Cyclohexanol, 2-methyl-5-(1-methylethenyl)-, (1R,2R,5R)-rel-

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  • Identifiers

    CAS number
    38049-26-2

    Molecular formula
    C10H18O

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

    Retention indicies (RI)

    • DB5: 1198.33
    • Carbowax: 1727.67

  • Odor profile

    Herbal 84.36%
    Mint 74.26%
    Sweet 67.61%
    Floral 63.47%
    Woody 60.34%
    Fresh 59.86%
    Spicy 58.98%
    Cooling 58.66%
    Camphoreous 58.1%
    Green 57.06%

    Scent© AI

  • Properties

    XLogP3-AA
    3.0

    Molecular weight
    154.25 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Slow

    Boiling point est.
    224°C

    Flash point est.
    86.36 ˚C

  • Synonyms

    • (-)-dihydrocarveol
    • 20549-47-7
    • (1R,2R,4R)-Dihydrocarveol
    • 38049-26-2
    • (1R,2R,5R)-2-methyl-5-(prop-1-en-2-yl)cyclohexanol
    • Dihydrocarveol, (-)-
    • (1R,2R,5R)-5-Isopropenyl-2-methylcyclohexanol
    • (1R,2R,5R)-2-methyl-5-prop-1-en-2-ylcyclohexan-1-ol
    • (1R,2R,4R)-p-menth-8-en-2-ol
    • Cyclohexanol, 2-methyl-5-(1-methylethenyl)-, (1R,2R,5R)-rel-
    • DTXSID70885700
    • 2683FD21WA
    • (1R,2R,5R)-2-methyl-5-(prop-1-en-2-yl)cyclohexan-1-ol
    • DIHYDROCARVEOL [FHFI]
    • UNII-2683FD21WA
    • Dihydroisocarveol
    • bmse000533
    • CHEBI:149
    • SCHEMBL1655773
    • HY-N8491B
    • KRCZYMFUWVJCLI-OPRDCNLKSA-N
    • DTXCID101025064
    • AKOS015913739
    • Cyclohexanol, 2-methyl-5-(1-methylethenyl)-, (1R-(1alpha,2beta,5alpha))-
    • FS-7323
    • LMPR0102090031
    • FEMA NO. 2379, (-)-
    • CS-0783414
    • P-MENTH-8-EN-2-OL, (R,R,R)-(-)-
    • Q27105257
    • Cyclohexanol, 2-methyl-5-(1-methylethenyl)-, (1R,2R,5R)-

