beta-Carotene 5,6-epoxide

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  • Identifiers

    CAS number
    1923-89-3

    Molecular formula
    C40H56O

    SMILES
    CC1=C(C(CCC1)(C)C)/C=C/C(=C/C=C/C(=C/C=C/C=C(\C)/C=C/C=C(\C)/C=C/C23C(CCCC2(O3)C)(C)C)/C)/C

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  • Odor profile

    Fragrance
    Woody 65.63%
    Balsamic 45.86%
    Fruity 42.27%
    Sweet 41.58%
    Floral 40.8%
    Oily 34.62%
    Tropical 32.94%
    Berry 32.27%
    Sandalwood 31.13%
    Powdery 30.0%

     

    Flavor
    Balsam 38.82%
    Balsamic 27.23%
    Oriental 25.35%
    Wood 23.98%
    Diterpene 21.05%
    Low 20.92%
    Opoponax 19.96%
    Woody 19.72%
    Mouldy 19.16%
    Ocimene 19.11%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    12.7

    pKa est.
    -341.35 (strong acid)

    Molecular weight
    552.9 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    630°C

    Flash point

    • -1520.35 ˚C est.

  • Synonyms

    • beta-Carotene 5,6-epoxide
    • 5,6-Epoxy-beta,beta-carotene
    • 1923-89-3
    • CHEBI:27793
    • DTXSID301314499
    • 2,2,6-trimethyl-1-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-3,7,12,16-tetramethyl-18-(2,6,6-trimethylcyclohexen-1-yl)octadeca-1,3,5,7,9,11,13,15,17-nonaenyl]-7-oxabicyclo[4.1.0]heptane
    • 2,2,6-trimethyl-1-((1E,3E,5E,7E,9E,11E,13E,15E,17E)-3,7,12,16-tetramethyl-18-(2,6,6-trimethylcyclohexen-1-yl)octadeca-1,3,5,7,9,11,13,15,17-nonaenyl)-7-oxabicyclo(4.1.0)heptane
    • RefChem:917047
    • DTXCID901744303
    • 5,6-dihydro-5,6-epoxy-beta,beta-carotene
    • 5,6-epoxy-5,6-dihydro-beta,beta-carotene
    • C08587
    • .beta.,.beta.-Carotene, 5,6-epoxy-5,6-dihydro-
    • I(2)-Carotene 5,6-epoxide
    • SCHEMBL2949643
    • RVCRIPILOFSMFG-WWSVUWEKSA-N
    • (all-E)-5,6-Epoxy-beta-carotene
    • LMPR01070267
    • beta,beta-Carotene, 5,6-epoxy-5,6-dihydro-
    • beta-Carotene 5,6-epoxide, >=85.0% (HPLC)
    • Q27103334
    • 2,2,6-Trimethyl-1-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-3,7,12,16-tetramethyl-18-(2,6,6-trimethyl-1-cyclohexen-1-yl)-1,3,5,7,9,11,13,15,17-octadecanonaenyl]-7-oxabicyclo[4.1.0]heptane #
    • 1923-89-3

