Menthone

Overview IFRA Botanical Request a quote

  • Identifiers

    CAS number
    14073-97-3

    Molecular formula
    C10H18O

    SMILES
    C[C@@H]1CC[C@H](C(=O)C1)C(C)C

    Safety labels

    Flammable
    Flammable

    Irritant
    Irritant

    Retention indicies (RI)

    • DB5: 1170.0
    • Carbowax: 1478.0

  • Odor profile

    Herbal 86.73%
    Mint 86.28%
    Camphoreous 73.41%
    Green 73.01%
    Fresh 71.92%
    Cooling 71.74%
    Sweet 63.61%
    Woody 59.4%
    Spicy 44.05%
    Earthy 41.11%

    Scent© AI

  • Properties

    XLogP3-AA
    2.7

    pKa est.
    8.79 (weak base)

    Molecular weight
    154.25 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Moderately fast

    Melting point expt.

    • -6 °C

    Boiling point

    • 210 °C
    • 207.00 to 210.00 °C. @ 760.00 mm Hg

    Flash point est.
    78.61 ˚C

    Solubility expt.

    • Slightly sol in water; sol in org solvents /L-form/
    • SOL IN ALC, ETHER, ACETONE, ACETIC ACID, ALL PROP IN BENZENE; SLIGHTLY SOL IN WATER /D & DL-FORMS/
    • SOL IN ALL PROP IN ALC, ETHER, CARBON DISULFIDE /L-FORM/
    • SOL IN ACETONE /L-FORM/
    • Sol in alc, fixed oils; very slightly sol in water.
    • SOL IN MOST COMMON ORG SOLVENTS
    • In water, 688 mg/l @ 25 °C
    • 0.497 mg/mL at 25 °C
    • soluble in alcohol and most fixed oils; very slightly soluble in water
    • 1 ml in 3 ml of 70% alcohol (in ethanol)