  • Applications

    Cyclohexanol, 2-methyl-5-(1-methylethenyl)-, (1R,2R,5R)-rel- (CAS 38049-26-2) is a chiral cyclic terpenoid alcohol used primarily as a fragrance and odor-modulating ingredient in fine fragrance, cosmetics, personal care, and cleaning products (imparting p-menthane-like herbal/citrus facets), as a trace flavor adjunct where permitted, and as an intermediate for preparing fragrance esters, carbamates and carbonates, menthane-derived odorants, and other terpenoid scaffolds; in R&D it serves as a chiral reference and stereodefined building block for enantiomer separations, terpene biotransformation studies, and aroma-chemical process development, as well as in microencapsulation and pro-fragrance systems for controlled scent release in candles, air care diffusers, deodorizers, and detergents.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 1330.85
    methanol 789.65
    isopropanol 1424.65
    water 1.31
    ethyl acetate 539.45
    n-propanol 1149.48
    acetone 435.94
    n-butanol 1017.57
    acetonitrile 616.1
    DMF 284.73
    toluene 281.11
    isobutanol 713.03
    1,4-dioxane 1350.16
    methyl acetate 422.56
    THF 1392.92
    2-butanone 519.88
    n-pentanol 497.63
    sec-butanol 800.93
    n-hexane 47.41
    ethylene glycol 106.73
    NMP 137.82
    cyclohexane 105.62
    DMSO 316.02
    n-butyl acetate 603.75
    n-octanol 282.62
    chloroform 1206.71
    n-propyl acetate 268.28
    acetic acid 412.45
    dichloromethane 800.02
    cyclohexanone 474.38
    propylene glycol 248.17
    isopropyl acetate 310.2
    DMAc 219.52
    2-ethoxyethanol 484.34
    isopentanol 732.13
    n-heptane 80.18
    ethyl formate 363.42
    1,2-dichloroethane 394.9
    n-hexanol 924.75
    2-methoxyethanol 905.51
    isobutyl acetate 180.49
    tetrachloromethane 201.54
    n-pentyl acetate 247.36
    transcutol 1349.23
    n-heptanol 332.87
    ethylbenzene 123.92
    MIBK 250.77
    2-propoxyethanol 893.47
    tert-butanol 1328.64
    MTBE 667.4
    2-butoxyethanol 443.93
    propionic acid 365.72
    o-xylene 142.95
    formic acid 110.42
    diethyl ether 650.54
    m-xylene 178.8
    p-xylene 153.4
    chlorobenzene 256.16
    dimethyl carbonate 67.92
    n-octane 27.77
    formamide 154.62
    cyclopentanone 432.96
    2-pentanone 409.75
    anisole 244.02
    cyclopentyl methyl ether 383.48
    gamma-butyrolactone 437.08
    1-methoxy-2-propanol 758.12
    pyridine 701.82
    3-pentanone 209.68
    furfural 426.4
    n-dodecane 20.37
    diethylene glycol 446.86
    diisopropyl ether 164.04
    tert-amyl alcohol 644.89
    acetylacetone 273.52
    n-hexadecane 23.12
    acetophenone 167.67
    methyl propionate 257.43
    isopentyl acetate 482.38
    trichloroethylene 675.15
    n-nonanol 234.11
    cyclohexanol 484.3
    benzyl alcohol 229.76
    2-ethylhexanol 410.61
    isooctanol 249.1
    dipropyl ether 442.89
    1,2-dichlorobenzene 183.03
    ethyl lactate 105.61
    propylene carbonate 286.67
    n-methylformamide 247.97
    2-pentanol 577.34
    n-pentane 70.45
