p-Menth-4(8)-en-3-one

Overview IFRA Botanical Request a quote

  • Identifiers

    CAS number
    15932-80-6

    Molecular formula
    C10H16O

    SMILES
    CC1CCC(=C(C)C)C(=O)C1

    Safety labels

    Irritant
    Irritant

    Retention indicies (RI)

    • DB5: 1244.43
    • Carbowax: 1657.0

  • Odor profile

    Mint 86.29%
    Herbal 82.12%
    Camphoreous 67.95%
    Sweet 60.51%
    Fresh 55.27%
    Cooling 55.24%
    Ketonic 39.1%
    Spicy 39.02%
    Woody 39.02%
    Musty 38.66%

    Scent© AI

  • Properties

    XLogP3-AA
    2.8

    Molecular weight
    152.23 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Moderate

    Boiling point est.
    224°C

    Flash point est.
    83.55 ˚C

  • Synonyms

    • p-Menth-4(8)-en-3-one
    • 15932-80-6
    • (+-)-Pulegone
    • 2-Isopropylidene-5-methylcyclohexanone
    • 4(8)-p-Menthen-3-one
    • 5-Methyl-2-(1-methylethylidene)cyclohexanone
    • Cyclohexanone, 5-methyl-2-(1-methylethylidene)-
    • 5-Methyl-2-isopropylidenecyclohexanone
    • d-p-Menth-4(8)-en-3-one
    • (RS)-PULEGONE
    • DES3HN9CU5
    • EINECS 240-070-1
    • 5-methyl-2-propan-2-ylidenecyclohexan-1-one
    • CHEBI:26381
    • PULEGONE, (+-)-
    • 1-Isopropylidene-4-methyl-2-cyclohexanone
    • 1-Methyl-4-isopropylidene-3-cyclohexanone
    • 5-methyl-2-(propan-2-ylidene)cyclohexan-1-one
    • Cyclohexanone,5-methyl-2-(1-methylethylidene)-
    • MFCD00063000
    • (R)-p-Menth-4(8)-en-3-one
    • (S)-()-Pulegone
    • PULEGONE, (D)
    • DTXSID3051757
    • .beta.-Pulegone
    • 2-isopropylidene-5-methyl-cyclohexanone
    • (+)-1-Methyl-4-isopropylidene-3-cyclohexanone
    • Cyclohexanone, (R)-
    • (.+/-.)-Pulegone
    • UNII-DES3HN9CU5
    • SCHEMBL58181
    • Delta-4,8-p-menthen-3-one
    • CHEMBL1898498
    • WLN: L6VYTJ BUY1&1 E1
    • NSC15334
    • AKOS000120408
    • NCGC00091549-01
    • NCGC00091549-02
    • SY057213
    • 2-isopropylidene-5-methyl-cyclohexan-1-one
    • DB-068907
    • DB-286425
    • 5-Methyl-2-(propan-2-ylidene)cyclohexanone
    • M0407
    • NS00013169
    • EN300-20279
    • Q27109902
    • 240-070-1

