Carvone, (+)-

Overview IFRA Botanical Request a quote

  • Identifiers

    CAS number
    2244-16-8

    Molecular formula
    C10H14O

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

    Safety labels

    Irritant
    Irritant

    Retention indicies (RI)

    • DB5: 1255.0
    • 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

    • 446 °F at 760 mmHg (NTP, 1992)
    • 231.00 °C. @ 760.00 mm Hg

    Flash point est.
    84.06 ˚C

    Flash point expt.

    • 192 °F (NTP, 1992)

    Solubility expt.

    • less than 1 mg/mL at 77 °F (NTP, 1992)
    • 1300 mg/L at 18 °C
    • soluble in propylene glycol and most fixed oils; insoluble in glycerol; miscible with alcohol
    • 1 ml in 5 ml 60% alcohol (in ethanol)

  • Synonyms

    • d-Carvone
    • 2244-16-8
    • (S)-(+)-Carvone
    • (+)-Carvone
    • (S)-Carvone
    • (S)-2-Methyl-5-(prop-1-en-2-yl)cyclohex-2-enone
    • Carvone, (+)-
    • (+)-(S)-Carvone
    • D(+)-Carvone
    • D-(+)-Carvone
    • (S)-(+)-p-Mentha-6,8-dien-2-one
    • S-(+)-carvone
    • Carvol
    • d-Carvone (natural)
    • (+)-(4S)-carvone
    • (5S)-2-methyl-5-(prop-1-en-2-yl)cyclohex-2-en-1-one
    • p-Mentha-6,8-dien-2-one, (S)-(+)-
    • 2-Cyclohexen-1-one, 2-methyl-5-(1-methylethenyl)-, (5S)-
    • CCRIS 2385
    • d-1-Methyl-4-isopropenyl-6-cyclohexen-2-one
    • CHEBI:15399
    • UNII-4RWC1CMS3X
    • 2-Cyclohexen-1-one, 2-methyl-5-(1-methylethenyl)-, (S)-
    • 4RWC1CMS3X
    • (S)-d-p-Mentha-6,8,(9)-dien-2-one
    • (S)-2-Methyl-5-(1-methylvinyl)cyclohex-2-en-1-one
    • EINECS 218-827-2
    • (5S)-2-methyl-5-prop-1-en-2-ylcyclohex-2-en-1-one
    • d-p-Mentha-6,8,(9)-dien-2-one
    • (4S)-carvone
    • DTXSID8020256
    • AI3-39004
    • CARVONE D-
    • CARVONE, D-
    • MFCD00062997
    • 2-Methyl-4-(1 -methylethenyl)-2-cyclohexene-1 -one
    • DTXCID00256
    • (5S)-2-methyl-5-(1-methylethenyl)-2-cyclohexen-1-one
    • (S)-2-methyl-5-(1-methylethenyl)-2-Cyclohexen-1-one
    • (S)-5-isopropenyl-2-methylcyclohex-2-en-1-one
    • d-p-Mentha-6,8(9)-dien-2-one
    • (4S)-p-mentha-1(6),8-dien-2-one
    • FEMA NO. 2249, (+)-
    • (S)-5-Isopropenyl-2-methyl-2-cyclohexenone
    • (5S)-2-methyl-5-(1-methylethenyl)cyclohex-2-en-1-one
    • Talent
    • CAS-2244-16-8
    • (S)-2-methyl-5-(prop-1-en-2-yl)cyclohex-2-en-1-one
    • s-carvone
    • d-carvon
    • D-?Carvone
    • (+)carvone
    • S(+)-Carvone
    • D-CARVOL
    • CARVONE D-FORM
    • Epitope ID:141510
    • CARVONE D-FORM [MI]
    • MLS002415723
    • SCHEMBL184022
    • (+)-CARVONE [FCC]
    • D-Carvone, >=96%, FG
    • CHEMBL501949
    • (5S)-2-methyl-5-(1-methylvinyl)cyclohex-2-en-1-one
    • (S)-(+)-Carvone (Standard)
    • (S)-(+)-Carvone, 96%
    • (+)-Carvone, analytical standard
    • HMS3039E10
    • HY-W013579R
    • Tox21_201441
    • Tox21_302743
    • s6049
    • AKOS016843871
    • CS-W014295
    • DS-4662
    • HY-W013579
    • NCGC00091882-01
    • NCGC00091882-02
    • NCGC00091882-03
    • NCGC00091882-04
    • NCGC00256315-01
    • NCGC00258992-01
    • DA-69250
    • SMR001370898
    • NS00067074
    • EN300-393032
    • O10215
    • 5-Isopropenyl-2-methyl-2-cyclohexen-1-one, (S)-
    • Q27889969
    • Z1255356261
    • (+)-Carvone, certified reference material, TraceCERT(R)
    • D-Carvone 2-Methyl-5-(1-methylethenyl)-2-cyclohexene-1-one
    • 218-827-2

  • Applications

    D-Carvone, a monoterpenoid with the characteristic odor of spearmint, is extensively used as a natural flavor in chewing gum, toothpastes, beverages and nutraceuticals; as a fragrance component in perfumes, soaps and personal-care products; as an eco-friendly insect repellent for organic farming and grain storage; as a mild antifungal and antibacterial agent in food packaging; and as a chiral precursor for optical resolution and an asymmetric building block in the synthesis of pharmaceuticals and chirality-controlled polymeric materials.

  • 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
Dill herb (Tasmania) 8006-75-5 Anethum graveolens L., fam. Apiaceae (Umbelliferae) 28.54%
Citron (China) peel 1a Citrus medica L., cultivar muliensis W.D. et Y., fam. Rutaceae 2.41%
Illicium simonsii fruit (China) Illicium simonsii Maxim., fam. Magnoliaceae (Illiciaceae) 0.7%
Dill herb (Lithuania) 8006-75-5 Anethum graveolens L., fam. Apiaceae (Umbelliferae) 14.0%