Carveol, cis-(-)-

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  • Identifiers

    CAS number
    1197-06-4

    Molecular formula
    C10H16O

    SMILES
    CC1=CC[C@H](C[C@H]1O)C(=C)C

    Retention indicies (RI)

    • DB5: 1232.25
    • Carbowax: 1847.43

  • Odor profile

    Herbal 84.89%
    Sweet 81.41%
    Mint 80.28%
    Spicy 67.28%
    Green 62.64%
    Camphoreous 57.18%
    Cooling 56.04%
    Woody 53.0%
    Fresh 48.47%
    Citrus 47.25%

    Scent© AI

  • Properties

    XLogP3-AA
    2.1

    Molecular weight
    152.23 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Slow

    Melting point expt.

    • 24 - 25 °C

    Boiling point

    • 101.00 °C. @ 10.00 mm Hg

    Flash point est.
    92.25 ˚C

  • Synonyms

    • (-)-cis-Carveol
    • 1197-06-4
    • cis-(-)-Carveol
    • 2102-59-2
    • (+/-)-cis-Carveol
    • Carveol, cis-(-)-
    • L-cis-Carveol
    • Carveol, cis-
    • (4R,6R)-cis-Carveol
    • (1R)-cis-Carveol
    • (1R,5R)-(-)-cis-Carveol
    • cis-Carveol
    • (1R,5R)-2-methyl-5-prop-1-en-2-ylcyclohex-2-en-1-ol
    • Carveol, cis-(+/-)-
    • DI8OD510EO
    • OOZ105PLI9
    • cis-Mentha-1,8-dien-6-ol
    • NSC-319644
    • cis-p-mentha-6,8-dien-2-ol
    • (-)-(4R,6R)-cis-carveol
    • p-Mentha-6,8-dien-2-ol, cis-
    • CARVEOL, L-CIS-
    • UNII-DI8OD510EO
    • (4R,6R)-p-mentha-1,8-dien-6-ol
    • (1R-cis)-2-Methyl-5-isopropenyl-2-cyclohexen-1-ol
    • CHEBI:227
    • (1R-cis)-2-Methyl-5-(1-methylvinyl)cyclohex-2-en-1-ol
    • 2-Cyclohexen-1-ol, 2-methyl-5-(1-methylethenyl)-, cis-
    • 2-Cyclohexen-1-ol, 2-methyl-5-(1-methylethenyl)-, (1R,5R)-rel-
    • EINECS 218-270-5
    • cis-2-Methyl-5-(1-methylvinyl)-2-cyclohexene-1-ol
    • FEMA NO. 2247, CIS-(-)-
    • 2-Cyclohexen-1-ol, 2-methyl-5-(1-methylethenyl)-, (1R,5R)-
    • p-Mentha-6,8-dien-2-ol, (2R,4R)-(-)-
    • (Z)-carveol,2-methyl-5-(1-methylethenyl)-2-cyclohexen-1-ol,cis-mentha-1,8-dien-6-ol
    • (1R,5R)-2-methyl-5-(prop-1-en-2-yl)cyclohex-2-en-1-ol
    • 2-Cyclohexen-1-ol, 2-methyl-5-(1-methylethenyl)-, (1R-cis)-
    • p-Mentha-6,8-dien-2-ol, (Z)-
    • p-Mentha-6, cis-
    • 5-Isopropenyl-2-methyl-2-cyclohexen-1-ol, cis-
    • cis-2-Methyl-5-[1-methylethenyl]-2-cyclohexen-1-ol
    • UNII-OOZ105PLI9
    • 2-Cyclohexen-1-ol, cis-
    • (-)-(4R,6R)-Carveol
    • SCHEMBL15011317
    • DTXSID60317646
    • DTXSID701036409
    • NSC319644
    • (-)-cis-p-Mentha-1,8-dien-6-ol
    • (2R)-cis-p-mentha-6,8-dien-2-ol
    • LMPR0102090030
    • DB-234623
    • NS00081821
    • Q27891515
    • 2-Methyl-5-(1-methylethenyl)-(1R,5R)-2-Cyclohexen-1-ol
    • 2-Methyl-5-(1-methylethenyl)-(1R-cis)-2-Cyclohexen-1-ol
    • (1R,5R)-rel-2-Methyl-5-(1-methylethenyl)-2-cyclohexen-1-ol
    • Rel-(1R,5R)-2-methyl-5-(prop-1-en-2-yl)cyclohex-2-en-1-ol

