Cyclovalone

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  • Identifiers

    CAS number
    579-23-7

    Molecular formula
    C22H22O5

    SMILES
    COC1=C(C=CC(=C1)C=C2CCCC(=CC3=CC(=C(C=C3)O)OC)C2=O)O

    Safety labels

  • Odor profile

    Fragrance
    Spicy 63.91%
    Sweet 61.76%
    Vanilla 61.19%
    Balsamic 44.67%
    Phenolic 41.42%
    Powdery 38.34%
    Creamy 36.1%
    Floral 35.99%
    Woody 34.1%
    Clove 32.88%

     

    Flavor
    Bitter 79.34%
    Lovage 20.37%
    Parsley 20.26%
    Cedarleaf 18.96%
    Ethyl benzoate 18.87%
    Basil 18.72%
    Leaves 18.68%
    Curry 18.67%
    Nitrile 18.65%
    Eugenol 18.62%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    4.3

    pKa est.
    10.08 (weak base)

    Molecular weight
    366.4 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    668°C

    Flash point

    • 217.51 ˚C est.

  • Synonyms

    • 2,6-Divanillylidenecyclohexanone
    • 579-23-7
    • Ciclovalona
    • Cyclovalonum
    • 6M4YJ3FA16
    • DTXSID7046386
    • NSC-26727
    • DTXCID5026386
    • RefChem:130037
    • 209-438-9
    • Cyclovalone
    • Cyclovalone [INN]
    • Divanil
    • Beveno
    • 2,6-bis[(4-hydroxy-3-methoxyphenyl)methylidene]cyclohexan-1-one
    • Tsikvalon; Vanilone
    • Curcumoid
    • Cycvalon
    • Divanon
    • Flavugal
    • Tsikvalon
    • VANILONE
    • Divanillalcyclohexanone
    • 2,6-Divanillidenecyclohexanone
    • 2,6-Bis(4-hydroxy-3-methoxybenzylidene)cyclohexanone
    • 2,6-Bis(4-hydroxy-3-methoxybenzylidene)cyclohexanone;
    • Cyclovalon
    • Vanidene
    • 2,6-Bis[(4-hydroxy-3-methoxyphenyl)methylene]cyclohexanone;
    • CYCLOVALONE [MI]
    • ChemDiv1_019429
    • Cyclovalonum [INN-Latin]
    • Ciclovalona [INN-Spanish]
    • CYCLOVALONE [MART.]
    • UNII-6M4YJ3FA16
    • CYCLOVALONE [WHO-DD]
    • 2,6-divanillylidencyclohexanon
    • orb2566534
    • SCHEMBL1151847
    • SCHEMBL29929726
    • Cyclohexanone, 2,6-vanillylidene-
    • AAA57923
    • DVC
    • EINECS 209-438-9
    • Cyclohexanone, 2,6-divanillylidene-
    • NSC 26727
    • AKOS034380226
    • BRN 2019082
    • NCI60_018490
    • AI3-26016
    • NS00003338
    • 4-08-00-03586 (Beilstein Handbook Reference)
    • Q27265138
    • 2,6-Bis((4-hydroxy-3-methoxyphenyl)methylene)cyclohexanone
    • Cyclohexanone, 2,6-bis((4-hydroxy-3-methoxyphenyl)methylene)-
    • Cyclohexanone,2,6-bis[(4-hydroxy-3-methoxyphenyl)methylene]-
    • 579-23-7