  • Applications

    beta-Carotene 5,6-epoxide (CAS 1923-89-3) is primarily used as an intermediate in carotenoid chemistry, enabling the synthesis of oxygen-containing carotenoids such as xanthophylls. It also serves as a research reagent to study epoxide chemistry and oxidation pathways of carotenoids, including ring opening and functionalization. In cosmetics and personal care, it may be evaluated as a pigment precursor or starting material for carotenoid-derived colorants. In coatings, inks, and plastics, it can function as a precursor for pigment formulations or as a reactive carotenoid-based additive, subject to formulation constraints and regulations. In pharmaceutical research, it is used as a reagent in carotenoid-related synthetic routes and analytical studies, with use governed by local regulations.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 0.2
    methanol 0.14
    isopropanol 0.08
    water 0.0
    ethyl acetate 1.01
    n-propanol 0.3
    acetone 0.3
    n-butanol 0.46
    acetonitrile 0.14
    DMF 0.38
    toluene 1.82
    isobutanol 0.23
    1,4-dioxane 1.31
    methyl acetate 0.5
    THF 3.42
    2-butanone 0.97
    n-pentanol 0.77
    sec-butanol 0.26
    n-hexane 0.35
    ethylene glycol 0.01
    NMP 2.96
    cyclohexane 0.25
    DMSO 0.27
    n-butyl acetate 1.96
    n-octanol 0.52
    chloroform 7.64
    n-propyl acetate 1.59
    acetic acid 0.34
    dichloromethane 5.45
    cyclohexanone 2.16
    propylene glycol 0.03
    isopropyl acetate 1.03
    DMAc 2.1
    2-ethoxyethanol 1.01
    isopentanol 0.52
    n-heptane 0.37
    ethyl formate 0.37
    1,2-dichloroethane 1.58
    n-hexanol 0.82
    2-methoxyethanol 0.4
    isobutyl acetate 1.7
    tetrachloromethane 0.92
    n-pentyl acetate 2.1
    transcutol 4.53
    n-heptanol 0.8
    ethylbenzene 2.1
    MIBK 1.12
    2-propoxyethanol 1.77
    tert-butanol 0.12
    MTBE 0.83
    2-butoxyethanol 1.96
    propionic acid 0.32
    o-xylene 1.17
    formic acid 0.1
    diethyl ether 0.97
    m-xylene 1.25
    p-xylene 1.79
    chlorobenzene 2.08
    dimethyl carbonate 0.3
    n-octane 0.11
    formamide 0.14
    cyclopentanone 1.86
    2-pentanone 1.03
    anisole 3.77
    cyclopentyl methyl ether 2.01
    gamma-butyrolactone 1.72
    1-methoxy-2-propanol 0.43
    pyridine 2.7
    3-pentanone 1.18
    furfural 2.22
    n-dodecane 0.07
    diethylene glycol 0.27
    diisopropyl ether 0.48
    tert-amyl alcohol 0.41
    acetylacetone 0.93
    n-hexadecane 0.08
    acetophenone 3.14
    methyl propionate 0.81
    isopentyl acetate 2.58
    trichloroethylene 5.13
    n-nonanol 0.79
    cyclohexanol 0.46
    benzyl alcohol 1.2
    2-ethylhexanol 1.26
    isooctanol 0.9
    dipropyl ether 2.32
    1,2-dichlorobenzene 2.78
    ethyl lactate 0.59
    propylene carbonate 1.24
    n-methylformamide 0.18
    2-pentanol 0.3
    n-pentane 0.14
    1-propoxy-2-propanol 1.54
    1-methoxy-2-propyl acetate 2.58
    2-(2-methoxypropoxy) propanol 3.47
    mesitylene 0.75
    ε-caprolactone 3.02
    p-cymene 1.25
    epichlorohydrin 3.12
    1,1,1-trichloroethane 2.0
    2-aminoethanol 0.06
    morpholine-4-carbaldehyde 2.25
    sulfolane 2.14
    2,2,4-trimethylpentane 0.25
    2-methyltetrahydrofuran 2.86
    n-hexyl acetate 2.34
    isooctane 0.12
    2-(2-butoxyethoxy)ethanol 3.28
    sec-butyl acetate 2.09
    tert-butyl acetate 1.64
    decalin 0.48
    glycerin 0.05
    diglyme 5.88
    acrylic acid 0.25
    isopropyl myristate 1.31
    n-butyric acid 0.79
    acetyl acetate 0.73
    di(2-ethylhexyl) phthalate 1.69
    ethyl propionate 1.88
    nitromethane 0.46
    1,2-diethoxyethane 2.65
    benzonitrile 0.85
    trioctyl phosphate 0.74
    1-bromopropane 1.92
    gamma-valerolactone 3.54
    n-decanol 0.5
    triethyl phosphate 2.19
    4-methyl-2-pentanol 0.38
    propionitrile 0.3
    vinylene carbonate 1.3
    1,1,2-trichlorotrifluoroethane 1.8
    DMS 0.94
    cumene 1.6
    2-octanol 0.42
    2-hexanone 2.04
    octyl acetate 1.35
    limonene 1.49
    1,2-dimethoxyethane 2.27
    ethyl orthosilicate 2.95
    tributyl phosphate 0.92
    diacetone alcohol 0.98
    N,N-dimethylaniline 2.98
    acrylonitrile 0.27
    aniline 0.9
    1,3-propanediol 0.13
    bromobenzene 3.13
    dibromomethane 3.45
    1,1,2,2-tetrachloroethane 3.67
    2-methyl-cyclohexyl acetate 4.36
    tetrabutyl urea 1.38
    diisobutyl methanol 0.67
    2-phenylethanol 1.78
    styrene 1.9
    dioctyl adipate 2.6
    dimethyl sulfate 0.6
    ethyl butyrate 3.25
    methyl lactate 0.27
    butyl lactate 1.11
    diethyl carbonate 1.71
    propanediol butyl ether 0.71
    triethyl orthoformate 3.69
    p-tert-butyltoluene 1.13
    methyl 4-tert-butylbenzoate 3.83
    morpholine 1.59
    tert-butylamine 0.12
    n-dodecanol 0.32
    dimethoxymethane 0.58
    ethylene carbonate 0.94
    cyrene 3.59
    2-ethoxyethyl acetate 2.86
    2-ethylhexyl acetate 3.04
    1,2,4-trichlorobenzene 3.55
    4-methylpyridine 2.28
    dibutyl ether 1.46
    2,6-dimethyl-4-heptanol 0.67
    DEF 1.36
    dimethyl isosorbide 6.67
    tetrachloroethylene 2.33
    eugenol 2.9
    triacetin 2.63
    span 80 2.46
    1,4-butanediol 0.09
    1,1-dichloroethane 1.17
    2-methyl-1-pentanol 1.27
    methyl formate 0.15
    2-methyl-1-butanol 0.62
    n-decane 0.16
    butyronitrile 0.44
    3,7-dimethyl-1-octanol 0.81
    1-chlorooctane 0.73
    1-chlorotetradecane 0.25
    n-nonane 0.12
    undecane 0.1
    tert-butylcyclohexane 0.48
    cyclooctane 0.18
    cyclopentanol 0.33
    tetrahydropyran 2.06
    tert-amyl methyl ether 1.54
    2,5,8-trioxanonane 4.66
    1-hexene 1.13
    2-isopropoxyethanol 1.13
    2,2,2-trifluoroethanol 0.16
    methyl butyrate 1.92

    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