  • Applications

    Carveol, cis-(-)- (CAS 1197-06-4) is a chiral monoterpenoid alcohol widely used in flavor and fragrance applications for its cool, minty, herbal, slightly woody–citrus profile, refining and lifting green–mint facets in fine fragrances (citrus, fougère, herbal), cosmetics, soaps, detergents, air care, and deodorizing products; in foods it is applied at trace–low levels to round spearmint/herbal notes and soften bitterness. In research-oriented uses, cis-(-)-carveol has been investigated for antimicrobial/antifungal, antioxidant, and insect-repellent activities and as a skin permeation enhancer; in synthesis it serves as a convenient precursor to esters (e.g., carveyl acetate) and other terpenoid derivatives or as a chiral building block for asymmetric transformations, and it functions as a reference standard in chiral chromatographic separations and sensory enantio-discrimination studies.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 507.6
    methanol 301.46
    isopropanol 496.96
    water 1.25
    ethyl acetate 247.39
    n-propanol 453.08
    acetone 153.39
    n-butanol 438.18
    acetonitrile 257.81
    DMF 165.29
    toluene 162.64
    isobutanol 276.93
    1,4-dioxane 654.42
    methyl acetate 212.0
    THF 537.06
    2-butanone 242.16
    n-pentanol 227.23
    sec-butanol 369.79
    n-hexane 22.26
    ethylene glycol 51.77
    NMP 80.59
    cyclohexane 45.04
    DMSO 141.08
    n-butyl acetate 220.81
    n-octanol 150.15
    chloroform 526.58
    n-propyl acetate 112.39
    acetic acid 158.73
    dichloromethane 338.7
    cyclohexanone 199.93
    propylene glycol 121.93
    isopropyl acetate 123.34
    DMAc 155.15
    2-ethoxyethanol 228.9
    isopentanol 296.11
    n-heptane 38.82
    ethyl formate 142.32
    1,2-dichloroethane 162.79
    n-hexanol 406.97
    2-methoxyethanol 412.44
    isobutyl acetate 73.31
    tetrachloromethane 94.55
    n-pentyl acetate 113.16
    transcutol 729.64
    n-heptanol 167.17
    ethylbenzene 78.22
    MIBK 105.35
    2-propoxyethanol 393.56
    tert-butanol 525.49
    MTBE 290.74
    2-butoxyethanol 223.45
    propionic acid 160.39
    o-xylene 90.9
    formic acid 54.83
    diethyl ether 297.41
    m-xylene 104.14
    p-xylene 97.08
    chlorobenzene 124.56
    dimethyl carbonate 43.68
    n-octane 14.88
    formamide 92.85
    cyclopentanone 182.05
    2-pentanone 173.39
    anisole 140.73
    cyclopentyl methyl ether 164.89
    gamma-butyrolactone 182.95
    1-methoxy-2-propanol 365.39
    pyridine 358.86
    3-pentanone 109.43
    furfural 194.3
    n-dodecane 11.63
    diethylene glycol 215.52
    diisopropyl ether 70.99
    tert-amyl alcohol 324.32
    acetylacetone 117.98
    n-hexadecane 13.2
    acetophenone 100.54
    methyl propionate 132.32
    isopentyl acetate 177.37
    trichloroethylene 307.17
    n-nonanol 125.83
    cyclohexanol 200.33
    benzyl alcohol 127.52
    2-ethylhexanol 182.15
    isooctanol 121.61
    dipropyl ether 191.56
    1,2-dichlorobenzene 93.49
    ethyl lactate 58.27
    propylene carbonate 117.39
