4,6,6-Trimethyl-3,6-dihydro-2H-pyran-2-one

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  • Identifiers

    CAS number
    22954-83-2

    Molecular formula
    C8H12O2

    SMILES
    CC1=CC(OC(=O)C1)(C)C

    Safety labels

  • Odor profile

    Fragrance
    Herbal 65.42%
    Mint 56.66%
    Tobacco 50.25%
    Sweet 50.18%
    Fruity 48.39%
    Woody 47.24%
    Spicy 43.48%
    Nutty 35.95%
    Citrus 35.32%
    Camphoreous 34.64%

     

    Flavor
    Fruity 67.49%
    Sweet 47.45%
    Woody 44.44%
    Tobacco 44.32%
    Herbal 36.32%
    Minty 36.18%
    Green 35.06%
    Camphor 31.37%
    Musty 27.05%
    Tropical 25.83%

     

    Odor impact est.
    High

  • Properties

    XLogP3-AA
    1.0

    pKa est.
    8.3 (weak base)

    Molecular weight
    140.18 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Moderately slow

    Boiling point est.
    229°C

    Flash point

    • 64.28 ˚C est.

  • Synonyms

    • 22954-83-2
    • 4,6,6-trimethyl-3,6-dihydro-2H-pyran-2-one
    • DTXSID00300097
    • RefChem:1069464
    • DTXCID00251232
    • 3,6-Dihydro-4,6,6-trimethyl-2H-pyran-2-one
    • 4,6,6-trimethyl-3H-pyran-2-one
    • 2H-pyran-2-one, 3,6-dihydro-4,6,6-trimethyl-
    • NSC134781
    • SCHEMBL8079189
    • AKOS015916702
    • NSC-134781
    • DB-046035
    • 3,6-Dihydro-4,6,6-trimethyl-2H-pyran-2-one, 96%
    • InChI=1/C8H12O2/c1-6-4-7(9)10-8(2,3)5-6/h5H,4H2,1-3H
    • 22954-83-2