  • Applications

    p-Menth-4(8)-en-3-one (CAS 15932-80-6) is a minty, herbal monoterpene ketone used widely in flavor and fragrance to impart fresh mint/green top notes in perfumes, soaps, detergents, and personal-care products; as a low-level flavor modulator in foods and beverages where permitted; and in agro/household uses as a plant-derived component with repellent and antimicrobial activity; in organic synthesis its enone enables use as a feedstock/intermediate for selective reduction to menthone/isomenthone and for Michael additions, epoxidation, and Baeyer–Villiger oxidation to access terpene derivatives for pharma and aroma; it also serves as a GC–MS reference/marker for mint oils and as a model substrate in catalysis, chemical ecology, and olfaction studies.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 1287.39
    methanol 1435.57
    isopropanol 1194.21
    water 1.68
    ethyl acetate 673.59
    n-propanol 990.07
    acetone 1036.1
    n-butanol 967.62
    acetonitrile 2250.82
    DMF 791.78
    toluene 604.49
    isobutanol 723.52
    1,4-dioxane 1834.24
    methyl acetate 714.06
    THF 2150.02
    2-butanone 837.08
    n-pentanol 555.25
    sec-butanol 785.36
    n-hexane 260.79
    ethylene glycol 88.25
    NMP 770.93
    cyclohexane 470.22
    DMSO 437.91
    n-butyl acetate 779.68
    n-octanol 414.9
    chloroform 3831.95
    n-propyl acetate 433.98
    acetic acid 783.32
    dichloromethane 2702.8
    cyclohexanone 1453.78
    propylene glycol 159.23
    isopropyl acetate 376.53
    DMAc 415.8
    2-ethoxyethanol 384.28
    isopentanol 715.47
    n-heptane 205.88
    ethyl formate 669.36
    1,2-dichloroethane 1137.58
    n-hexanol 937.33
    2-methoxyethanol 737.13
    isobutyl acetate 276.63
    tetrachloromethane 599.5
    n-pentyl acetate 399.88
    transcutol 1186.81
    n-heptanol 364.35
    ethylbenzene 316.83
    MIBK 394.51
    2-propoxyethanol 786.46
    tert-butanol 966.67
    MTBE 703.78
    2-butoxyethanol 400.44
    propionic acid 587.45
    o-xylene 315.68
    formic acid 197.04
    diethyl ether 963.92
    m-xylene 381.36
    p-xylene 417.36
    chlorobenzene 884.97
    dimethyl carbonate 152.83
    n-octane 75.01
    formamide 290.69
    cyclopentanone 1322.05
    2-pentanone 658.26
    anisole 437.49
    cyclopentyl methyl ether 801.71
    gamma-butyrolactone 1336.47
    1-methoxy-2-propanol 517.53
    pyridine 1433.0
    3-pentanone 448.26
    furfural 1017.65
    n-dodecane 54.29
    diethylene glycol 385.77
    diisopropyl ether 248.62
    tert-amyl alcohol 628.84
    acetylacetone 466.21
    n-hexadecane 64.08
    acetophenone 361.35
    methyl propionate 408.63
    isopentyl acetate 624.12
    trichloroethylene 2231.33
    n-nonanol 321.59
    cyclohexanol 889.82
    benzyl alcohol 398.68
    2-ethylhexanol 458.47
    isooctanol 283.53
    dipropyl ether 485.86
    1,2-dichlorobenzene 641.54
    ethyl lactate 165.38
    propylene carbonate 787.46
    n-methylformamide 587.57
    2-pentanol 615.45
    n-pentane 247.24
    1-propoxy-2-propanol 567.18
