2-Hydroxypiperitone

Overview IFRA Botanical Request a quote

  • Identifiers

    CAS number
    490-03-9

    Molecular formula
    C10H16O2

    SMILES
    CC1=C(C(=O)C(CC1)C(C)C)O

    Retention indicies (RI)

    • Carbowax: 1815.0

  • Odor profile

    Mint 69.04%
    Herbal 67.26%
    Camphoreous 57.29%
    Woody 54.52%
    Phenolic 45.37%
    Cooling 44.0%
    Spicy 43.71%
    Sweet 39.03%
    Medicinal 29.98%
    Fresh 28.71%

    Scent© AI

  • Properties

    XLogP3-AA
    2.0

    pKa est.
    9.47 (weak base)

    Molecular weight
    168.23 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    289°C

    Flash point est.
    114.47 ˚C

    Solubility expt.

    • Slightly soluble in water
    • Soluble (in ethanol)

  • Synonyms

    • Diosphenol
    • 2-Hydroxypiperitone
    • Barosma camphor
    • Buchu camphor
    • Buccocamphor
    • 490-03-9
    • 1-p-menthen-2-ol-3-one
    • 2-Cyclohexen-1-one, 2-hydroxy-3-methyl-6-(1-methylethyl)-
    • 2-hydroxy-3-methyl-6-propan-2-ylcyclohex-2-en-1-one
    • UNII-4221SIG7EK
    • 4221SIG7EK
    • (+/-)-2-HYDROXYPIPERITONE
    • EINECS 207-704-9
    • 2-Hydroxy-6-isopropyl-3-methyl-2-cyclohexen-1-one
    • 2-Hydroxy-6-(isopropyl)-3-methylcyclohex-2-en-1-one
    • 2-hydroxy-3-methyl-6-(propan-2-yl)cyclohex-2-en-1-one
    • CHEBI:4632
    • FEMA NO. 4143
    • 1-methyl-4-isopropyl-1-cyclohexen-2-ol-3-one
    • 2-Hydroxy-3-methyl-6-(1-methylethyl)-2-cyclohexen-1-one
    • 2-HYDROXY-P-MENTH-1-EN-3-ONE
    • 2-HYDROXY-6-ISOPROPYL-3-METHYLCYCLOHEX-2-ENONE
    • DIOSPHENOL [MI]
    • SCHEMBL873797
    • DTXSID5052127
    • LMPR0102090061
    • 2-HYDROXYPIPERITONE, (+/-)-
    • (+/-)-2-HYDROXYPIPERITONE [FHFI]
    • DB-323844
    • NS00022230
    • C09854
    • 2-Hydroxy-6-isopropyl-3-methyl-2-cyclohexen-1-one #
    • Q21546974

