2,2,4,4-Tetramethylcyclohexan-1-one

Overview IFRA Botanical Request a quote

  • Identifiers

    CAS number
    13440-76-1

    Molecular formula
    C10H18O

    SMILES
    CC1(CCC(=O)C(C1)(C)C)C

  • Odor profile

    Fragrance
    Camphoreous 68.03%
    Herbal 64.38%
    Mint 56.03%
    Woody 50.48%
    Tobacco 49.02%
    Sweet 42.88%
    Earthy 39.15%
    Citrus 37.42%
    Cooling 36.35%
    Pine 35.74%

     

    Flavor
    Woody 54.64%
    Camphor 53.09%
    Herbal 42.93%
    Tobacco 36.68%
    Earthy 35.37%
    Sweet 34.33%
    Pungent 33.19%
    Dry 31.24%
    Musty 30.86%
    Pine 28.69%

     

    Odor impact est.
    High

  • Properties

    XLogP3-AA
    2.5

    pKa est.
    8.91 (weak base)

    Molecular weight
    154.25 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Moderately fast

    Boiling point est.
    207°C

    Flash point

    • 70.78 ˚C est.

  • Synonyms

    • Cyclohexanone, 2,2,4,4-tetramethyl-
    • 13440-76-1
    • 2,2,4,4-Tetramethylcyclohexan-1-one
    • 2,2,4,4-tetramethylcyclohexanone
    • SCHEMBL1666062
    • DTXSID90729177
    • SCJYXDQKNWQQBN-UHFFFAOYSA-N