  • Applications

    Cyclovalone (CAS 579-23-7) is primarily regarded as an odorant and fragrance component in perfume and cosmetic formulations, where it can act as an aroma contributor and may function as a fixative; it is also evaluated as an intermediate in the synthesis of fragrance-related chemicals; in addition, it may be considered for use in household cleaning products as a fragrance ingredient; in coatings and inks, it can be employed as a fragrance additive to improve odor profiles; in the polymers/plastics sector, it may be used as an additive in polymer formulations under appropriate regulatory and formulation constraints.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 2.62
    methanol 2.16
    isopropanol 4.13
    water 0.0
    ethyl acetate 9.9
    n-propanol 4.58
    acetone 18.76
    n-butanol 3.3
    acetonitrile 3.98
    DMF 17.72
    toluene 4.95
    isobutanol 2.94
    1,4-dioxane 25.43
    methyl acetate 11.54
    THF 133.04
    2-butanone 18.81
    n-pentanol 4.19
    sec-butanol 5.17
    n-hexane 0.78
    ethylene glycol 1.08
    NMP 11.68
    cyclohexane 1.05
    DMSO 71.94
    n-butyl acetate 5.0
    n-octanol 2.67
    chloroform 24.41
    n-propyl acetate 6.19
    acetic acid 10.12
    dichloromethane 22.39
    cyclohexanone 20.92
    propylene glycol 2.28
    isopropyl acetate 8.1
    DMAc 37.52
    2-ethoxyethanol 14.13
    isopentanol 3.43
    n-heptane 0.89
    ethyl formate 3.78
    1,2-dichloroethane 15.06
    n-hexanol 3.69
    2-methoxyethanol 14.75
    isobutyl acetate 4.09
    tetrachloromethane 2.59
    n-pentyl acetate 6.83
    transcutol 30.63
    n-heptanol 3.58
    ethylbenzene 3.26
    MIBK 7.76
    2-propoxyethanol 14.24
    tert-butanol 8.43
    MTBE 9.67
    2-butoxyethanol 9.89
    propionic acid 6.47
    o-xylene 3.56
    formic acid 3.12
    diethyl ether 11.42
    m-xylene 2.66
    p-xylene 3.47
    chlorobenzene 4.26
    dimethyl carbonate 10.51
    n-octane 0.64
    formamide 7.69
    cyclopentanone 36.19
    2-pentanone 11.44
    anisole 7.9
    cyclopentyl methyl ether 13.82
    gamma-butyrolactone 30.81
    1-methoxy-2-propanol 13.48
    pyridine 15.47
    3-pentanone 12.69
    furfural 16.51
    n-dodecane 0.45
    diethylene glycol 9.74
    diisopropyl ether 3.57
    tert-amyl alcohol 7.43
    acetylacetone 20.24
    n-hexadecane 0.52
    acetophenone 8.86
    methyl propionate 11.47
    isopentyl acetate 6.2
    trichloroethylene 29.23
    n-nonanol 3.56
    cyclohexanol 5.16
    benzyl alcohol 6.53
    2-ethylhexanol 3.14
    isooctanol 3.65
    dipropyl ether 7.59
    1,2-dichlorobenzene 5.04
    ethyl lactate 5.21
    propylene carbonate 8.18
    n-methylformamide 6.34
    2-pentanol 3.59
    n-pentane 0.57
    1-propoxy-2-propanol 11.22
    1-methoxy-2-propyl acetate 12.75
    2-(2-methoxypropoxy) propanol 12.98
    mesitylene 1.79
    ε-caprolactone 13.82
    p-cymene 2.39
    epichlorohydrin 39.91
    1,1,1-trichloroethane 10.59
    2-aminoethanol 2.34
    morpholine-4-carbaldehyde 20.89
    sulfolane 37.43
    2,2,4-trimethylpentane 0.58
    2-methyltetrahydrofuran 19.27
    n-hexyl acetate 6.98
    isooctane 0.35
    2-(2-butoxyethoxy)ethanol 15.91
    sec-butyl acetate 5.04
    tert-butyl acetate 11.57
    decalin 0.76
    glycerin 4.87
    diglyme 30.71
    acrylic acid 6.53
    isopropyl myristate 4.4
    n-butyric acid 6.23
    acetyl acetate 8.78
    di(2-ethylhexyl) phthalate 4.28
    ethyl propionate 6.88
    nitromethane 23.51
    1,2-diethoxyethane 14.53
    benzonitrile 5.02
    trioctyl phosphate 3.24
    1-bromopropane 6.72
    gamma-valerolactone 32.59
    n-decanol 2.86
    triethyl phosphate 5.76
    4-methyl-2-pentanol 2.73
    propionitrile 5.51
    vinylene carbonate 7.96
    1,1,2-trichlorotrifluoroethane 23.68
    DMS 9.93
    cumene 2.34
    2-octanol 2.82
    2-hexanone 8.17
    octyl acetate 4.9
    limonene 3.05
    1,2-dimethoxyethane 24.99
    ethyl orthosilicate 6.14
    tributyl phosphate 4.0
    diacetone alcohol 13.71
    N,N-dimethylaniline 6.5
    acrylonitrile 6.94
    aniline 5.87
    1,3-propanediol 4.7
    bromobenzene 4.27
    dibromomethane 13.09
    1,1,2,2-tetrachloroethane 24.32
    2-methyl-cyclohexyl acetate 6.46
    tetrabutyl urea 6.29
    diisobutyl methanol 3.3
    2-phenylethanol 6.69
    styrene 3.39
    dioctyl adipate 7.14
    dimethyl sulfate 18.09
    ethyl butyrate 6.0
    methyl lactate 7.61
    butyl lactate 6.28
    diethyl carbonate 5.05
    propanediol butyl ether 6.93
    triethyl orthoformate 7.42
    p-tert-butyltoluene 2.44
    methyl 4-tert-butylbenzoate 10.98
    morpholine 25.97
    tert-butylamine 3.98
    n-dodecanol 2.31
    dimethoxymethane 26.03
    ethylene carbonate 6.75
    cyrene 12.5
    2-ethoxyethyl acetate 12.62
    2-ethylhexyl acetate 4.47
    1,2,4-trichlorobenzene 7.03
    4-methylpyridine 8.65
    dibutyl ether 6.03
    2,6-dimethyl-4-heptanol 3.3
    DEF 10.85
    dimethyl isosorbide 22.48
    tetrachloroethylene 15.29
    eugenol 10.98
    triacetin 11.17
    span 80 8.88
    1,4-butanediol 2.42
    1,1-dichloroethane 9.25
    2-methyl-1-pentanol 4.35
    methyl formate 6.26
    2-methyl-1-butanol 3.34
    n-decane 0.86
    butyronitrile 3.78
    3,7-dimethyl-1-octanol 3.31
    1-chlorooctane 2.5
    1-chlorotetradecane 1.2
    n-nonane 0.71
    undecane 0.59
    tert-butylcyclohexane 0.65
    cyclooctane 0.52
    cyclopentanol 6.64
    tetrahydropyran 20.76
    tert-amyl methyl ether 8.06
    2,5,8-trioxanonane 24.05
    1-hexene 2.53
    2-isopropoxyethanol 11.09
    2,2,2-trifluoroethanol 4.75
    methyl butyrate 7.13

    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