  • Applications

    2-Hydroxypiperitone (CAS 490-03-9) is an oxidized monoterpenoid with minty, slightly camphoraceous herbal facets, used as a fragrance and flavor modifier to add fresh green lift, tune mint/camphor notes, and bridge citrus–herbal–woody accords, as well as a valuable synthetic intermediate toward monoterpene derivatives (e.g., menthone/menthol and pulegone/carvone families) and chiral building blocks in organic synthesis; in research it serves as a GC-MS reference standard for profiling Mentha/Eucalyptus essential oils and tracking terpenoid biosynthesis, a small lipophilic scaffold screened for antimicrobial, antioxidant, and insect-repellent activities in vitro/prototypes, and a tool for odorant structure–activity studies and sensory evaluation; technically and for safety, 2-Hydroxypiperitone is prone to oxidation/rearrangement, so it is stored sealed away from light/air and used at appropriate dosages, with compliance to regional fragrance/food regulations on limits, purity, and labeling.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 260.35
    methanol 281.09
    isopropanol 280.88
    water 2.58
    ethyl acetate 76.74
    n-propanol 209.37
    acetone 144.3
    n-butanol 183.95
    acetonitrile 181.33
    DMF 228.26
    toluene 59.73
    isobutanol 160.48
    1,4-dioxane 361.16
    methyl acetate 127.74
    THF 306.33
    2-butanone 136.59
    n-pentanol 135.49
    sec-butanol 187.28
    n-hexane 6.09
    ethylene glycol 51.35
    NMP 161.93
    cyclohexane 14.32
    DMSO 155.81
    n-butyl acetate 120.07
    n-octanol 91.18
    chloroform 436.02
    n-propyl acetate 73.63
    acetic acid 167.02
    dichloromethane 347.01
    cyclohexanone 196.45
    propylene glycol 63.39
    isopropyl acetate 58.1
    DMAc 154.34
    2-ethoxyethanol 139.59
    isopentanol 142.55
    n-heptane 7.12
    ethyl formate 114.3
    1,2-dichloroethane 178.03
    n-hexanol 160.67
    2-methoxyethanol 221.4
    isobutyl acetate 53.86
    tetrachloromethane 65.81
    n-pentyl acetate 86.77
    transcutol 286.89
    n-heptanol 100.29
    ethylbenzene 48.4
    MIBK 65.68
    2-propoxyethanol 188.8
    tert-butanol 235.14
    MTBE 104.02
    2-butoxyethanol 141.14
    propionic acid 123.52
    o-xylene 51.02
    formic acid 86.59
    diethyl ether 80.21
    m-xylene 53.36
    p-xylene 67.43
    chlorobenzene 110.41
    dimethyl carbonate 27.2
    n-octane 5.8
    formamide 124.34
    cyclopentanone 204.11
    2-pentanone 81.82
    anisole 84.61
    cyclopentyl methyl ether 78.56
    gamma-butyrolactone 240.74
    1-methoxy-2-propanol 150.88
    pyridine 224.68
    3-pentanone 55.86
    furfural 234.15
    n-dodecane 5.83
    diethylene glycol 152.48
    diisopropyl ether 26.29
    tert-amyl alcohol 153.43
    acetylacetone 85.32
    n-hexadecane 6.75
    acetophenone 85.19
    methyl propionate 59.84
    isopentyl acetate 111.73
    trichloroethylene 365.72
    n-nonanol 76.02
    cyclohexanol 127.01
    benzyl alcohol 100.36
    2-ethylhexanol 85.32
    isooctanol 78.95
    dipropyl ether 45.05
    1,2-dichlorobenzene 105.75
    ethyl lactate 47.05
    propylene carbonate 136.65
    n-methylformamide 141.16
    2-pentanol 101.76
    n-pentane 6.71
    1-propoxy-2-propanol 138.61
    1-methoxy-2-propyl acetate 89.99
    2-(2-methoxypropoxy) propanol 103.65
    mesitylene 38.74
    ε-caprolactone 167.94
    p-cymene 44.49
    epichlorohydrin 262.68
    1,1,1-trichloroethane 164.02
    2-aminoethanol 108.67
    morpholine-4-carbaldehyde 191.03
    sulfolane 213.46
    2,2,4-trimethylpentane 7.87
    2-methyltetrahydrofuran 174.21
    n-hexyl acetate 109.09
    isooctane 7.5
    2-(2-butoxyethoxy)ethanol 147.79
    sec-butyl acetate 48.91
    tert-butyl acetate 68.11
    decalin 10.51
    glycerin 83.55
    diglyme 221.96
    acrylic acid 104.89
    isopropyl myristate 42.07
    n-butyric acid 162.45
    acetyl acetate 52.39
    di(2-ethylhexyl) phthalate 54.28
    ethyl propionate 50.29
    nitromethane 206.97
    1,2-diethoxyethane 99.89
    benzonitrile 141.71
    trioctyl phosphate 42.0
    1-bromopropane 90.94
    gamma-valerolactone 264.79
    n-decanol 57.17
    triethyl phosphate 39.5
    4-methyl-2-pentanol 66.18
    propionitrile 141.38
    vinylene carbonate 145.91
    1,1,2-trichlorotrifluoroethane 165.45
    DMS 64.61
    cumene 41.62
    2-octanol 71.97
    2-hexanone 81.93
    octyl acetate 56.41
    limonene 52.58
    1,2-dimethoxyethane 192.86
    ethyl orthosilicate 39.57
    tributyl phosphate 40.84
    diacetone alcohol 102.64
    N,N-dimethylaniline 61.38
    acrylonitrile 172.46
    aniline 96.25
    1,3-propanediol 176.58
    bromobenzene 101.76
    dibromomethane 235.08
    1,1,2,2-tetrachloroethane 264.84
    2-methyl-cyclohexyl acetate 71.43
    tetrabutyl urea 52.8
    diisobutyl methanol 53.81
    2-phenylethanol 122.2
    styrene 51.66
    dioctyl adipate 57.74
    dimethyl sulfate 47.73
    ethyl butyrate 65.9
    methyl lactate 47.0
    butyl lactate 72.86
    diethyl carbonate 51.7
    propanediol butyl ether 126.14
    triethyl orthoformate 51.94
    p-tert-butyltoluene 41.84
    methyl 4-tert-butylbenzoate 97.58
    morpholine 328.33
    tert-butylamine 133.87
    n-dodecanol 42.25
    dimethoxymethane 102.28
    ethylene carbonate 114.37
    cyrene 99.51
    2-ethoxyethyl acetate 98.56
    2-ethylhexyl acetate 83.85
    1,2,4-trichlorobenzene 121.05
    4-methylpyridine 170.26
    dibutyl ether 50.69
    2,6-dimethyl-4-heptanol 53.81
    DEF 85.47
    dimethyl isosorbide 151.65
    tetrachloroethylene 182.85
    eugenol 100.86
    triacetin 80.44
    span 80 98.24
    1,4-butanediol 79.1
    1,1-dichloroethane 193.06
    2-methyl-1-pentanol 112.64
    methyl formate 116.18
    2-methyl-1-butanol 122.9
    n-decane 9.47
    butyronitrile 149.83
    3,7-dimethyl-1-octanol 72.76
    1-chlorooctane 45.26
    1-chlorotetradecane 17.55
    n-nonane 8.2
    undecane 7.33
    tert-butylcyclohexane 10.92
    cyclooctane 4.65
    cyclopentanol 142.83
    tetrahydropyran 210.91
    tert-amyl methyl ether 63.11
    2,5,8-trioxanonane 157.79
    1-hexene 30.15
    2-isopropoxyethanol 102.77
    2,2,2-trifluoroethanol 68.06
    methyl butyrate 79.12