  • Applications

    2,2,4,4-Tetramethylcyclohexan-1-one is a highly sterically hindered cyclic ketone used mainly as a versatile intermediate in synthesis: its enolate chemistry enables construction of quaternary centers via aldol/Michael reactions, selective reduction affords bulky alcohols, Baeyer–Villiger oxidation yields voluminous lactones, and conversion to oximes/hydrazones provides ligand and materials precursors; owing to its steric bulk, it is valuable for building spiro/bicyclic scaffolds in pharma and agrochemical discovery, tuning hydrolytic/oxidative robustness in monomers and oligomers, developing polymer stabilizers, and serving as a model substrate to benchmark catalyst stereoselectivity, probe kinetics/thermodynamics, and study steric effects in reaction design.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 332.36
    methanol 472.56
    isopropanol 278.45
    water 2.59
    ethyl acetate 413.34
    n-propanol 308.34
    acetone 323.47
    n-butanol 310.8
    acetonitrile 365.51
    DMF 383.42
    toluene 307.96
    isobutanol 246.08
    1,4-dioxane 563.28
    methyl acetate 367.83
    THF 768.47
    2-butanone 352.45
    n-pentanol 189.0
    sec-butanol 260.03
    n-hexane 115.7
    ethylene glycol 90.67
    NMP 428.67
    cyclohexane 121.97
    DMSO 184.03
    n-butyl acetate 455.99
    n-octanol 260.39
    chloroform 1063.42
    n-propyl acetate 224.51
    acetic acid 341.18
    dichloromethane 678.1
    cyclohexanone 501.01
    propylene glycol 124.04
    isopropyl acetate 318.63
    DMAc 364.72
    2-ethoxyethanol 241.07
    isopentanol 283.58
    n-heptane 109.21
    ethyl formate 246.25
    1,2-dichloroethane 390.42
    n-hexanol 483.31
    2-methoxyethanol 393.51
    isobutyl acetate 194.09
    tetrachloromethane 284.33
    n-pentyl acetate 267.97
    transcutol 898.92
    n-heptanol 254.19
    ethylbenzene 206.51
    MIBK 259.58
    2-propoxyethanol 593.07
    tert-butanol 364.62
    MTBE 376.82
    2-butoxyethanol 336.84
    propionic acid 266.44
    o-xylene 243.87
    formic acid 143.96
    diethyl ether 387.17
    m-xylene 287.55
    p-xylene 264.96
    chlorobenzene 353.71
    dimethyl carbonate 144.49
    n-octane 42.57
    formamide 136.1
    cyclopentanone 516.66
    2-pentanone 326.08
    anisole 324.92
    cyclopentyl methyl ether 432.92
    gamma-butyrolactone 584.17
    1-methoxy-2-propanol 353.18
    pyridine 390.68
    3-pentanone 275.9
    furfural 532.79
    n-dodecane 31.42
    diethylene glycol 343.91
    diisopropyl ether 201.73
    tert-amyl alcohol 308.1
    acetylacetone 343.62
    n-hexadecane 35.44
    acetophenone 275.03
    methyl propionate 281.27
    isopentyl acetate 423.44
    trichloroethylene 779.68
    n-nonanol 221.34
    cyclohexanol 292.02
    benzyl alcohol 205.32
    2-ethylhexanol 297.94
    isooctanol 197.07
    dipropyl ether 313.85
    1,2-dichlorobenzene 368.31
    ethyl lactate 146.0
    propylene carbonate 402.16
    n-methylformamide 243.26
    2-pentanol 241.3
    n-pentane 93.9
    1-propoxy-2-propanol 452.54
    1-methoxy-2-propyl acetate 443.83
    2-(2-methoxypropoxy) propanol 286.63
    mesitylene 214.67
    ε-caprolactone 481.54
    p-cymene 200.79
    epichlorohydrin 565.15
    1,1,1-trichloroethane 611.59
    2-aminoethanol 191.33
    morpholine-4-carbaldehyde 507.69
    sulfolane 483.25
    2,2,4-trimethylpentane 57.52
    2-methyltetrahydrofuran 546.93
    n-hexyl acetate 415.65
    isooctane 54.93
    2-(2-butoxyethoxy)ethanol 396.93
    sec-butyl acetate 211.95
    tert-butyl acetate 381.37
    decalin 85.61
    glycerin 155.68
    diglyme 593.79
    acrylic acid 228.39
    isopropyl myristate 169.39
    n-butyric acid 375.78
    acetyl acetate 303.9
    di(2-ethylhexyl) phthalate 150.76
    ethyl propionate 230.54
    nitromethane 399.67
    1,2-diethoxyethane 377.43
    benzonitrile 335.91
    trioctyl phosphate 118.54
    1-bromopropane 343.88
    gamma-valerolactone 630.57
    n-decanol 157.3
    triethyl phosphate 153.75
    4-methyl-2-pentanol 192.32
    propionitrile 337.76
    vinylene carbonate 358.92
    1,1,2-trichlorotrifluoroethane 423.57
    DMS 278.65
    cumene 170.93
    2-octanol 172.13
    2-hexanone 233.18
    octyl acetate 205.61
    limonene 253.49
    1,2-dimethoxyethane 394.85
    ethyl orthosilicate 156.44
    tributyl phosphate 145.18
    diacetone alcohol 322.21
    N,N-dimethylaniline 235.09
    acrylonitrile 336.41
    aniline 271.36
    1,3-propanediol 228.15
    bromobenzene 380.14
    dibromomethane 501.66
    1,1,2,2-tetrachloroethane 658.73
    2-methyl-cyclohexyl acetate 266.58
    tetrabutyl urea 164.58
    diisobutyl methanol 178.36
    2-phenylethanol 325.53
    styrene 210.67
    dioctyl adipate 197.04
    dimethyl sulfate 196.83
    ethyl butyrate 299.98
    methyl lactate 167.06
    butyl lactate 224.37
    diethyl carbonate 214.39
    propanediol butyl ether 295.56
    triethyl orthoformate 232.68
    p-tert-butyltoluene 210.23
    methyl 4-tert-butylbenzoate 296.48
    morpholine 570.72
    tert-butylamine 302.35
    n-dodecanol 115.42
    dimethoxymethane 317.0
    ethylene carbonate 311.31
    cyrene 220.75
    2-ethoxyethyl acetate 321.91
    2-ethylhexyl acetate 347.6
    1,2,4-trichlorobenzene 403.17
    4-methylpyridine 468.22
    dibutyl ether 261.75
    2,6-dimethyl-4-heptanol 178.36
    DEF 323.78
    dimethyl isosorbide 460.68
    tetrachloroethylene 481.76
    eugenol 266.19
    triacetin 296.74
    span 80 270.44
    1,4-butanediol 94.57
    1,1-dichloroethane 499.95
    2-methyl-1-pentanol 189.93
    methyl formate 206.58
    2-methyl-1-butanol 248.15
    n-decane 57.3
    butyronitrile 361.77
    3,7-dimethyl-1-octanol 252.51
    1-chlorooctane 183.23
    1-chlorotetradecane 76.78
    n-nonane 56.06
    undecane 40.87
    tert-butylcyclohexane 92.79
    cyclooctane 62.81
    cyclopentanol 273.28
    tetrahydropyran 535.01
    tert-amyl methyl ether 306.55
    2,5,8-trioxanonane 375.39
    1-hexene 229.0
    2-isopropoxyethanol 206.27
    2,2,2-trifluoroethanol 163.56
    methyl butyrate 261.44

    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
Orris butter 8002-73-1 Iris florentina L., fam. Iridaceae 0.01%