    1-propoxy-2-propanol 725.37
    1-methoxy-2-propyl acetate 359.28
    2-(2-methoxypropoxy) propanol 289.41
    mesitylene 106.49
    ε-caprolactone 417.51
    p-cymene 126.39
    epichlorohydrin 647.21
    1,1,1-trichloroethane 446.86
    2-aminoethanol 371.41
    morpholine-4-carbaldehyde 393.24
    sulfolane 247.95
    2,2,4-trimethylpentane 34.2
    2-methyltetrahydrofuran 837.01
    n-hexyl acetate 316.24
    isooctane 41.18
    2-(2-butoxyethoxy)ethanol 451.92
    sec-butyl acetate 187.21
    tert-butyl acetate 282.98
    decalin 37.75
    glycerin 243.37
    diglyme 730.54
    acrylic acid 205.45
    isopropyl myristate 120.24
    n-butyric acid 737.23
    acetyl acetate 217.82
    di(2-ethylhexyl) phthalate 110.39
    ethyl propionate 185.78
    nitromethane 417.37
    1,2-diethoxyethane 557.51
    benzonitrile 331.26
    trioctyl phosphate 83.48
    1-bromopropane 407.63
    gamma-valerolactone 643.42
    n-decanol 166.47
    triethyl phosphate 96.9
    4-methyl-2-pentanol 312.78
    propionitrile 578.58
    vinylene carbonate 269.75
    1,1,2-trichlorotrifluoroethane 310.56
    DMS 132.1
    cumene 91.35
    2-octanol 203.74
    2-hexanone 280.22
    octyl acetate 145.25
    limonene 176.72
    1,2-dimethoxyethane 699.8
    ethyl orthosilicate 109.61
    tributyl phosphate 94.22
    diacetone alcohol 325.68
    N,N-dimethylaniline 139.15
    acrylonitrile 456.56
    aniline 370.18
    1,3-propanediol 710.07
    bromobenzene 258.31
    dibromomethane 593.24
    1,1,2,2-tetrachloroethane 508.58
    2-methyl-cyclohexyl acetate 197.09
    tetrabutyl urea 108.96
    diisobutyl methanol 231.17
    2-phenylethanol 328.27
    styrene 146.75
    dioctyl adipate 137.07
    dimethyl sulfate 65.95
    ethyl butyrate 319.67
    methyl lactate 129.06
    butyl lactate 175.95
    diethyl carbonate 170.02
    propanediol butyl ether 345.32
    triethyl orthoformate 213.23
    p-tert-butyltoluene 129.19
    methyl 4-tert-butylbenzoate 187.85
    morpholine 1511.59
    tert-butylamine 819.31
    n-dodecanol 123.71
    dimethoxymethane 352.31
    ethylene carbonate 256.95
    cyrene 154.78
    2-ethoxyethyl acetate 299.3
    2-ethylhexyl acetate 330.32
    1,2,4-trichlorobenzene 203.45
    4-methylpyridine 566.76
    dibutyl ether 271.96
    2,6-dimethyl-4-heptanol 231.17
    DEF 268.85
    dimethyl isosorbide 361.58
    tetrachloroethylene 335.48
    eugenol 184.77
    triacetin 199.24
    span 80 280.22
    1,4-butanediol 177.34
    1,1-dichloroethane 618.33
    2-methyl-1-pentanol 352.48
    methyl formate 147.98
    2-methyl-1-butanol 540.2
    n-decane 37.72
    butyronitrile 754.42
    3,7-dimethyl-1-octanol 272.67
    1-chlorooctane 134.91
    1-chlorotetradecane 47.18
    n-nonane 35.64
    undecane 26.46
    tert-butylcyclohexane 41.92
    cyclooctane 32.98
    cyclopentanol 470.51
    tetrahydropyran 1230.83
    tert-amyl methyl ether 302.18
    2,5,8-trioxanonane 441.16
    1-hexene 205.84
    2-isopropoxyethanol 337.09
    2,2,2-trifluoroethanol 91.95
    methyl butyrate 259.99

