3-Methylcyclohexanone

Overview IFRA Botanical Request a quote

  • Identifiers

    CAS number
    591-24-2

    Molecular formula
    C7H12O

    SMILES
    CC1CCCC(=O)C1

    Safety labels

    Flammable
    Flammable

    Irritant
    Irritant

    Retention indicies (RI)

    • DB5: 952.0
    • Carbowax: 1276.0

  • Odor profile

    Mint 78.78%
    Camphoreous 57.25%
    Ketonic 55.44%
    Solvent 53.55%
    Herbal 50.42%
    Fresh 49.7%
    Sweet 47.79%
    Cooling 47.07%
    Ethereal 45.12%
    Musty 42.47%

    Scent© AI

  • Properties

    XLogP3-AA
    1.4

    pKa est.
    8.53 (weak base)

    Molecular weight
    112.17 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Very fast

    Boiling point est.
    172°C

    Melting point expt.

    • -73.5 °C

    Flash point est.
    43.48 ˚C

    Solubility expt.

    • insoluble in water; soluble in oils
    • Miscible at room temperature (in ethanol)

  • Synonyms

    • 3-METHYLCYCLOHEXANONE
    • 591-24-2
    • 3-methylcyclohexan-1-one
    • Cyclohexanone, 3-methyl-
    • Methyl-3 cyclohexanone-1
    • 3-METHYL CYCLOHEXANONE
    • Methyl-3 cyclohexanone-1 [French]
    • NSC 3709
    • EINECS 209-710-7
    • Tetrahydro-m-cresol
    • (+/-)-3-Methylcyclohexanone
    • BRN 0969804
    • 255L4HTY2B
    • AI3-05634
    • NSC-3709
    • FEMA NO. 3947
    • (r)-3-methylcyclohexanone
    • DTXSID50862256
    • (RS)-3-METHYLCYCLOHEXANONE
    • 2-07-00-00018 (Beilstein Handbook Reference)
    • 3-METHYLCYCLOHEXANONE [FHFI]
    • MFCD00001639
    • m-METHYLCYCLOHEXANONE
    • UNII-255L4HTY2B
    • Tetrahydromcresol
    • 3-methyl-cyclohexanone
    • Cyclohexanone, 3methyl
    • Methyl3 cyclohexanone1
    • 3-methyl-cyclohexan-1-one
    • 3-Methyl-(R)-Cyclohexanone
    • 3-Methyl-(S)-Cyclohexanone
    • SCHEMBL22708
    • 3-Methylcyclohexanone, 97%
    • 625-96-7
    • 3-Methylcyclohexanone, >=97%
    • 3-METHYL-1-CYCLOHEXANONE
    • DTXCID70811049
    • NSC3709
    • CHEBI:195391
    • HMS1786I12
    • BBL013179
    • MFCD00062999
    • MFCD24687891
    • STL163958
    • AKOS000119917
    • AKOS017268987
    • CYCLOHEXANONE, 3-METHYL-(+)
    • CS-W011266
    • CYCLOHEXANONE, 3-METHYL- (+)
    • AS-32884
    • FM178439
    • SY290780
    • SY346654
    • DB-007952
    • M0198
    • NS00043029
    • EN300-17181
    • Q22138333
    • Z56899044
    • F0001-1550
    • 209-710-7

