3-Methyl-4-(2,6,6-trimethyl-2-cyclohexen-1-yl)-3-buten-2-one

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  • Identifiers

    CAS number
    127-51-5

    Molecular formula
    C14H22O

    SMILES
    CC1=CCCC(C1/C=C(\C)/C(=O)C)(C)C

    Safety labels

    Irritant
    Irritant

    Environmental Hazard
    Environmental

  • Odor profile

    Fragrance
    Woody 89.8%
    Floral 84.98%
    Violet 74.7%
    Sweet 67.95%
    Powdery 66.76%
    Orris 65.78%
    Berry 53.53%
    Amber 45.71%
    Dry 44.93%
    Musk 43.59%

     

    Flavor
    Woody 72.43%
    Floral 60.29%
    Sweet 46.72%
    Orris 42.81%
    Violet 39.81%
    Herbal 35.89%
    Powdery 35.53%
    Wood 34.47%
    Tropical 33.03%
    Dry 32.72%

     

    Odor impact est.
    Medium

  • Properties

    XLogP3-AA
    3.3

    pKa est.
    9.11 (weak base)

    Molecular weight
    206.32 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Slow

    Boiling point

    • 76.00 °C. @ 0.30 mm Hg

    Flash point

    • 109.17 ˚C est.

  • Synonyms

    • 127-51-5
    • Alpha-isomethylionone
    • Cetone alpha
    • alpha-iso-Methylionone
    • Isomethyl-alpha-ionone
    • 3-Methyl-4-(2,6,6-trimethyl-2-cyclohexen-1-yl)-3-buten-2-one
    • Isonaline 70
    • 3-BUTEN-2-ONE, 3-METHYL-4-(2,6,6-TRIMETHYL-2-CYCLOHEXEN-1-YL)-
    • alpha-isomethyl ionone
    • FEMA No. 2714
    • Isomethylionone, alpha-
    • (E)-3-methyl-4-(2,6,6-trimethylcyclohex-2-en-1-yl)but-3-en-2-one
    • 3-methyl-4-(2,6,6-trimethylcyclohex-2-en-1-yl)but-3-en-2-one
    • a-iso-Methylionone
    • NSC 66432
    • .alpha. Isomethyl ionone
    • Isomethyl-.alpha.-ionone
    • (3E)-3-methyl-4-(2,6,6-trimethylcyclohex-2-en-1-yl)but-3-en-2-one
    • .alpha.-Ionone, isomethyl-
    • 9XP4LC555B
    • 15789-90-9
    • .alpha.-Cetone
    • 4-(2,6,6-Trimethyl-2-cyclohexen-1-yl)-3-methyl-3-buten-2-one
    • Methyl-alpha-isoionone
    • 4-(2,6,6-Trimethyl 2-cyclohexen-1-yl)-3-methyl-3-buten-2-one
    • alpha-Ionone, isomethyl-
    • Methyl-.alpha.-isoionone
    • Iso-.alpha.-methyl ionone
    • EINECS 204-846-3
    • DTXSID7027047
    • UNII-9XP4LC555B
    • AI3-36074
    • NSC-66432
    • Methyl ionone I
    • 3-Methyl-4-(2,6,6-trimethyl-2-cyclohexen-1-yl)-3-buten-2-one, analytical standard
    • Isomethyl-a-ionone
    • 3-Methyl-a-ionone
    • MFCD00034582
    • 8-Methyl-.alpha.-ionone
    • .alpha.-iso-Methyl ionone
    • ALPHAISOMETHYL IONONE
    • METHYL .GAMMA.-IONONE
    • SCHEMBL160940
    • CHEMBL3183353
    • ISOMETHYLIONONE (ALPHA-)
    • FEMA 2714
    • DTXCID00809691
    • DTXSID10859248
    • CHEBI:179835
    • Alpha-iso-methylionone, tech grade
    • Tox21_300152
    • STK801849
    • AKOS015899855
    • .ALPHA.-ISOMETHYLIONONE [FHFI]
    • HY-W127740
    • NCGC00247909-01
    • NCGC00254048-01
    • (+/-)-ISOMETHYL-.ALPHA.-IONONE
    • CAS-127-51-5
    • CS-0185934
    • M0647
    • NS00003923
    • alpha-Cetone, odorant used in allergy studies
    • alpha-Isomethyl ionone, >=95%, stabilized, FG
    • Q2204200
    • (E)-3-methyl-4-(2,6,6-trimethylcyclohex-2-enyl)but-3-en-2-one
    • 3-Methyl-4-(2,6,6-trimethyl-2-cyclohexen-1-yl)-3-buten-2-one #
    • (3E)-3-Methyl-4-(2,6,6-trimethyl-2-cyclohexen-1-yl)-3-buten-2-one