    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
Caraway seed 1 8000-42-8 Carum carvi L., fam. Apiaceae (Umbelliferae) 0.01%
Dill seed 1 8006-75-5 Anethum graveolens L., fam. Apiaceae (Umbelliferae) 0.1%
Mentha aquatica x viridis (Italy) Mentha aquatica x viridis F. Schultz, fam. Lamiaceae (Labiatae) 1.56%
Mentha longifolia ssp. petiolata (Greece) 2 90063-99-3 Mentha longifolia (L.) ssp. petiolata (Chemotype II), fam. Lamiaceae 0.26%
Mentha longifolia var. crispa (Italy) 90063-99-3 Mentha longifolia (L.) var. crispa Ten., fam. Lamiaceae (Labiatae) 3.51%
Mentha spicata (Greece) Chemotype I Mentha spicata L. (Chemotype I), fam. Lamiaceae (Labiatae) 0.06%
Mentha spicata (Greece) Chemotype II Mentha spicata L. (Chemotype II), fam. Lamiaceae (Labiatae) 0.1%
Mentha suaveolens (Chemotype 2) Mentha suaveolens Ehrh. (Chemotype 2), fam. Lamiaceae (Labiatae) 7.71%
Mentha suaveolens (Greece) Mentha suaveolens Ehrh., fam Lamiacae (Labiatae) 0.89%
Mentha x villosa (Belgium) Mentha x villosa H. nm. alopecuroides (M. x alopecuroides; M. x velutina) 1.5%
Mentha x villoso-nervata (Greece) 1 Mentha x villoso-nervata Opiz (M.longifolia L. x M.spicata L.) (Chemot.I) 1.4%
Mentha x villoso-nervata (Greece) 2 Mentha x villoso-nervata Opiz (M.longifolia L. x M.spicata L.) (Chemot.II) 0.28%
Spearmint (Italy) 8008-79-5 Mentha spicata L., fam. Lamiaceae (Labiatae) 5.94%
Spearmint, scotch (USA) 1 Mentha gracilis Sole, fam. Lamiaceae (Labiatae) 0.6%
Spearmint, scotch (Italy) Mentha gracilis Sole, fam. Lamiaceae (Labiatae) 2.36%
Calamintha nepeta (Greece) 2 Calamintha nepeta (L.) Savi ssp. glandulosa (Req.) P.W.Ball, fam.Lamiaceae 0.15%
Rosemary (Italy) 4 8000-25-7 Rosmarinus officinalis L., fam. Lamiaceae (Labiatae) 0.45%
Rosemary (Italy) 3 8000-25-7 Rosmarinus officinalis L., fam. Lamiaceae (Labiatae) 0.39%
Caraway seed (The Netherlands) 2 8000-42-8 Carum carvi L., fam. Apiaceae (Umbelliferae) 0.12%
Caraway seed (Egypt) 8008-42-8 Carum carvi L., fam. Apiaceae (Umbelliferae) 0.04%
Cleonia lusitanica (Spain) Cleonia lusitanica (L.) L., (Prunella lusitanica L.), fam. Lamiaceae 1.0%
Caraway seed (The Netherlands) 1 8000-42-8 Carum carvi L., fam. Apiaceae (Umbelliferae) 0.1%
Santolina neapolitana (Italy) Santolina neapolitana Jordan et Fourr., fam. Asteraceae (Compositae) 0.1%
Peppermint (Italy) 10a 8006-90-4 Mentha piperita L., fam. Lamiaceae (Labiatae) 0.15%
Peppermint (Italy) 10b 8006-90-4 Mentha piperita L., fam. Lamiaceae (Labiatae) 0.2%
Pepper, black (India) 1 8006-82-4 Piper nigrum L., fam. Piperaceae 0.05%
Orange leaf, sweet (Mauritius) Citrus sinensis (L.) Osbeck, fam. Rutaceae 0.59%
Minthostachys mollis (Venezuela) Minthostachys mollis (Kunth.) Grisebach, fam. Lamiaceae (Labiatae) 0.22%
Chenopodium ambrosioides Chenopodium ambrosioides L., fam. Chenopodiaceae 0.71%
Caraway seed (Israel) 800O-42-8 Carum carvi L., fam. Apiaceae (Umbelliferae) 0.2%
Caraway seed (France) 8000-42-8 Carum carvi L., fam. Apiaceae (Umbelliferae) 1.4%
Clary sage (Spain) 8016-63-5 Salvia sclarea L., fam. Lamiaceae (Labiatae) 0.11%
Santolina chamaecyparisus ssp. squarrosa Santolina chamaecyparisus L. ssp. squarrosa, fam. Asteraceae (Compositae) 0.4%
Lime (Mexican, West Indian, Key) 7 8008-26-2 Citrus aurantifolia (Christm.) Swingle, fam. Rutaceae 0.1%
Perilla frutescens (China) 2a herb 90082-61-4 Perilla frutescens (L.) Brit., fam. Lamiaceae (Labiatae) 0.16%
Calamintha nepeta (Italy) Calamintha nepeta (L.) Savi ssp. nepeta, fam. Lamiaceae (Labiatae) 0.01%
Grapefruit (Cuba), distilled 8016-20-4 Citrus paradisi Macfayden, fam. Rutaceae 0.1%
Kewda (India) Pandanus fascicularis Lam., var. fascilarris, fam. Pandanaceae 0.01%
Zanthoxylum zanthoxyloides fruit (Benin) Zanthoxylum zanthoxyloides Lam. (F. zanthoxyloides Lam.) fam. Rutaceae 1.2%
Cupressus macrocarpa leaf (Argentina) Cupressus macrocarpa Hartw., fam. Cupressaceae 0.4%
Mandarin (Uruguay) 3 8008-31-9 Citrus deliciosa Tenore cv. Nova (C. reticulata Blanco), fam. Rutaceae 0.02%
Nutmeg 5a 8008-45-5 Myristica fragrans Houtt., fam. Myristicaceae 0.38%
Nutmeg 5b 8008-45-5 Myristica fragrans Houtt., fam. Myristicaceae 0.17%
Gingergrass (India) 2 Cymbopogon martini Stapf., var. sofia, fam. Poaceae (Gramineae) 0.2%
Cinnamon leaf (India) 5 8007-80-5 Cinnamomum zeylanicum Blume (C. verum L. Presl), fam. Lauraceae 0.05%
Caraway seed 4a CO2-extract 8000-42-8 Carum carvi L., fam. Apiaceae (Umbelliferae) 0.01%
Caraway seed 4b hydrodistilled 8000-42-8 Carum carvi L., fam. Apiaceae (Umbelliferae) 0.01%
Pepper, black (India) 6a distilled 8006-82-4 Piper nigrum L., fam. Piperaceae 0.5%
Pepper, black (India) 6b free volatiles 8006-82-4 Piper nigrum L., fam. Piperaceae 0.9%
Pepper, black (India) 5a 8006-82-4 Piper nigrum L., cultivar 'Karimunda', fam. Piperaceae 0.05%