    epichlorohydrin 150.81
    1,1,1-trichloroethane 75.6
    2-aminoethanol 5.09
    morpholine-4-carbaldehyde 48.85
    sulfolane 77.69
    2,2,4-trimethylpentane 3.36
    2-methyltetrahydrofuran 66.07
    n-hexyl acetate 28.02
    isooctane 2.95
    2-(2-butoxyethoxy)ethanol 39.59
    sec-butyl acetate 38.18
    tert-butyl acetate 47.47
    decalin 8.2
    glycerin 7.0
    diglyme 103.83
    acrylic acid 18.53
    isopropyl myristate 17.78
    n-butyric acid 28.72
    acetyl acetate 48.95
    di(2-ethylhexyl) phthalate 15.14
    ethyl propionate 44.96
    nitromethane 50.89
    1,2-diethoxyethane 58.33
    benzonitrile 37.79
    trioctyl phosphate 8.76
    1-bromopropane 46.99
    gamma-valerolactone 90.78
    n-decanol 6.17
    triethyl phosphate 29.78
    4-methyl-2-pentanol 9.14
    propionitrile 25.16
    vinylene carbonate 55.06
    1,1,2-trichlorotrifluoroethane 63.24
    DMS 41.07
    cumene 24.01
    2-octanol 5.43
    2-hexanone 38.16
    octyl acetate 16.85
    limonene 22.46
    1,2-dimethoxyethane 80.88
    ethyl orthosilicate 27.59
    tributyl phosphate 13.03
    diacetone alcohol 35.94
    N,N-dimethylaniline 40.86
    acrylonitrile 35.56
    aniline 24.91
    1,3-propanediol 8.84
    bromobenzene 58.96
    dibromomethane 114.86
    1,1,2,2-tetrachloroethane 156.23
    2-methyl-cyclohexyl acetate 41.51
    tetrabutyl urea 16.68
    diisobutyl methanol 14.79
    2-phenylethanol 26.88
    styrene 39.41
    dioctyl adipate 28.03
    dimethyl sulfate 32.48
    ethyl butyrate 49.63
    methyl lactate 15.65
    butyl lactate 16.46
    diethyl carbonate 43.73
    propanediol butyl ether 12.78
    triethyl orthoformate 37.58
    p-tert-butyltoluene 18.56
    methyl 4-tert-butylbenzoate 41.02
    morpholine 63.63
    tert-butylamine 7.19
    n-dodecanol 5.45
    dimethoxymethane 39.98
    ethylene carbonate 43.21
    cyrene 32.54
    2-ethoxyethyl acetate 42.25
    2-ethylhexyl acetate 36.66
    1,2,4-trichlorobenzene 59.78
    4-methylpyridine 58.42
    dibutyl ether 24.84
    2,6-dimethyl-4-heptanol 14.79
    DEF 34.94
    dimethyl isosorbide 76.09
    tetrachloroethylene 93.31
    eugenol 32.22
    triacetin 43.09
    span 80 21.99
    1,4-butanediol 5.01
    1,1-dichloroethane 65.16
    2-methyl-1-pentanol 13.42
    methyl formate 14.74
    2-methyl-1-butanol 8.87
    n-decane 3.39
    butyronitrile 23.48
    3,7-dimethyl-1-octanol 11.58
    1-chlorooctane 12.26
    1-chlorotetradecane 6.13
    n-nonane 2.91
    undecane 2.58
    tert-butylcyclohexane 7.26
    cyclooctane 4.61
    cyclopentanol 12.81
    tetrahydropyran 64.26
    tert-amyl methyl ether 22.18
    2,5,8-trioxanonane 72.55
    1-hexene 14.51
    2-isopropoxyethanol 21.55
    2,2,2-trifluoroethanol 12.4
    methyl butyrate 49.57

    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