Carvone, (-)-

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  • Identifiers

    CAS number
    6485-40-1

    Molecular formula
    C10H14O

    SMILES
    CC1=CC[C@H](CC1=O)C(=C)C

    Safety labels

    Irritant
    Irritant

    Retention indicies (RI)

    • DB5: 1227.0
    • Carbowax: 1735.0

  • Odor profile

    Mint 83.21%
    Herbal 73.63%
    Sweet 68.59%
    Spicy 58.71%
    Camphoreous 50.09%
    Cooling 39.1%
    Tobacco 37.35%
    Woody 36.03%
    Citrus 34.67%
    Green 34.47%

    Scent© AI

  • Properties

    XLogP3-AA
    2.4

    Molecular weight
    150.22 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Moderate

    Melting point expt.

    • < 15 °C

    Boiling point

    • 227.00 to 230.00 °C. @ 760.00 mm Hg

    Flash point est.
    84.06 ˚C

    Solubility expt.

    • 1.31 mg/mL at 25 °C
    • soluble in propylene glycol and most fixed oils; insoluble in glycerol; miscible with alcohol
    • 1 ml in 2 ml 70% alcohol (in ethanol)

  • Synonyms

    • (-)-Carvone
    • 6485-40-1
    • l-Carvone
    • (R)-(-)-Carvone
    • L(-)-Carvone
    • (R)-2-Methyl-5-(prop-1-en-2-yl)cyclohex-2-enone
    • (R)-Carvone
    • Levo-carvone
    • R-(-)-Carvone
    • (4R)-Carvone
    • 2-Cyclohexen-1-one, 2-methyl-5-(1-methylethenyl)-, (5R)-
    • Carvone, (-)-
    • (-)-(R)-Carvone
    • (-)-p-Mentha-6,8-dien-2-one
    • l-Carvone (natural)
    • CHEBI:15400
    • (5R)-2-methyl-5-(prop-1-en-2-yl)cyclohex-2-en-1-one
    • (-)-(4R)-carvone
    • l-p-Mentha-1(6),8-dien-2-one
    • UNII-5TO7X34D3D
    • l-1-Methyl-4-isopropenyl-6-cyclohexen-2-one
    • MFCD00001578
    • 5TO7X34D3D
    • (R)-(-)-p-Mentha-6,8-dien-2-one
    • l-6,8(9)-p-Menthadien-2-one
    • (R)-2-Methyl-5-(1-methylethenyl)-2-cyclohexen-1-one
    • CARVONE, L-
    • EINECS 229-352-5
    • (4R)-(-)-Carvone
    • p-Mentha-6,8-dien-2-one, (-)-
    • Carvol
    • AI3-36200
    • (R)-5-Isopropenyl-2-methyl-2-cyclohexenone
    • DTXSID7041413
    • EC 229-352-5
    • (R)-5-isopropenyl-2-methylcyclohex-2-en-1-one
    • (5R)-2-methyl-5-(1-methylethenyl)-2-cyclohexen-1-one
    • (5R)-2-methyl-5-prop-1-en-2-ylcyclohex-2-en-1-one
    • (4R)-p-mentha-1(6),8-dien-2-one
    • FEMA NO. 2249, (-)-
    • p-Mentha-6,8-dien-2-one, (R)-(-)-
    • 2-Cyclohexen-1-one, 2-methyl-5-(1-methylethenyl)-, (R)-
    • (R)-2-methyl-5-(prop-1-en-2-yl)cyclohex-2-en-1-one
    • 2-Cyclohexen-1-one, 2-methyl-5-(1-methylethenyl)-, (theta)-
    • r-carvone
    • (l)-carvone
    • 07V
    • (+) Carvone
    • CARVONE L-FORM
    • CARVONE [FHFI]
    • (-)-Carvone (Standard)
    • bmse000500
    • Epitope ID:141509
    • CARVONE L-FORM [MI]
    • (5R)-5-isopropenyl-2-methyl-cyclohex-2-en-1-one
    • SCHEMBL230994
    • (-)-CARVONE [FCC]
    • CHEMBL2229268
    • DTXCID5021413
    • (R)-(-)-Carvone, 98%
    • L-Carvone, natural, 99%, FG
    • (-)-Carvone, analytical standard
    • (R)-p-mentha-6,8-dien-2-one
    • HY-W017423R
    • L-Carvone, >=97%, FCC, FG
    • Tox21_300931
    • AKOS006343214
    • CS-W018139
    • HY-W017423
    • LMPR0102090007
    • NCGC00248214-01
    • NCGC00254833-01
    • AC-13342
    • FM142896
    • CAS-6485-40-1
    • (R)-CARVONE (CONSTITUENT OF MYRRH)
    • NS00095818
    • C01767
    • D70933
    • EN300-298834
    • (R)-(-)- P-MENTHA-6,8-DIEN-2-ONE
    • (R)-CARVONE (CONSTITUENT OF MYRRH) [DSC]
    • (-)-Carvone, primary pharmaceutical reference standard
    • (R)-5-Isopropenyl-2-methyl-2-cyclohexenone, Carvol
    • Q27089417
    • 2-Methyl-5-(1-methylethenyl)-(R)-2-Cyclohexen-1-one
    • Z1201618601
    • (R)-2-METHYL-5-(1- METHYLETHENYL)-2-CYCLOHEXEN-1-ONE
    • 229-352-5

