beta-Ionone oxime

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  • Identifiers

    CAS number
    39190-05-1

    Molecular formula
    C13H21NO

    SMILES
    CC1=C(C(CCC1)(C)C)C=CC(=NO)C

  • Odor profile

    Woody 58.89%
    Floral 51.5%
    Sweet 43.86%
    Citrus 37.87%
    Fresh 37.74%
    Herbal 35.62%
    Fruity 34.79%
    Violet 32.35%
    Powdery 31.81%
    Dry 31.57%

    Scent© AI

  • Properties

    XLogP3-AA
    3.2

    pKa est.
    9.78 (weak base)

    Molecular weight
    207.31 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    291°C

    Flash point est.
    136.93 ˚C

  • Synonyms

    • beta-Ionone oxime
    • DTXSID80109989
    • 39190-05-1
    • (Z)-N-[(3E)-4-(2,6,6-TRIMETHYLCYCLOHEX-1-EN-1-YL)BUT-3-EN-2-YLIDENE]HYDROXYLAMINE

  • Applications

    beta-Ionone oxime (CAS 39190-05-1) is used primarily as a versatile synthetic intermediate across fragrance–flavor and pharma–agrochemical workflows: it serves as a carbonyl-protecting form of β-ionone to enable selective transformations on the terpenoid scaffold (e.g., double-bond hydrogenation, side-chain functionalization) followed by deprotection; it is a precursor to amides/lactams via Beckmann rearrangement, to nitriles via dehydration, and to amines or back to the ketone via reduction; it provides an efficient entry to libraries of ionone-derived materials (including damascone/damascenone motifs and retinoid/carotenoid fragments) for advanced aroma ingredient manufacture and lead discovery; and it functions as a model substrate to study oxime E/Z stereochemistry, reaction conditions/catalysis, and route development from lab to pilot scale.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 332.94
    methanol 289.06
    isopropanol 237.18
    water 0.07
    ethyl acetate 621.81
    n-propanol 360.03
    acetone 539.21
    n-butanol 337.5
    acetonitrile 290.79
    DMF 877.52
    toluene 682.26
    isobutanol 231.36
    1,4-dioxane 834.96
    methyl acetate 463.32
    THF 1517.77
    2-butanone 684.12
    n-pentanol 206.65
    sec-butanol 262.56
    n-hexane 64.99
    ethylene glycol 25.89
    NMP 830.66
    cyclohexane 110.17
    DMSO 530.71
    n-butyl acetate 501.71
    n-octanol 98.06
    chloroform 1476.91
    n-propyl acetate 325.17
    acetic acid 160.25
    dichloromethane 1435.49
    cyclohexanone 906.09
    propylene glycol 60.9
    isopropyl acetate 399.09
    DMAc 672.24
    2-ethoxyethanol 257.04
    isopentanol 295.85
    n-heptane 24.24
    ethyl formate 237.28
    1,2-dichloroethane 958.96
    n-hexanol 288.77
    2-methoxyethanol 454.37
    isobutyl acetate 210.32
    tetrachloromethane 223.78
    n-pentyl acetate 242.06
    transcutol 2241.49
    n-heptanol 108.0
    ethylbenzene 257.55
    MIBK 344.03
    2-propoxyethanol 461.68
    tert-butanol 295.93
    MTBE 567.54
    2-butoxyethanol 250.0
    propionic acid 167.84
    o-xylene 315.81
    formic acid 61.32
    diethyl ether 716.05
    m-xylene 409.7
    p-xylene 284.69
    chlorobenzene 688.99
    dimethyl carbonate 192.5
    n-octane 7.33
    formamide 144.68
    cyclopentanone 988.66
    2-pentanone 637.19
    anisole 490.98
    cyclopentyl methyl ether 834.15
    gamma-butyrolactone 864.57
    1-methoxy-2-propanol 414.96
    pyridine 907.1
    3-pentanone 529.49
    furfural 701.25
    n-dodecane 4.18
    diethylene glycol 218.46
    diisopropyl ether 198.75
    tert-amyl alcohol 289.7
    acetylacetone 540.35
    n-hexadecane 5.37
    acetophenone 393.99
    methyl propionate 512.17
    isopentyl acetate 428.31