  • Synonyms

    • (-)-Menthone
    • 14073-97-3
    • MENTHONE
    • l-MENTHONE
    • trans-Menthone
    • (2S,5R)-2-isopropyl-5-methylcyclohexanone
    • p-Menthone
    • Cyclohexanone, 5-methyl-2-(1-methylethyl)-, (2S,5R)-
    • 89-80-5
    • L-Menthan-3-one
    • Neomenthone
    • Menthone racemic
    • DL-Menthone
    • trans-Menthan-3-one
    • trans-p-Menthan-3-one
    • (1R,4S)-(-)-p-Menthan-3-one
    • p-Menthan-3-one, trans-
    • (-)-(2S,5R)-Menthone
    • FEMA No. 2667
    • (1R,4S)-p-menthan-3-one
    • (2S,5R)-5-methyl-2-(propan-2-yl)cyclohexanone
    • (2S,5R)-5-methyl-2-propan-2-ylcyclohexan-1-one
    • (2S,5R)-5-methyl-2-(1-methylethyl)cyclohexanone
    • (2S-trans)-5-methyl-2-(1-methylethyl)cyclohexanone
    • Cyclohexanone, 5-methyl-2-(1-methylethyl)-, trans-
    • (-)-(1R,4S)-menthone
    • (2S,5R)-5-METHYL-2-(1-METHYLETHYL)-CYCLOHEXANONE
    • DTXSID3044384
    • CHEBI:15410
    • (-)-5-Methyl-2-(1-methylethyl)cyclohexanone
    • 5F709W4OG4
    • Cyclohexanone, 5-methyl-2-(1-methylethyl)-, (2S-trans)-
    • Menthone (natural)
    • DTXCID1024384
    • p-Menthan-3-one racemic
    • (dl)-Menthone
    • 5-Methyl-2-(1-methylethyl)cyclohexanone
    • CAS-14073-97-3
    • CCRIS 5747
    • HSDB 1268
    • (-)-Menthone (contains up to 15% D-Menthone)
    • p-Menthan-3-one, dl-
    • EINECS 201-941-1
    • EINECS 214-049-2
    • UNII-9NH5J4V8FN
    • menthon
    • UNII-5F709W4OG4
    • AI3-11106
    • Menthone (Mixture of Diastereomers)
    • Menthone G
    • MFCD00062998
    • trans-p-menthone
    • 1-menthone
    • (-)menthone
    • 5-Methyl-2-(1-methylethyl)cyclohexanone, trans-
    • NCGC00095606-01
    • Cyclohexan-1-one, 2-isopropyl-5-methyl-, racemic
    • EINECS 237-926-1
    • Menthan-3-one, trans
    • Spectrum_001299
    • rel-(2R,5S)-2-isopropyl-5-methylcyclohexanone
    • MENTHONE [FHFI]
    • SpecPlus_000437
    • MENTHONE, L-
    • L-MENTHONE [MI]
    • Spectrum2_000691
    • Spectrum3_001272
    • Spectrum4_001648
    • Spectrum5_000495
    • (2S,5R)-2-isopropyl-5-methyl-cyclohexanone
    • bmse000375
    • (-)-Menthone (Standard)
    • (-)-Menthone, 90%
    • EC 237-926-1
    • 9NH5J4V8FN
    • SCHEMBL21709
    • BSPBio_002864
    • KBioGR_002115
    • KBioSS_001779
    • MENTHONE, (-)-
    • SPECTRUM300564
    • DivK1c_006533
    • SPBio_000841
    • (1S)-trans-p-menthan-3-one
    • (-)-MENTHONE [FCC]
    • (2S,5R)-5-Methyl-2-(Propan-2-Yl)Cyclohexan-1-One
    • CHEMBL276311
    • DTXSID2044478
    • HY-N7916R
    • KBio1_001477
    • KBio2_001779
    • KBio2_004347
    • KBio2_006915
    • KBio3_002364
    • Cyclohexanone, 5-methyl-2-(1-methylethyl)-, trans-(+/-)-
    • (-)-Menthone, analytical standard
    • HY-N7916
    • KAA45814
    • Tox21_111510
    • Tox21_302153
    • CCG-38562
    • AKOS006343213
    • Tox21_111510_1
    • FM74368
    • LMPR0102090004
    • SDCCGMLS-0066582.P001
    • 2-Isopropyl-5-methylcyclohexanone, trans
    • NCGC00095606-02
    • NCGC00178425-01
    • NCGC00255957-01
    • 1ST40039
    • AS-17440
    • (2S,5R)2-isopropyl-5-methylcyclohexanone
    • CS-0138798
    • 1-METHYL-4-ISOPROPYLCYCLOHEXAN-3-ONE
    • C00843
    • EN300-383879
    • G66775
    • (2S,5R)-2-Isopropyl-5-methylcyclohexan-1-one
    • (2S, 5R)-trans-2-isopropyl-5-methylcyclohexanone
    • Q424902
    • SR-05000002387
    • 5-Methyl-2-(1-methylethyl)-(2S,5R)-Cyclohexanone
    • pound inverted exclamation markA pound(c)-Menthone
    • SR-05000002387-1
    • 5-Methyl-2-(1-methylethyl)-(2S-trans)-Cyclohexanone
    • (-)-Menthone, primary pharmaceutical reference standard
    • rel-(2S,5R)-5-methyl-2-(1-methylethyl)-cyclohexanone