    n-methylformamide 115.76
    2-pentanol 262.07
    n-pentane 31.97
    1-propoxy-2-propanol 326.49
    1-methoxy-2-propyl acetate 176.79
    2-(2-methoxypropoxy) propanol 175.94
    mesitylene 62.72
    ε-caprolactone 188.79
    p-cymene 71.88
    epichlorohydrin 284.24
    1,1,1-trichloroethane 210.4
    2-aminoethanol 166.07
    morpholine-4-carbaldehyde 219.19
    sulfolane 113.09
    2,2,4-trimethylpentane 18.33
    2-methyltetrahydrofuran 358.36
    n-hexyl acetate 158.1
    isooctane 19.71
    2-(2-butoxyethoxy)ethanol 267.02
    sec-butyl acetate 82.96
    tert-butyl acetate 122.4
    decalin 22.92
    glycerin 129.42
    diglyme 392.33
    acrylic acid 95.63
    isopropyl myristate 66.21
    n-butyric acid 278.22
    acetyl acetate 99.69
    di(2-ethylhexyl) phthalate 67.71
    ethyl propionate 90.59
    nitromethane 174.85
    1,2-diethoxyethane 271.99
    benzonitrile 156.29
    trioctyl phosphate 47.36
    1-bromopropane 175.88
    gamma-valerolactone 283.26
    n-decanol 91.3
    triethyl phosphate 54.03
    4-methyl-2-pentanol 143.15
    propionitrile 252.16
    vinylene carbonate 118.38
    1,1,2-trichlorotrifluoroethane 159.02
    DMS 75.79
    cumene 59.69
    2-octanol 105.24
    2-hexanone 117.98
    octyl acetate 84.3
    limonene 95.79
    1,2-dimethoxyethane 321.01
    ethyl orthosilicate 61.92
    tributyl phosphate 52.02
    diacetone alcohol 164.05
    N,N-dimethylaniline 92.98
    acrylonitrile 204.53
    aniline 196.02
    1,3-propanediol 303.85
    bromobenzene 121.06
    dibromomethane 257.32
    1,1,2,2-tetrachloroethane 234.97
    2-methyl-cyclohexyl acetate 102.05
    tetrabutyl urea 64.91
    diisobutyl methanol 108.5
    2-phenylethanol 176.17
    styrene 87.4
    dioctyl adipate 79.06
    dimethyl sulfate 43.53
    ethyl butyrate 137.75
    methyl lactate 74.6
    butyl lactate 87.69
    diethyl carbonate 81.59
    propanediol butyl ether 185.59
    triethyl orthoformate 98.35
    p-tert-butyltoluene 74.02
    methyl 4-tert-butylbenzoate 113.86
    morpholine 698.09
    tert-butylamine 321.35
    n-dodecanol 69.02
    dimethoxymethane 181.65
    ethylene carbonate 105.59
    cyrene 98.76
    2-ethoxyethyl acetate 153.77
    2-ethylhexyl acetate 134.19
    1,2,4-trichlorobenzene 107.3
    4-methylpyridine 292.74
    dibutyl ether 128.77
    2,6-dimethyl-4-heptanol 108.5
    DEF 130.61
    dimethyl isosorbide 218.79
    tetrachloroethylene 152.69
    eugenol 116.47
    triacetin 109.54
    span 80 162.57
    1,4-butanediol 83.21
    1,1-dichloroethane 247.13
    2-methyl-1-pentanol 175.37
    methyl formate 68.22
    2-methyl-1-butanol 251.95
    n-decane 20.68
    butyronitrile 292.33
    3,7-dimethyl-1-octanol 137.86
    1-chlorooctane 71.91
    1-chlorotetradecane 28.5
    n-nonane 18.95
    undecane 14.88
    tert-butylcyclohexane 24.58
    cyclooctane 16.97
    cyclopentanol 186.64
    tetrahydropyran 530.9
    tert-amyl methyl ether 158.14
    2,5,8-trioxanonane 271.93
    1-hexene 91.4
    2-isopropoxyethanol 165.14
    2,2,2-trifluoroethanol 46.8
    methyl butyrate 110.34