  • Applications

    3-Methyl-4-(2,6,6-trimethyl-2-cyclohexen-1-yl)-3-buten-2-one (CAS 127-51-5) is primarily encountered in perfumery and cosmetics as a fragrance ingredient and aroma chemical; it may be used in household products such as air fresheners and cleaning sprays as a scent additive; it is often evaluated as an intermediate in fragrance chemistry and aroma compound synthesis within industrial manufacturing; it can function as a fixative or scent contributor in personal care formulations; and it may find utility in coatings or plastics where a terpene-like odor note is desired, subject to applicable regulations.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 364.68
    methanol 222.25
    isopropanol 434.37
    water 0.4
    ethyl acetate 684.68
    n-propanol 380.79
    acetone 647.0
    n-butanol 394.27
    acetonitrile 517.14
    DMF 790.04
    toluene 695.53
    isobutanol 336.25
    1,4-dioxane 1099.6
    methyl acetate 654.6
    THF 1593.99
    2-butanone 815.34
    n-pentanol 236.65
    sec-butanol 398.61
    n-hexane 97.97
    ethylene glycol 36.97
    NMP 711.8
    cyclohexane 187.41
    DMSO 321.53
    n-butyl acetate 629.33
    n-octanol 240.06
    chloroform 1745.38
    n-propyl acetate 362.11
    acetic acid 185.17
    dichloromethane 1395.75
    cyclohexanone 971.18
    propylene glycol 103.59
    isopropyl acetate 456.43
    DMAc 695.91
    2-ethoxyethanol 234.79
    isopentanol 401.93
    n-heptane 83.86
    ethyl formate 316.41
    1,2-dichloroethane 768.6
    n-hexanol 519.7
    2-methoxyethanol 417.5
    isobutyl acetate 275.68
    tetrachloromethane 301.63
    n-pentyl acetate 329.34
    transcutol 1158.24
    n-heptanol 239.19
    ethylbenzene 365.99
    MIBK 399.91
    2-propoxyethanol 557.32
    tert-butanol 606.66
    MTBE 704.64
    2-butoxyethanol 322.9
    propionic acid 238.39
    o-xylene 407.81
    formic acid 41.34
    diethyl ether 581.6
    m-xylene 499.69
    p-xylene 466.75
    chlorobenzene 649.65
    dimethyl carbonate 206.33
    n-octane 37.42
    formamide 93.34
    cyclopentanone 1134.99
    2-pentanone 612.07
    anisole 547.47
    cyclopentyl methyl ether 729.96
    gamma-butyrolactone 965.09
    1-methoxy-2-propanol 465.38
    pyridine 833.45
    3-pentanone 496.08
    furfural 695.92
    n-dodecane 29.76
    diethylene glycol 250.74
    diisopropyl ether 229.88
    tert-amyl alcohol 465.83
    acetylacetone 556.9
    n-hexadecane 35.34
    acetophenone 427.18
    methyl propionate 489.63
    isopentyl acetate 564.45
    trichloroethylene 1489.28
    n-nonanol 212.0
    cyclohexanol 431.24
    benzyl alcohol 329.26
    2-ethylhexanol 325.3
    isooctanol 197.97
    dipropyl ether 363.8
    1,2-dichlorobenzene 546.69
    ethyl lactate 166.37
    propylene carbonate 584.74
    n-methylformamide 245.51
    2-pentanol 315.94
    n-pentane 95.52
    1-propoxy-2-propanol 492.34
    1-methoxy-2-propyl acetate 563.11
    2-(2-methoxypropoxy) propanol 361.63
    mesitylene 304.84
    ε-caprolactone 789.19
    p-cymene 241.88
    epichlorohydrin 1123.32
    1,1,1-trichloroethane 991.69
    2-aminoethanol 115.11
    morpholine-4-carbaldehyde 776.17
    sulfolane 757.89
    2,2,4-trimethylpentane 61.77
    2-methyltetrahydrofuran 1202.63
    n-hexyl acetate 506.05
    isooctane 54.47
    2-(2-butoxyethoxy)ethanol 446.63
    sec-butyl acetate 304.47
    tert-butyl acetate 503.98
    decalin 103.21
    glycerin 108.22
    diglyme 704.87
    acrylic acid 174.53
    isopropyl myristate 227.06
    n-butyric acid 426.51
    acetyl acetate 365.5
    di(2-ethylhexyl) phthalate 204.82
    ethyl propionate 342.55
    nitromethane 420.33
    1,2-diethoxyethane 547.44
    benzonitrile 509.25
    trioctyl phosphate 149.19
    1-bromopropane 630.27
    gamma-valerolactone 1130.28
    n-decanol 160.07
    triethyl phosphate 183.38
    4-methyl-2-pentanol 228.21
    propionitrile 516.95
    vinylene carbonate 519.44
    1,1,2-trichlorotrifluoroethane 462.03
    DMS 385.87
    cumene 242.85
    2-octanol 176.78
    2-hexanone 399.28
    octyl acetate 276.91
    limonene 320.9
    1,2-dimethoxyethane 548.83
    ethyl orthosilicate 181.2
    tributyl phosphate 177.32
    diacetone alcohol 450.98
    N,N-dimethylaniline 365.58
    acrylonitrile 478.87
    aniline 524.68
    1,3-propanediol 201.13
    bromobenzene 761.04
    dibromomethane 999.64
    1,1,2,2-tetrachloroethane 1124.08
    2-methyl-cyclohexyl acetate 369.91
    tetrabutyl urea 210.5
    diisobutyl methanol 193.27
    2-phenylethanol 429.09
    styrene 403.64
    dioctyl adipate 285.91
    dimethyl sulfate 268.25
    ethyl butyrate 414.48
    methyl lactate 189.38
    butyl lactate 251.56
    diethyl carbonate 275.59
    propanediol butyl ether 306.3
    triethyl orthoformate 270.8
    p-tert-butyltoluene 258.13
    methyl 4-tert-butylbenzoate 391.13
    morpholine 1122.27
    tert-butylamine 472.61
    n-dodecanol 125.74
    dimethoxymethane 517.87
    ethylene carbonate 419.09
    cyrene 311.9
    2-ethoxyethyl acetate 434.63
    2-ethylhexyl acetate 452.68
    1,2,4-trichlorobenzene 628.29
    4-methylpyridine 1011.14
    dibutyl ether 313.1
    2,6-dimethyl-4-heptanol 193.27
    DEF 537.16
    dimethyl isosorbide 671.63
    tetrachloroethylene 628.05
    eugenol 332.46
    triacetin 424.1
    span 80 347.48
    1,4-butanediol 73.34
    1,1-dichloroethane 1040.99
    2-methyl-1-pentanol 269.28
    methyl formate 209.88
    2-methyl-1-butanol 354.94
    n-decane 50.37
    butyronitrile 576.68
    3,7-dimethyl-1-octanol 263.69
    1-chlorooctane 202.32
    1-chlorotetradecane 86.44
    n-nonane 49.02
    undecane 37.6
    tert-butylcyclohexane 100.31
    cyclooctane 72.54
    cyclopentanol 428.4
    tetrahydropyran 1229.88
    tert-amyl methyl ether 464.44
    2,5,8-trioxanonane 493.07
    1-hexene 302.38
    2-isopropoxyethanol 230.32
    2,2,2-trifluoroethanol 78.84
    methyl butyrate 416.1