  • Applications

    L-Carvone (CAS 6485-40-1) is the L-enantiomeric monoterpenoid with a pleasant spearmint scent, used extensively as a flavor in chewing gum, hard candies, toothpaste, mouthwash, beverages and processed foods; it delivers a cooling note to cosmetics, perfumes, shampoos, soaps, deodorants, detergents and air-freshening products; it acts as a natural potato sprout suppressant, insect repellent and bio-pesticide active; and its chirality makes it a valuable scaffold for enantioselective organic synthesis, specialty polymer production, sensing materials and studies in asymmetric catalysis.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 300.58
    methanol 231.56
    isopropanol 314.91
    water 1.49
    ethyl acetate 263.58
    n-propanol 270.67
    acetone 174.64
    n-butanol 276.99
    acetonitrile 324.51
    DMF 254.99
    toluene 264.99
    isobutanol 198.1
    1,4-dioxane 618.0
    methyl acetate 279.75
    THF 355.32
    2-butanone 275.73
    n-pentanol 171.53
    sec-butanol 281.94
    n-hexane 17.19
    ethylene glycol 48.59
    NMP 143.1
    cyclohexane 37.98
    DMSO 137.18
    n-butyl acetate 221.16
    n-octanol 124.79
    chloroform 746.22
    n-propyl acetate 126.87
    acetic acid 154.74
    dichloromethane 500.83
    cyclohexanone 265.38
    propylene glycol 95.16
    isopropyl acetate 133.47
    DMAc 268.32
    2-ethoxyethanol 186.92
    isopentanol 223.57
    n-heptane 21.38
    ethyl formate 161.4
    1,2-dichloroethane 235.9
    n-hexanol 255.71
    2-methoxyethanol 329.39
    isobutyl acetate 84.69
    tetrachloromethane 118.5
    n-pentyl acetate 118.09
    transcutol 708.67
    n-heptanol 122.73
    ethylbenzene 139.06
    MIBK 112.73
    2-propoxyethanol 299.66
    tert-butanol 342.67
    MTBE 224.62
    2-butoxyethanol 184.84
    propionic acid 169.37
    o-xylene 146.28
    formic acid 61.86
    diethyl ether 203.34
    m-xylene 148.73
    p-xylene 177.45
    chlorobenzene 224.2
    dimethyl carbonate 68.95
    n-octane 10.73
    formamide 118.8
    cyclopentanone 213.16
    2-pentanone 171.85
    anisole 240.8
    cyclopentyl methyl ether 130.52
    gamma-butyrolactone 218.64
    1-methoxy-2-propanol 274.89
    pyridine 526.22
    3-pentanone 133.68
    furfural 287.78
    n-dodecane 10.74
    diethylene glycol 189.18
    diisopropyl ether 56.58
    tert-amyl alcohol 264.24
    acetylacetone 148.82
    n-hexadecane 12.38
    acetophenone 177.83
    methyl propionate 162.69
    isopentyl acetate 192.76
    trichloroethylene 508.27
    n-nonanol 114.09
    cyclohexanol 190.27
    benzyl alcohol 203.19
    2-ethylhexanol 145.24
    isooctanol 98.13
    dipropyl ether 110.44
    1,2-dichlorobenzene 178.62
    ethyl lactate 70.45
    propylene carbonate 159.39
    n-methylformamide 151.9
    2-pentanol 175.18
    n-pentane 22.15
    1-propoxy-2-propanol 238.75
    1-methoxy-2-propyl acetate 189.56
    2-(2-methoxypropoxy) propanol 200.46
    mesitylene 83.18
    ε-caprolactone 234.25
    p-cymene 85.95
    epichlorohydrin 321.69
    1,1,1-trichloroethane 321.1
    2-aminoethanol 132.47
    morpholine-4-carbaldehyde 303.94
    sulfolane 139.88
    2,2,4-trimethylpentane 16.18
    2-methyltetrahydrofuran 293.15
    n-hexyl acetate 171.28
    isooctane 14.23
    2-(2-butoxyethoxy)ethanol 264.6
    sec-butyl acetate 99.98
    tert-butyl acetate 124.74
    decalin 26.9
    glycerin 112.36
    diglyme 417.5
    acrylic acid 126.77
    isopropyl myristate 73.91
    n-butyric acid 247.67
    acetyl acetate 137.05
    di(2-ethylhexyl) phthalate 82.54
    ethyl propionate 119.54
    nitromethane 244.27
    1,2-diethoxyethane 257.37
    benzonitrile 288.62
    trioctyl phosphate 50.69
    1-bromopropane 192.71
    gamma-valerolactone 346.4
    n-decanol 84.37
    triethyl phosphate 69.4
    4-methyl-2-pentanol 110.32
    propionitrile 280.46
    vinylene carbonate 188.91
    1,1,2-trichlorotrifluoroethane 208.28
    DMS 126.28
    cumene 92.79
    2-octanol 86.67
    2-hexanone 138.03
    octyl acetate 93.09
    limonene 104.46
    1,2-dimethoxyethane 317.7
    ethyl orthosilicate 70.97
    tributyl phosphate 62.25
    diacetone alcohol 171.67
    N,N-dimethylaniline 150.95
    acrylonitrile 301.08
    aniline 272.1
    1,3-propanediol 208.21
    bromobenzene 230.2
    dibromomethane 359.22
    1,1,2,2-tetrachloroethane 371.24
    2-methyl-cyclohexyl acetate 125.99
    tetrabutyl urea 81.31
    diisobutyl methanol 87.08
    2-phenylethanol 233.81
    styrene 161.77
    dioctyl adipate 103.85
    dimethyl sulfate 72.53
    ethyl butyrate 147.03
    methyl lactate 88.04
    butyl lactate 97.1
    diethyl carbonate 111.1
    propanediol butyl ether 169.71
    triethyl orthoformate 101.81
    p-tert-butyltoluene 84.35
    methyl 4-tert-butylbenzoate 148.16
    morpholine 637.06
    tert-butylamine 213.26
    n-dodecanol 65.87
    dimethoxymethane 182.79
    ethylene carbonate 144.68
    cyrene 131.11
    2-ethoxyethyl acetate 175.53
    2-ethylhexyl acetate 149.38
    1,2,4-trichlorobenzene 210.6
    4-methylpyridine 479.99
    dibutyl ether 116.92
    2,6-dimethyl-4-heptanol 87.08
    DEF 163.34
    dimethyl isosorbide 266.82
    tetrachloroethylene 224.39
    eugenol 159.67
    triacetin 149.33
    span 80 162.8
    1,4-butanediol 73.22
    1,1-dichloroethane 337.12
    2-methyl-1-pentanol 161.75
    methyl formate 99.16
    2-methyl-1-butanol 197.87
    n-decane 17.14
    butyronitrile 302.68
    3,7-dimethyl-1-octanol 137.06
    1-chlorooctane 66.85
    1-chlorotetradecane 29.79
    n-nonane 14.98
    undecane 13.27
    tert-butylcyclohexane 26.42
    cyclooctane 13.6
    cyclopentanol 155.7
    tetrahydropyran 420.72
    tert-amyl methyl ether 144.2
    2,5,8-trioxanonane 308.3
    1-hexene 77.07
    2-isopropoxyethanol 148.1
    2,2,2-trifluoroethanol 65.71
    methyl butyrate 142.1