    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
Amomum villosum (China) 1f fruit Amomum villosum Lour., fam. Zingiberaceae 0.01%
Amomum villosum (China) 1g leaf Amomum villosum Lour., fam. Zingiberaceae 0.4%
Amomum villosum (China) 1a Amomum villosum Lour. var. xanthioides, fam. Zingiberaceae 0.2%
Balsamite/Costmary Chrysanthemum balsamita L., fam. Asteraceae (Compositae) 0.36%
Bergamot (Italy) 1 8007-75-8 Citrus bergamia Risso et Poiteau, fam. Rutaceae 0.01%
Blackcurrant bud 1 68606-81-5 Ribes nigrum L., fam. Grossulariaceae 0.16%
Caraway seed 1 8000-42-8 Carum carvi L., fam. Apiaceae (Umbelliferae) 0.2%
Cardamom (Costa Rica) 8000-66-6 Elettaria cardamomum (L.) Maton, fam. Zingiberaceae 0.05%
Dill seed 1 8006-75-5 Anethum graveolens L., fam. Apiaceae (Umbelliferae) 0.1%
Indian dill Anethum sowa Roxb., fam. Apiaceae (Umbelliferae) 0.05%
Lavender (France) 2a 8000-28-0 Lavandula angustifolia Mill. (L. officinalis Chaix), fam. Lamiaceae 0.05%
Mentha aquatica x viridis (Italy) Mentha aquatica x viridis F. Schultz, fam. Lamiaceae (Labiatae) 0.41%
Cornmint (Mentha arvensis) (Italy) 3 68917-18-0 Mentha arvensis (L.) var. piperascens Malinv., fam. Lamiaceae (Labiatae) 0.26%
Mentha longifolia (France) 90063-99-3 Mentha longifolia (L.) Hudson, fam. Lamiaceae (Labiatae) 0.4%
Mentha longifolia var. crispa (Italy) 90063-99-3 Mentha longifolia (L.) var. crispa Ten., fam. Lamiaceae (Labiatae) 0.92%
Satsuma mandarin peel 1 Citrus unshiu Marcovitch, fam. Rutaceae 0.01%
Orange leaf, sweet (North Africa) 3 Citrus sinensis (L.) Osbeck, cultivar Valencia late, fam. Rutaceae 0.21%
Orange leaf, sweet (North Africa) 4 Citrus sinensis (L.) Osbeck, cultivar Washington navel, fam. Rutaceae 0.32%
Pteronia incana 2 Pteronia incana, fam. Asteraceae (Compositae) 0.2%
Spearmint (Italy) 8008-79-5 Mentha spicata L., fam. Lamiaceae (Labiatae) 0.26%
Spearmint, scotch (USA) 1 Mentha gracilis Sole, fam. Lamiaceae (Labiatae) 0.3%
Spearmint, scotch (Italy) Mentha gracilis Sole, fam. Lamiaceae (Labiatae) 0.21%
Tangerine (Brazil) 1 8008-31-9 Citrus reticulata Blanco, cultivar Dancy, fam. Rutaceae 0.01%
Tangerine (Mexico) 8008-31-9 Citrus reticulata Blanco, cultivar Dancy, fam. Rutaceae 0.01%
Tangerine (USA-California) 8008-31-9 Citrus reticulata Blanco, cultivar Dancy, fam. Rutaceae 0.01%
Tangerine (USA-Florida) 1 8008-31-9 Citrus reticulata Blanco, cultivar Dancy, fam. Rutaceae 0.01%
Etrog, leaf Citrus medica L., cultivar ethrog Engl., fam. Rutaceae 0.01%
Etrog, peel Citrus medica L., cultivar ethrog Engl., fam. Rutaceae 0.01%
Eucalyptus pellita Eucalyptus pellita Benth., fam. Myrtaceae 0.54%
Artemisia judaica (Israel) 1 Artemisia judaica L. (Bat'aran), fam. Asteraceae (Compositae) 0.01%
Artemisia judaica (Egypt) 2 Artemisia judaica L. (Bat'aran), fam. Asteraceae (Compositae) 0.06%
Mandarin leaf (Petitgrain mandarin.) (Israel) 1 Citrus reticulata Blanco, cultivar Balady, fam. Rutaceae 0.04%
Mandarin leaf (Petitgrain mandarin.) (Israel) 2 Citrus reticulata Blanco, cultivar Yussuf Effendy, fam. Rutaceae 0.01%
Mandarin leaf (Petitgrain mandarin.) (Israel) 5 Citrus reticulata Blanco, cultivar Clementine, Rutaceae 0.03%
Mandarin leaf (Petitgrain mandarin.) (Israel) 6 Citrus reticulata Blanco, cultivar Michal, fam. Rutaceae 0.06%
Narcissus poeticus absolute 8023-75-4 Narcissus poeticus L., fam. Amaryllidaceae 0.1%
Pistacia lentiscus (Israel) 1a fruit 90082-83-0 Pistacia lentiscus L., fam. Anacardiaceae 0.33%
Lemon (Japan) 2 84929-31-7 Citrus limon (L.) Burm. f., fam. Rutaceae 0.01%
Caraway seed (The Netherlands) 2 8000-42-8 Carum carvi L., fam. Apiaceae (Umbelliferae) 0.12%
Caraway seed (Yugoslavia) 8000-42-8 Carum carvi L., fam. Apiaceae (Umbelliferae) 0.2%
Grapefruit (Japan) 1 8016-20-4 Citrus paradisi Macfayden, fam. Rutaceae 0.12%
Mandarin (Italy) 5 8008-31-9 Citrus deliciosa Tenore (C. reticulata Blanco, cv.mandarin), fam. Rutaceae 0.01%
Mandarin 2 8008-31-9 Citrus deliciosa Tenore (C. reticulata Blanco, cv.mandarin), fam. Rutaceae 0.03%
Achillea biebersteinii (Turkey) 1 Achillea biebersteinii Afan., fam. Asteraceae (Compositae) 0.01%
Gingergrass (India) 1 Cymbopogon martini Stapf., var. sofia, fam. Poaceae (Gramineae) 1.35%
Caraway seed (Egypt) 8008-42-8 Carum carvi L., fam. Apiaceae (Umbelliferae) 0.14%
Perilla acuta 68132-21-8 Perilla acuta (Thunb.) Nakai & P. acuta Nakai forma viridis (Makino) Nakai 0.01%
Laser tribolum (Turkey) Laser tribolum (L.) Borkh. (Laserpitium t.L., Siler t.Crantz),fam.Apiaceae 0.05%
Micromeria congesta (Turkey) Micromeria congesta Boiss. et Hausskn. ex Boiss., fam. Lamiaceae (Labiat. 0.2%
Orange, sweet (Italy) 5 8028-48-6 Citrus sinensis (L.) Osbeck, fam. Rutaceae 0.01%