  • Applications

    3-Methylcyclohexanone (CAS 591-24-2) is a versatile cyclic ketone used mainly as a synthesis intermediate: it undergoes aldol condensations to yield substituted cyclohexenones for fragrance intermediates and specialty additives; Baeyer–Villiger oxidation provides methyl-ε-caprolactones that serve as monomers for biodegradable polyesters, plasticizer precursors, and specialty lactones; reductive amination furnishes amines used in pharmaceuticals and agrochemicals; asymmetric reduction gives stereodefined secondary alcohols as chiral building blocks; it is also employed in laboratories as a substrate/reference for catalytic method development (hydrogenation, organocatalysis) and for preparing oxime/hydrazone derivatives in GC/MS workflows; in certain niche formulations it can act as a reactive solvent or property-modifying carbonyl component in coatings/resins due to its moderate boiling point and carbonyl reactivity.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 1347.95
    methanol 1634.59
    isopropanol 931.54
    water 4.34
    ethyl acetate 627.39
    n-propanol 886.15
    acetone 991.89
    n-butanol 752.24
    acetonitrile 932.64
    DMF 534.23
    toluene 218.78
    isobutanol 528.41
    1,4-dioxane 1268.18
    methyl acetate 530.32
    THF 1479.62
    2-butanone 617.45
    n-pentanol 474.53
    sec-butanol 579.37
    n-hexane 142.79
    ethylene glycol 187.05
    NMP 674.12
    cyclohexane 168.43
    DMSO 692.65
    n-butyl acetate 670.08
    n-octanol 301.45
    chloroform 2435.72
    n-propyl acetate 363.63
    acetic acid 1418.8
    dichloromethane 1460.79
    cyclohexanone 856.16
    propylene glycol 265.41
    isopropyl acetate 350.97
    DMAc 304.18
    2-ethoxyethanol 449.54
    isopentanol 545.91
    n-heptane 98.45
    ethyl formate 400.04
    1,2-dichloroethane 694.78
    n-hexanol 721.77
    2-methoxyethanol 769.26
    isobutyl acetate 244.66
    tetrachloromethane 300.1
    n-pentyl acetate 349.34
    transcutol 2673.02
    n-heptanol 279.73
    ethylbenzene 114.93
    MIBK 300.75
    2-propoxyethanol 848.01
    tert-butanol 749.27
    MTBE 508.98
    2-butoxyethanol 439.85
    propionic acid 725.54
    o-xylene 133.66
    formic acid 379.54
    diethyl ether 742.09
    m-xylene 160.75
    p-xylene 164.17
    chlorobenzene 475.83
    dimethyl carbonate 112.26
    n-octane 34.19
    formamide 357.83
    cyclopentanone 942.08
    2-pentanone 525.3
    anisole 256.22
    cyclopentyl methyl ether 583.27
    gamma-butyrolactone 1118.17
    1-methoxy-2-propanol 561.22
    pyridine 805.52
    3-pentanone 318.66
    furfural 829.08
    n-dodecane 27.71
    diethylene glycol 571.46
    diisopropyl ether 190.86
    tert-amyl alcohol 481.95
    acetylacetone 476.13
    n-hexadecane 31.52
    acetophenone 221.44
    methyl propionate 348.18
    isopentyl acetate 519.35
    trichloroethylene 1404.9
    n-nonanol 248.71
    cyclohexanol 563.22
    benzyl alcohol 242.82
    2-ethylhexanol 337.6
    isooctanol 208.56
    dipropyl ether 391.47
    1,2-dichlorobenzene 370.58
    ethyl lactate 141.34
    propylene carbonate 530.86
    n-methylformamide 462.61
    2-pentanol 446.32
    n-pentane 115.98
    1-propoxy-2-propanol 629.78
    1-methoxy-2-propyl acetate 442.21
    2-(2-methoxypropoxy) propanol 377.7
    mesitylene 108.5
    ε-caprolactone 741.91
    p-cymene 107.82
    epichlorohydrin 962.37
    1,1,1-trichloroethane 776.18
    2-aminoethanol 419.92
    morpholine-4-carbaldehyde 711.31