  • Applications

    L-Menthone (CAS 14073-97-3) is a naturally derived monoterpenoid with a characteristic minty odour, widely exploited across flavour, fragrance, pharmaceutical and personal-care industries: it serves as a key flavouring agent in chewing gum, confectionery, ice cream, oral-care pastes, mouthwashes and beverages owing to its fresh aroma and cooling sensation; in perfumery, soaps, shampoos and deodorants it contributes sparkling green top notes that mask unpleasant base materials, imparting a clean and invigorating profile; over-the-counter medicinal rubs, cough syrups and patches employ L-Menthone both as a flavour modifier and as a mild topical analgesic with counter-irritant action; synthetically, the compound is an important intermediate for producing optically pure L-Menthol and other terpene derivatives, is investigated as a bio-based insect repellent and flavour enhancer, and is even used as a chiral probe in crystallographic and spectroscopic studies.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 1095.96
    methanol 1191.95
    isopropanol 1095.65
    water 1.5
    ethyl acetate 604.97
    n-propanol 885.75
    acetone 963.8
    n-butanol 841.03
    acetonitrile 1569.71
    DMF 633.34
    toluene 522.31
    isobutanol 669.03
    1,4-dioxane 1513.72
    methyl acetate 621.3
    THF 2079.79
    2-butanone 735.64
    n-pentanol 468.34
    sec-butanol 728.07
    n-hexane 282.24
    ethylene glycol 88.65
    NMP 779.9
    cyclohexane 553.37
    DMSO 438.02
    n-butyl acetate 820.24
    n-octanol 401.89
    chloroform 3748.49
    n-propyl acetate 406.5
    acetic acid 802.6
    dichloromethane 2468.1
    cyclohexanone 1476.44
    propylene glycol 170.63
    isopropyl acetate 370.69
    DMAc 379.91
    2-ethoxyethanol 329.39
    isopentanol 648.11
    n-heptane 245.12
    ethyl formate 591.03
    1,2-dichloroethane 1015.43
    n-hexanol 864.17
    2-methoxyethanol 634.82
    isobutyl acetate 285.64
    tetrachloromethane 634.7
    n-pentyl acetate 426.69
    transcutol 1099.98
    n-heptanol 368.67
    ethylbenzene 290.73
    MIBK 381.32
    2-propoxyethanol 736.24
    tert-butanol 930.7
    MTBE 662.69
    2-butoxyethanol 400.65
    propionic acid 600.85
    o-xylene 303.72
    formic acid 174.59
    diethyl ether 804.99
    m-xylene 333.73
    p-xylene 396.14
    chlorobenzene 923.21
    dimethyl carbonate 132.36
    n-octane 86.11
    formamide 221.93
    cyclopentanone 1365.62
    2-pentanone 613.01
    anisole 392.07
    cyclopentyl methyl ether 764.34
    gamma-butyrolactone 1417.84
    1-methoxy-2-propanol 463.14
    pyridine 1335.11
    3-pentanone 408.37
    furfural 1079.2
    n-dodecane 63.86
    diethylene glycol 362.45
    diisopropyl ether 234.51
    tert-amyl alcohol 579.44
    acetylacetone 461.23
    n-hexadecane 75.32
    acetophenone 349.14
    methyl propionate 373.26
    isopentyl acetate 695.45
    trichloroethylene 2087.57
    n-nonanol 325.02
    cyclohexanol 901.58
    benzyl alcohol 350.88
    2-ethylhexanol 476.85
    isooctanol 297.66
    dipropyl ether 494.61
    1,2-dichlorobenzene 696.1
    ethyl lactate 164.42
    propylene carbonate 853.6
    n-methylformamide 466.5
    2-pentanol 570.88
    n-pentane 266.82
    1-propoxy-2-propanol 554.16
    1-methoxy-2-propyl acetate 440.86
    2-(2-methoxypropoxy) propanol 325.52
    mesitylene 237.33
    ε-caprolactone 1035.39
    p-cymene 265.44
    epichlorohydrin 1294.67
    1,1,1-trichloroethane 1387.57
    2-aminoethanol 252.92
    morpholine-4-carbaldehyde 719.32
    sulfolane 1020.35
    2,2,4-trimethylpentane 87.84