    trichloroethylene 1816.76
    n-nonanol 90.46
    cyclohexanol 324.44
    benzyl alcohol 285.9
    2-ethylhexanol 180.5
    isooctanol 94.94
    dipropyl ether 274.87
    1,2-dichlorobenzene 579.05
    ethyl lactate 115.44
    propylene carbonate 418.4
    n-methylformamide 330.66
    2-pentanol 241.39
    n-pentane 61.23
    1-propoxy-2-propanol 352.25
    1-methoxy-2-propyl acetate 551.13
    2-(2-methoxypropoxy) propanol 294.8
    mesitylene 227.9
    ε-caprolactone 702.21
    p-cymene 128.69
    epichlorohydrin 1316.0
    1,1,1-trichloroethane 845.03
    2-aminoethanol 96.16
    morpholine-4-carbaldehyde 820.42
    sulfolane 876.92
    2,2,4-trimethylpentane 32.56
    2-methyltetrahydrofuran 1183.41
    n-hexyl acetate 332.63
    isooctane 27.2
    2-(2-butoxyethoxy)ethanol 447.95
    sec-butyl acetate 267.48
    tert-butyl acetate 444.38
    decalin 52.2
    glycerin 80.11
    diglyme 808.7
    acrylic acid 131.44
    isopropyl myristate 107.21
    n-butyric acid 312.26
    acetyl acetate 263.82
    di(2-ethylhexyl) phthalate 116.04
    ethyl propionate 304.23
    nitromethane 403.06
    1,2-diethoxyethane 637.61
    benzonitrile 397.71
    trioctyl phosphate 72.18
    1-bromopropane 650.54
    gamma-valerolactone 1089.17
    n-decanol 58.44
    triethyl phosphate 129.19
    4-methyl-2-pentanol 154.76
    propionitrile 380.03
    vinylene carbonate 381.5
    1,1,2-trichlorotrifluoroethane 521.77
    DMS 311.68
    cumene 148.12
    2-octanol 66.47
    2-hexanone 342.34
    octyl acetate 136.35
    limonene 175.59
    1,2-dimethoxyethane 556.26
    ethyl orthosilicate 137.55
    tributyl phosphate 109.19
    diacetone alcohol 373.97
    N,N-dimethylaniline 309.02
    acrylonitrile 380.43
    aniline 536.75
    1,3-propanediol 161.42
    bromobenzene 820.1
    dibromomethane 975.14
    1,1,2,2-tetrachloroethane 1357.83
    2-methyl-cyclohexyl acetate 244.5
    tetrabutyl urea 131.18
    diisobutyl methanol 100.27
    2-phenylethanol 307.75
    styrene 324.01
    dioctyl adipate 169.98
    dimethyl sulfate 295.13
    ethyl butyrate 288.05
    methyl lactate 149.57
    butyl lactate 183.46
    diethyl carbonate 175.43
    propanediol butyl ether 225.09
    triethyl orthoformate 204.88
    p-tert-butyltoluene 134.58
    methyl 4-tert-butylbenzoate 247.08
    morpholine 1177.56
    tert-butylamine 226.6
    n-dodecanol 37.99
    dimethoxymethane 711.32
    ethylene carbonate 312.69
    cyrene 250.69
    2-ethoxyethyl acetate 431.05
    2-ethylhexyl acetate 353.36
    1,2,4-trichlorobenzene 705.35
    4-methylpyridine 1076.01
    dibutyl ether 186.12
    2,6-dimethyl-4-heptanol 100.27
    DEF 669.51
    dimethyl isosorbide 589.76
    tetrachloroethylene 766.87
    eugenol 240.5
    triacetin 293.3
    span 80 230.68
    1,4-butanediol 54.77
    1,1-dichloroethane 888.4
    2-methyl-1-pentanol 219.02
    methyl formate 210.47
    2-methyl-1-butanol 288.12
    n-decane 9.71
    butyronitrile 395.29
    3,7-dimethyl-1-octanol 122.33
    1-chlorooctane 79.93
    1-chlorotetradecane 21.65
    n-nonane 9.24
    undecane 6.08
    tert-butylcyclohexane 46.89
    cyclooctane 37.07
    cyclopentanol 282.09
    tetrahydropyran 1180.68
    tert-amyl methyl ether 413.83
    2,5,8-trioxanonane 472.16
    1-hexene 250.94
    2-isopropoxyethanol 208.67
    2,2,2-trifluoroethanol 55.66
    methyl butyrate 354.92

    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

Botanical

Name CAS Botanical Proportion
Michelia champaca flower absolute Michelia champaca L., fam. Magnoliaceae 2.0%