  • Applications

    Chemical name: 4,6,6-Trimethyl-3,6-dihydro-2H-pyran-2-one; CAS 22954-83-2 is a gamma-lactone commonly used as an odorant and flavoring agent in fragrance and flavor applications. It also serves as an aroma ingredient in cosmetics and personal care products, and is often used in household cleaning products to impart scent. As a chemical synthesis intermediate, it supports the preparation of fragrance-related specialty chemicals. In some polymer or coating systems, it may be employed as a scent additive to enhance overall odor, depending on formulation and local regulations.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 560.57
    methanol 745.55
    isopropanol 430.68
    water 20.14
    ethyl acetate 588.9
    n-propanol 458.94
    acetone 600.83
    n-butanol 393.71
    acetonitrile 579.47
    DMF 666.4
    toluene 261.35
    isobutanol 341.83
    1,4-dioxane 708.99
    methyl acetate 547.59
    THF 1103.17
    2-butanone 438.79
    n-pentanol 257.84
    sec-butanol 397.79
    n-hexane 121.49
    ethylene glycol 186.24
    NMP 805.09
    cyclohexane 132.9
    DMSO 378.94
    n-butyl acetate 246.68
    n-octanol 224.35
    chloroform 825.35
    n-propyl acetate 225.56
    acetic acid 856.25
    dichloromethane 679.18
    cyclohexanone 561.89
    propylene glycol 229.62
    isopropyl acetate 306.02
    DMAc 607.56
    2-ethoxyethanol 323.46
    isopentanol 291.64
    n-heptane 67.58
    ethyl formate 370.48
    1,2-dichloroethane 376.81
    n-hexanol 445.9
    2-methoxyethanol 655.35
    isobutyl acetate 137.37
    tetrachloromethane 136.5
    n-pentyl acetate 178.88
    transcutol 829.33
    n-heptanol 144.76
    ethylbenzene 121.43
    MIBK 237.26
    2-propoxyethanol 601.48
    tert-butanol 484.51
    MTBE 370.18
    2-butoxyethanol 223.14
    propionic acid 502.69
    o-xylene 165.38
    formic acid 374.47
    diethyl ether 527.7
    m-xylene 213.42
    p-xylene 137.87
    chlorobenzene 269.57
    dimethyl carbonate 233.37
    n-octane 26.51
    formamide 276.68
    cyclopentanone 661.77
    2-pentanone 423.73
    anisole 223.26
    cyclopentyl methyl ether 588.99
    gamma-butyrolactone 878.89
    1-methoxy-2-propanol 529.24
    pyridine 395.08
    3-pentanone 329.32
    furfural 552.82
    n-dodecane 25.47
    diethylene glycol 417.5
    diisopropyl ether 163.41
    tert-amyl alcohol 372.28
    acetylacetone 452.1
    n-hexadecane 28.26
    acetophenone 187.71
    methyl propionate 454.83
    isopentyl acetate 195.47
    trichloroethylene 662.7
    n-nonanol 183.75
    cyclohexanol 395.1
    benzyl alcohol 177.56
    2-ethylhexanol 192.0
    isooctanol 105.32
    dipropyl ether 214.99
    1,2-dichlorobenzene 209.57
    ethyl lactate 134.65
    propylene carbonate 433.75
    n-methylformamide 453.08
    2-pentanol 303.58
    n-pentane 105.57
    1-propoxy-2-propanol 332.43
    1-methoxy-2-propyl acetate 309.01
    2-(2-methoxypropoxy) propanol 242.88
    mesitylene 131.94
    ε-caprolactone 554.98
    p-cymene 82.99
    epichlorohydrin 685.82
    1,1,1-trichloroethane 460.9
    2-aminoethanol 276.69
    morpholine-4-carbaldehyde 685.79
    sulfolane 619.87
    2,2,4-trimethylpentane 44.61
    2-methyltetrahydrofuran 803.06
    n-hexyl acetate 347.97
    isooctane 36.0
    2-(2-butoxyethoxy)ethanol 329.11
    sec-butyl acetate 159.71
    tert-butyl acetate 308.49
    decalin 58.65
    glycerin 282.98
    diglyme 448.38
    acrylic acid 429.61
    isopropyl myristate 121.82
    n-butyric acid 524.81
    acetyl acetate 394.07
    di(2-ethylhexyl) phthalate 114.35
    ethyl propionate 251.12
    nitromethane 958.0
    1,2-diethoxyethane 254.52
    benzonitrile 239.16
    trioctyl phosphate 90.86
    1-bromopropane 318.65
    gamma-valerolactone 774.19
    n-decanol 130.05
    triethyl phosphate 97.6
    4-methyl-2-pentanol 160.61
    propionitrile 373.29
    vinylene carbonate 399.11
    1,1,2-trichlorotrifluoroethane 437.91
    DMS 286.77
    cumene 88.96
    2-octanol 116.47
    2-hexanone 217.05
    octyl acetate 165.28
    limonene 130.0
    1,2-dimethoxyethane 461.27
    ethyl orthosilicate 95.71
    tributyl phosphate 112.42
    diacetone alcohol 319.3
    N,N-dimethylaniline 151.06
    acrylonitrile 421.08
    aniline 268.66
    1,3-propanediol 342.79
    bromobenzene 245.88
    dibromomethane 484.25
    1,1,2,2-tetrachloroethane 482.94
    2-methyl-cyclohexyl acetate 150.82
    tetrabutyl urea 138.65
    diisobutyl methanol 89.41
    2-phenylethanol 217.3
    styrene 129.61
    dioctyl adipate 154.89
    dimethyl sulfate 314.11
    ethyl butyrate 175.1
    methyl lactate 224.43
    butyl lactate 142.02
    diethyl carbonate 123.87
    propanediol butyl ether 244.55
    triethyl orthoformate 128.5
    p-tert-butyltoluene 86.15
    methyl 4-tert-butylbenzoate 215.44
    morpholine 784.81
    tert-butylamine 320.06
    n-dodecanol 95.93
    dimethoxymethane 563.62
    ethylene carbonate 341.23
    cyrene 206.77
    2-ethoxyethyl acetate 252.4
    2-ethylhexyl acetate 161.91
    1,2,4-trichlorobenzene 250.77
    4-methylpyridine 457.88
    dibutyl ether 178.65
    2,6-dimethyl-4-heptanol 89.41
    DEF 437.44
    dimethyl isosorbide 361.78
    tetrachloroethylene 314.73
    eugenol 189.33
    triacetin 264.0
    span 80 231.71
    1,4-butanediol 137.68
    1,1-dichloroethane 476.22
    2-methyl-1-pentanol 203.21
    methyl formate 426.18
    2-methyl-1-butanol 311.13
    n-decane 42.42
    butyronitrile 366.7
    3,7-dimethyl-1-octanol 178.34
    1-chlorooctane 136.84
    1-chlorotetradecane 57.67
    n-nonane 44.12
    undecane 31.53
    tert-butylcyclohexane 55.62
    cyclooctane 56.54
    cyclopentanol 442.64
    tetrahydropyran 676.79
    tert-amyl methyl ether 316.26
    2,5,8-trioxanonane 342.44
    1-hexene 221.14
    2-isopropoxyethanol 224.54
    2,2,2-trifluoroethanol 304.31
    methyl butyrate 279.63

    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