    1-methoxy-2-propyl acetate 431.06
    2-(2-methoxypropoxy) propanol 337.16
    mesitylene 242.76
    ε-caprolactone 1009.26
    p-cymene 237.57
    epichlorohydrin 1389.61
    1,1,1-trichloroethane 1446.1
    2-aminoethanol 277.48
    morpholine-4-carbaldehyde 804.3
    sulfolane 857.99
    2,2,4-trimethylpentane 80.28
    2-methyltetrahydrofuran 1537.23
    n-hexyl acetate 612.71
    isooctane 75.26
    2-(2-butoxyethoxy)ethanol 483.45
    sec-butyl acetate 261.46
    tert-butyl acetate 365.09
    decalin 142.43
    glycerin 174.74
    diglyme 819.52
    acrylic acid 442.13
    isopropyl myristate 222.8
    n-butyric acid 1041.93
    acetyl acetate 363.15
    di(2-ethylhexyl) phthalate 189.19
    ethyl propionate 320.73
    nitromethane 1081.98
    1,2-diethoxyethane 574.21
    benzonitrile 880.01
    trioctyl phosphate 147.63
    1-bromopropane 986.46
    gamma-valerolactone 1366.24
    n-decanol 226.31
    triethyl phosphate 173.37
    4-methyl-2-pentanol 290.82
    propionitrile 1380.79
    vinylene carbonate 775.73
    1,1,2-trichlorotrifluoroethane 657.02
    DMS 301.37
    cumene 209.6
    2-octanol 289.49
    2-hexanone 540.84
    octyl acetate 277.69
    limonene 351.39
    1,2-dimethoxyethane 843.77
    ethyl orthosilicate 178.36
    tributyl phosphate 181.5
    diacetone alcohol 371.27
    N,N-dimethylaniline 260.28
    acrylonitrile 1287.32
    aniline 655.04
    1,3-propanediol 492.16
    bromobenzene 904.92
    dibromomethane 1985.12
    1,1,2,2-tetrachloroethane 1562.53
    2-methyl-cyclohexyl acetate 331.53
    tetrabutyl urea 218.31
    diisobutyl methanol 236.57
    2-phenylethanol 488.87
    styrene 394.64
    dioctyl adipate 276.11
    dimethyl sulfate 184.86
    ethyl butyrate 419.99
    methyl lactate 170.35
    butyl lactate 278.18
    diethyl carbonate 287.38
    propanediol butyl ether 365.33
    triethyl orthoformate 285.97
    p-tert-butyltoluene 220.28
    methyl 4-tert-butylbenzoate 320.14
    morpholine 1855.45
    tert-butylamine 731.86
    n-dodecanol 167.91
    dimethoxymethane 511.49
    ethylene carbonate 657.81
    cyrene 267.32
    2-ethoxyethyl acetate 411.47
    2-ethylhexyl acetate 471.71
    1,2,4-trichlorobenzene 676.66
    4-methylpyridine 1338.45
    dibutyl ether 452.43
    2,6-dimethyl-4-heptanol 236.57
    DEF 537.6
    dimethyl isosorbide 542.34
    tetrachloroethylene 1037.41
    eugenol 291.46
    triacetin 357.63
    span 80 345.85
    1,4-butanediol 170.31
    1,1-dichloroethane 1653.45
    2-methyl-1-pentanol 449.56
    methyl formate 458.7
    2-methyl-1-butanol 652.04
    n-decane 101.81
    butyronitrile 1528.2
    3,7-dimethyl-1-octanol 335.38
    1-chlorooctane 318.96
    1-chlorotetradecane 118.26
    n-nonane 107.82
    undecane 71.8
    tert-butylcyclohexane 122.53
    cyclooctane 134.23
    cyclopentanol 908.01
    tetrahydropyran 1968.97
    tert-amyl methyl ether 398.97
    2,5,8-trioxanonane 500.25
    1-hexene 628.17
    2-isopropoxyethanol 272.06
    2,2,2-trifluoroethanol 219.02
    methyl butyrate 485.3