    Scent© AI

1 4

IFRA standard 51

Recommendation
Restriction
Maximum acceptable concentrations in the finished product (%)
Category 1
Products applied to the lips
 0.2 % Category 7A
Rinse-off products applied to the hair with some hand contact
 0.039 %
Category 2
Products applied to the axillae
 0.06 % Category 7B
Leave-on products applied to the hair with some hand contact
 0.039 %
Category 3
Products applied to the face/body using fingertips
 0.02 % Category 8
Products with significant anogenital exposure
 0.013 %
Category 4
Products related to fine fragrance
 0.59 % Category 9
Products with body and hand exposure, primarily rinse off
 0.18 %
Category 5A
Body lotion products applied to the body using the hands (palms), primarily leave on
 0.2 % Category 10A
Household care products with mostly hand contact
 0.18 %
Category 5B
Face moisturizer products applied to the face using the hands (palms), primarily leave on
 0.039 % Category 10B
Household care products with mostly hand contact, including aerosol/spray products (with potential leave-on skin contact)
 0.43 %
Category 5C
Hand cream products applied to the hands using the hands (palms), primarily leave on
 0.059 % Category 11A
Products with intended skin contact but minimal transfer of fragrance to skin from inert substrate without UV exposure
 0.013 %
Category 5D
Baby Creams, baby Oils and baby talc
 0.013 % Category 11B
Products with intended skin contact but minimal transfer of fragrance to skin from inert substrate with potential UV exposure
 0.013 %
Category 6
Products with oral and lip exposure
 0.66 % Category 12
Products not intended for direct skin contact, minimal or insignificant transfer to skin
 17 %

Botanical

Name CAS Botanical Proportion
Eucalyptus botryoides (Uruguay) Eucalyptus botryoides Sm., fam. Myrtaceae 0.7%
Eucalyptus diversicolor (Uruguay) Eucalyptus diversicolor F. Muell., fam. Myrtaceae 0.6%
Ziziphora tenuior (Turkey) Ziziphora tenuior L.(Z.acutifolia Montbret & Aucher ex Bentham), Lamiaceae 0.17%
Mentha spicata (Nepal) crispa Mentha spicata L., variety crispa Benth., fam. Lamiaceae (Labiatae) 70.5%
Lemon (Vietnam) 84929-31-7 Citrus limon (L.) Burm. f., fam. Rutaceae 0.2%