    sulfolane 871.23
    2,2,4-trimethylpentane 47.79
    2-methyltetrahydrofuran 1040.67
    n-hexyl acetate 541.41
    isooctane 45.81
    2-(2-butoxyethoxy)ethanol 635.08
    sec-butyl acetate 237.03
    tert-butyl acetate 355.29
    decalin 63.29
    glycerin 326.17
    diglyme 939.97
    acrylic acid 629.97
    isopropyl myristate 168.98
    n-butyric acid 917.08
    acetyl acetate 375.7
    di(2-ethylhexyl) phthalate 156.13
    ethyl propionate 253.55
    nitromethane 1273.21
    1,2-diethoxyethane 738.77
    benzonitrile 484.73
    trioctyl phosphate 113.08
    1-bromopropane 529.16
    gamma-valerolactone 1064.46
    n-decanol 174.83
    triethyl phosphate 110.12
    4-methyl-2-pentanol 240.78
    propionitrile 617.81
    vinylene carbonate 495.51
    1,1,2-trichlorotrifluoroethane 628.7
    DMS 283.99
    cumene 91.48
    2-octanol 184.72
    2-hexanone 427.81
    octyl acetate 223.86
    limonene 179.1
    1,2-dimethoxyethane 648.98
    ethyl orthosilicate 121.17
    tributyl phosphate 151.66
    diacetone alcohol 374.76
    N,N-dimethylaniline 146.09
    acrylonitrile 654.86
    aniline 379.77
    1,3-propanediol 548.43
    bromobenzene 460.76
    dibromomethane 1004.65
    1,1,2,2-tetrachloroethane 1076.96
    2-methyl-cyclohexyl acetate 257.19
    tetrabutyl urea 167.39
    diisobutyl methanol 177.38
    2-phenylethanol 358.28
    styrene 158.82
    dioctyl adipate 218.05
    dimethyl sulfate 149.64
    ethyl butyrate 334.26
    methyl lactate 173.54
    butyl lactate 259.48
    diethyl carbonate 178.01
    propanediol butyl ether 442.55
    triethyl orthoformate 215.77
    p-tert-butyltoluene 101.95
    methyl 4-tert-butylbenzoate 236.97
    morpholine 1216.65
    tert-butylamine 504.31
    n-dodecanol 126.69
    dimethoxymethane 353.82
    ethylene carbonate 417.99
    cyrene 223.63
    2-ethoxyethyl acetate 453.34
    2-ethylhexyl acetate 373.06
    1,2,4-trichlorobenzene 419.31
    4-methylpyridine 639.28
    dibutyl ether 371.74
    2,6-dimethyl-4-heptanol 177.38
    DEF 401.2
    dimethyl isosorbide 501.57
    tetrachloroethylene 722.41
    eugenol 259.81
    triacetin 378.89
    span 80 389.08
    1,4-butanediol 211.91
    1,1-dichloroethane 939.96
    2-methyl-1-pentanol 353.26
    methyl formate 318.69
    2-methyl-1-butanol 475.53
    n-decane 50.69
    butyronitrile 700.8
    3,7-dimethyl-1-octanol 282.27
    1-chlorooctane 193.46
    1-chlorotetradecane 68.16
    n-nonane 52.05
    undecane 36.08
    tert-butylcyclohexane 63.51
    cyclooctane 49.16
    cyclopentanol 616.14
    tetrahydropyran 1188.13
    tert-amyl methyl ether 309.88
    2,5,8-trioxanonane 567.67
    1-hexene 385.81
    2-isopropoxyethanol 330.46
    2,2,2-trifluoroethanol 306.58
    methyl butyrate 346.34

    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
Hedeoma mandoniana Hedeoma mandoniana Wedd, fam. Lamiaceae (Labiatae) 0.01%
Mentha gentilis var. lanata Mentha gentilis (L.) var. lanata (Rydb.) Fujita et Fujita, fam. Lamiaceae 0.05%
Minthostachys andina Minthostachys andina (Brett) Epling, fam. Lamiaceae (Labiatae) 0.01%
Peppermint (USA) 2 8006-90-4 Mentha piperita L. cultivar Mitcham, fam. Lamiaceae (Labiatae) 0.04%
Cornmint (Mentha arvensis) (India) 3 Shivalik 68917-18-0 Mentha arvensis (L.) var. piperascens Malinv., fam. Lamiaceae (Labiatae) 0.01%
Mentha longifolia (Israel) 90063-99-3 Mentha longifolia (L.) Hudson, fam. Lamiaceae (Labiatae) 0.05%
Peppermint (Mexico) 8006-90-4 Mentha piperita L., fam. Lamiaceae (Labiatae) 0.01%