    2-methyltetrahydrofuran 1472.81
    n-hexyl acetate 617.86
    isooctane 83.41
    2-(2-butoxyethoxy)ethanol 454.71
    sec-butyl acetate 257.46
    tert-butyl acetate 364.52
    decalin 158.25
    glycerin 183.11
    diglyme 767.24
    acrylic acid 473.23
    isopropyl myristate 242.31
    n-butyric acid 1010.97
    acetyl acetate 359.6
    di(2-ethylhexyl) phthalate 205.55
    ethyl propionate 299.67
    nitromethane 938.1
    1,2-diethoxyethane 524.35
    benzonitrile 850.96
    trioctyl phosphate 166.06
    1-bromopropane 912.88
    gamma-valerolactone 1354.32
    n-decanol 227.09
    triethyl phosphate 186.58
    4-methyl-2-pentanol 282.21
    propionitrile 1094.97
    vinylene carbonate 788.85
    1,1,2-trichlorotrifluoroethane 707.33
    DMS 305.08
    cumene 208.3
    2-octanol 292.88
    2-hexanone 512.13
    octyl acetate 300.15
    limonene 392.1
    1,2-dimethoxyethane 746.69
    ethyl orthosilicate 194.4
    tributyl phosphate 202.32
    diacetone alcohol 374.73
    N,N-dimethylaniline 242.3
    acrylonitrile 1049.73
    aniline 586.28
    1,3-propanediol 443.83
    bromobenzene 968.99
    dibromomethane 1837.25
    1,1,2,2-tetrachloroethane 1604.79
    2-methyl-cyclohexyl acetate 371.93
    tetrabutyl urea 234.07
    diisobutyl methanol 264.97
    2-phenylethanol 460.66
    styrene 368.66
    dioctyl adipate 298.18
    dimethyl sulfate 180.55
    ethyl butyrate 445.8
    methyl lactate 172.26
    butyl lactate 302.49
    diethyl carbonate 296.03
    propanediol butyl ether 363.84
    triethyl orthoformate 312.09
    p-tert-butyltoluene 242.37
    methyl 4-tert-butylbenzoate 340.23
    morpholine 1520.43
    tert-butylamine 725.85
    n-dodecanol 168.43
    dimethoxymethane 395.12
    ethylene carbonate 678.87
    cyrene 264.83
    2-ethoxyethyl acetate 409.45
    2-ethylhexyl acetate 527.37
    1,2,4-trichlorobenzene 727.57
    4-methylpyridine 1194.01
    dibutyl ether 444.71
    2,6-dimethyl-4-heptanol 264.97
    DEF 470.01
    dimethyl isosorbide 551.06
    tetrachloroethylene 1103.33
    eugenol 291.88
    triacetin 378.69
    span 80 366.36
    1,4-butanediol 154.56
    1,1-dichloroethane 1508.55
    2-methyl-1-pentanol 386.77
    methyl formate 381.81
    2-methyl-1-butanol 591.29
    n-decane 116.7
    butyronitrile 1288.12
    3,7-dimethyl-1-octanol 347.1
    1-chlorooctane 337.06
    1-chlorotetradecane 126.91
    n-nonane 124.12
    undecane 84.86
    tert-butylcyclohexane 133.74
    cyclooctane 158.32
    cyclopentanol 934.33
    tetrahydropyran 1769.83
    tert-amyl methyl ether 379.7
    2,5,8-trioxanonane 475.75
    1-hexene 595.16
    2-isopropoxyethanol 246.31
    2,2,2-trifluoroethanol 226.27
    methyl butyrate 462.74

    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
Mentha gentilis var. lanata Mentha gentilis (L.) var. lanata (Rydb.) Fujita et Fujita, fam. Lamiaceae 7.0%
Pennyroyal 2 8013-99-8 Mentha pulegium L. (C.R. variety), fam. Lamiaceae (Labiatae) 0.5%
Pennyroyal 3 8013-99-8 Mentha pulegium L., fam. Lamiaceae (Labiatae) 15.65%
Peppermint 4 8006-90-4 Mentha piperita L., fam. Lamiaceae (Labiatae) 20.1%
Peppermint (France) 3 8006-90-4 Mentha officinalis Sole forma Pallescens Camus, fam. Lamiaceae (Labiatae) 9.0%
Peppermint (USA) 2 8006-90-4 Mentha piperita L. cultivar Mitcham, fam. Lamiaceae (Labiatae) 25.0%
Peppermint (USA) 6 8006-90-4 Mentha piperita L., fam. Lamiaceae (Labiatae) 20.1%
Buchu leaf 84649-93-4 Agathosma betulina (Berg.) Pillans (Barosma betulina Bertl.), fam. Rutacea 35.0%
Eromenthe (USA) 2 Mentha spicata L., var. eromenthe, fam. Lamiaceae (Labiatae) 57.82%