    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 sylvestris var. incana Mentha sylvestris var. incana, fam Lamiacae (Labiatae) 1.8%
Blackcurrant bud 1 68606-81-5 Ribes nigrum L., fam. Grossulariaceae 0.33%
Buchu leaf 84649-93-4 Agathosma betulina (Berg.) Pillans (Barosma betulina Bertl.), fam. Rutacea 12.0%
Artemisia judaica (Israel) 1 Artemisia judaica L. (Bat'aran), fam. Asteraceae (Compositae) 0.12%
Artemisia judaica (Egypt) 2 Artemisia judaica L. (Bat'aran), fam. Asteraceae (Compositae) 0.32%
Minthostachys spicata Minthostachys spicata (Benth.) Epl., fam Lamiaceae (Labiatae) 12.5%
Buchu leaf (South Africa) 1a 84649-93-4 Agathosma betulina (Berg.) Pillans (Barosma betulina Bertl.), fam. Rutacea 22.3%
Buchu leaf (South Africa) 1c (hybrid) 84649-93-4 Agathosma betulina x crenulata, fam. Rutaceae 0.54%
Buchu leaf (South Africa) 2 84649-93-4 Agathosma betulina (Berg.) Pillans (Barosma betulina Bertl.), fam. Rutacea 15.67%
Helichrysum stoechas (Portugal) 8023-85-8 Helichrysum stoechas (L.) DC var. alpha-sincladum (Jord. et Fourr.) Rouy, 3.8%
Calamintha nepeta (Italy) Calamintha nepeta (L.) Savi ssp. nepeta, fam. Lamiaceae (Labiatae) 0.8%