    Scent© AI

1 4

IFRA standard 51

Recommendation
Restriction / Specification
Maximum acceptable concentrations in the finished product (%)
Category 1
Products applied to the lips
 5.4 % Category 7A
Rinse-off products applied to the hair with some hand contact
 61 %
Category 2
Products applied to the axillae
 1.6 % Category 7B
Leave-on products applied to the hair with some hand contact
 61 %
Category 3
Products applied to the face/body using fingertips
 32 % Category 8
Products with significant anogenital exposure
 3.2 %
Category 4
Products related to fine fragrance
 30 % Category 9
Products with body and hand exposure, primarily rinse off
 59 %
Category 5A
Body lotion products applied to the body using the hands (palms), primarily leave on
 7.6 % Category 10A
Household care products with mostly hand contact
 100 %
Category 5B
Face moisturizer products applied to the face using the hands (palms), primarily leave on
 7.6 % Category 10B
Household care products with mostly hand contact, including aerosol/spray products (with potential leave-on skin contact)
 100 %
Category 5C
Hand cream products applied to the hands using the hands (palms), primarily leave on
 7.6 % Category 11A
Products with intended skin contact but minimal transfer of fragrance to skin from inert substrate without UV exposure
 100 %
Category 5D
Baby Creams, baby Oils and baby talc
 7.6 % Category 11B
Products with intended skin contact but minimal transfer of fragrance to skin from inert substrate with potential UV exposure
 100 %
Category 6
Products with oral and lip exposure
 18 % Category 12
Products not intended for direct skin contact, minimal or insignificant transfer to skin
 No restriction

Specification
Pseudo methyl ionones (CAS numbers 26651-96-7, 72968-25-3, 1117-41-5) should not be used as fragrance ingredient as such. A level of up to 2% of Pseudo methyl ionones as an impurity in Methyl ionones is accepted.