    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
Lemon balm (Germany) 8014-71-9 Melissa officinalis L., fam. Lamiaceae (Labiatae) 2.5%
Bergamot (China) 1 8007-75-8 Citrus bergamia Risso et Poiteau, fam. Rutaceae 0.01%
Blackcurrant bud 1 68606-81-5 Ribes nigrum L., fam. Grossulariaceae 0.82%
Calamintha nepeta (Belgium) Calamintha nepeta (L.) Savi (Melissa nepeta L.), fam. Lamiaceae (Labiatae) 57.7%
Calamintha nepeta (Greece) 1 Calamintha nepeta (L.) Savi (Melissa nepeta L.), fam. Lamiaceae (Labiatae) 39.7%
Calamintha sylvatica (Belgium) Calamintha sylvatica Bromf., fam. Lamiaceae (Labiatae) 7.1%
Chamomile, german (Argentina) 8002-66-2 Chamomilla recutita (L.) Rausch.(Matricaria chamomilla L.), fam.Asteraceae 1.01%
Germander, common (Italy) Teucrium chamaedrys L., fam. Lamiaceae (Labiatae) 0.2%
Hedeoma mandoniana Hedeoma mandoniana Wedd, fam. Lamiaceae (Labiatae) 63.1%
Cornmint (Mentha arvensis) (Italy) 1 68917-18-0 Mentha arvensis (L.) var. piperascens Malinv., fam. Lamiaceae (Labiatae) 0.14%
Cornmint (Mentha arvensis) (Italy) 2 68917-18-0 Mentha arvensis (L.) var. piperascens Malinv., fam. Lamiaceae (Labiatae) 0.26%
Mentha cervina Mentha cervina L., fam. Lamiaceae (Labiatae) 39.0%
Mentha denticulata (Italy) Mentha denticulata Strail (sensu Fiori), fam. Lamiaceae (Labiatae) 10.26%
Mentha longifolia (Italy) 90063-99-3 Mentha longifolia (L.) Hudson, fam. Lamiaceae (Labiatae) 0.08%
Mentha longifolia (France) Chemotype 1 90063-99-3 Mentha longifolia (L.) Hudson, fam. Lamiaceae (Labiatae) 10.0%
Mentha longifolia (France) 90063-99-3 Mentha longifolia (L.) Hudson, fam. Lamiaceae (Labiatae) 0.15%
Mentha longifolia var. candicans (Italy) 90063-99-3 Mentha longifolia (L.) var. candicans Crantz, fam. Lamiaceae (Labiatae) 2.0%
Mentha longifolia var. crispa (Italy) 90063-99-3 Mentha longifolia (L.) var. crispa Ten., fam. Lamiaceae (Labiatae) 0.01%
Mentha requienii 1 Mentha requienii Bentham, fam. Lamiaceae (Labiatae) 78.4%
Mentha requienii 2 Mentha requienii Bentham, fam. Lamiaceae (Labiatae) 69.5%
Mentha spicata (Greece) Chemotype IIIa Mentha spicata L. (Chemotype IIIa), fam. Lamiaceae (Labiatae) 0.2%
Mentha spicata (Greece) Chemotype IIIb Mentha spicata L. (Chemotype IIIb), fam. Lamiaceae (Labiatae) 0.15%
Mentha spicata (Greece) Chemotype IV Mentha spicata L. (Chemotype IV), fam Lamiaceae (Labiatae) 15.6%
Mentha x dumetorum (Greece) Mentha x dumetorum, fam Lamiaceae (Labiatae) 20.2%
Mentha x spicata (Greece) Mentha x spicata L., fam. Lamiaceae (Labiatae) 13.0%
Mentha x villosa (Greece) 1 Mentha x villosa Hudson, fam. Lamiaceae (Labiatae) 0.18%
Mentha x villosa (Greece) 2 Mentha x villosa Hudson, fam. Lamiaceae (Labiatae) 0.3%
Mentha x villoso-nervata (Greece) 1 Mentha x villoso-nervata Opiz (M.longifolia L. x M.spicata L.) (Chemot.I) 0.15%
Mentha rotundifolia (Greece) 2 Mentha rotundifolia (L.) Hudson (Chemotype II), fam. Lamiaceae (Labiatae) 1.37%
Minthostachys glabrescens Minthostachys glabrescens Epling, fam. Lamiaceae (Labiatae) 45.3%
Minthostachys andina Minthostachys andina (Brett) Epling, fam. Lamiaceae (Labiatae) 59.35%
Cornmint (Mentha arvensis) 68917-18-0 Mentha arvensis (L.) var. piperascens Malinv., fam. Lamiaceae (Labiatae) 0.35%
Pennyroyal 1 8013-99-8 Mentha pulegium L., fam. Lamiaceae (Labiatae) 73.5%
Pennyroyal 3 8013-99-8 Mentha pulegium L., fam. Lamiaceae (Labiatae) 57.75%
Pennyroyal 4 8013-99-8 Mentha pulegium L., fam. Lamiaceae (Labiatae) 74.4%
Pennyroyal (Uruguay) 8013-99-8 Mentha pulegium L., fam. Lamiaceae (Labiatae) 34.0%
Peppermint (USA) 3 8006-90-4 Mentha piperita L., fam. Lamiaceae (Labiatae) 1.0%
Peppermint 4 8006-90-4 Mentha piperita L., fam. Lamiaceae (Labiatae) 3.5%
Peppermint (France) 4 8006-90-4 Mentha piperita L. cultivar Mitcham, fam. Lamiaceae (Labiatae) 0.53%
Peppermint (France) 1 8006-90-4 Mentha piperita L. cultivar Mitcham, fam. Lamiaceae (Labiatae) 0.53%
Peppermint (France) 2 8006-90-4 Mentha piperita L. cultivar Hongroise, fam. Lamiaceae (Labiatae) 0.55%
Peppermint (France) 3 8006-90-4 Mentha officinalis Sole forma Pallescens Camus, fam. Lamiaceae (Labiatae) 0.45%
Peppermint (Italy) 1 8006-90-4 Mentha piperita L. rubescens Camus (Spicatae section). fam. Lamiaceae 3.72%
Peppermint (Italy) 2 8006-90-4 Mentha piperita L. rubescens Camus (Spicatae section), fam. Lamiaceae 6.26%
Peppermint (Italy) 3 8006-90-4 Mentha piperita L. rubescens Camus (Spicatae section), fam. Lamiaceae 6.13%
Peppermint (Italy) 4 8006-90-4 Mentha piperita L. nothomorph pallescens Camus, fam. Lamiaceae (Labiatae) 4.8%
Peppermint (India) 2 8006-90-4 Mentha piperita L., fam. Lamiaceae (Labiatae) 1.5%
Peppermint 1 8006-90-4 Mentha piperita L. cultivar Mitcham, fam. Lamiaceae (Labiatae) 3.0%
Mentha arvensis, Glabrata Ray variety Mentha arvensis (L.) var. glabrata Ray, fam. Lamiaceae (Labiatae) 81.5%
Peppermint (India) 1 8006-90-4 Mentha piperita L., fam. Lamiaceae (Labiatae) 1.5%