2-Cyclohexen-1-ol, 1-methyl-4-(1-methylethyl)-, (1R,4S)-rel-

Overview IFRA Botanical Request a quote

  • Identifiers

    CAS number
    29803-81-4

    Molecular formula
    C10H18O

    SMILES
    CC(C)[C@@H]1CC[C@@](C=C1)(C)O

    Retention indicies (RI)

    • DB5: 1141.75
    • Carbowax: 1584.83

  • Odor profile

    Herbal 76.47%
    Floral 67.63%
    Mint 53.71%
    Woody 53.29%
    Fresh 46.24%
    Spicy 45.19%
    Camphoreous 40.3%
    Earthy 38.24%
    Pine 37.57%
    Balsamic 33.62%

    Scent© AI

  • Properties

    XLogP3-AA
    2.3

    Molecular weight
    154.25 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Moderate

    Boiling point est.
    192°C

    Flash point est.
    93.24 ˚C

  • Synonyms

    • 2-Cyclohexen-1-ol, 1-methyl-4-(1-methylethyl)-, trans-
    • EINECS 249-859-5
    • (1R,4S)-1-methyl-4-propan-2-ylcyclohex-2-en-1-ol
    • trans-1-Methyl-4-(1-methylethyl)-2-cyclohexen-1-ol
    • 29803-81-4
    • 2-Cyclohexen-1-ol, 1-methyl-4-(1-methylethyl)-, (1R,4S)-rel-
    • p-Menth-2-en-1-ol
    • trans-p-menth-2-en-1-ol
    • trans-4-(Isopropyl)-1-methylcyclohex-2-en-1-ol
    • 4-Isopropyl-1-methyl-2-cyclohexen-1-ol
    • trans-p-Menth-2-enol
    • t-p-Menth-2-en-1-ol
    • trans-p-2-Menthen-1-ol
    • trans-p-Ment-2-en-1-ol
    • (E)-p-2-Menthen-1-ol
    • trans-p-Menth-2-ene-1-ol
    • trans-p-Mentha-2-en-1-ol
    • (E)-p-menth-2-en-1-ol
    • p-Menth-2-en-1-ol, trans
    • trans-para-Menth-2-en-1-ol
    • (E)-p-Mentha-2-en-1-ol
    • trans-para-Menth-2-ene-1-ol
    • Menth-2-en-1-ol (trans-p)
    • Menth-2-en-1-ol- trans-para
    • SCHEMBL4978490
    • (1r,4s)-p-menth-2-en-1-ol
    • (1R,4S)-4-Isopropyl-1-methylcyclohex-2-enol
    • 1-Methyl-4-(methylethyl)-(E)-2-cyclohexenol
    • 4-Isopropyl-1-methyl-2-cyclohexen-1-ol, (E)-
    • trans-2-Cyclohexene-1-ol-1-methyl-4(1-methylethyl)

  • Applications

    2-Cyclohexen-1-ol, 1-methyl-4-(1-methylethyl)-, (1R,4S)-rel- (CAS 29803-81-4) is a chiral terpenoid alcohol used mainly as an intermediate and stereodefined building block in organic synthesis: to access p-menthane/monoterpene derivatives (e.g., esters, ethers, menthol analogs), to enable stereoselective routes, and to embed a cyclohexenol motif into target molecules; in fragrance-flavor and personal care R&D it serves as an aroma ingredient candidate and as a pro-fragrance precursor via derivatization to tune volatility and stability; in pharmaceutical and agrochemical discovery it can be employed as a monoterpene probe for bioactivity screening or for tuning ADME properties; it is also used as an analytical reference standard for GC/GC-MS and chiral chromatography, as a teaching sample for stereochemistry, and as a substrate for studying allylic alcohol reactivity.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 821.56
    methanol 528.13
    isopropanol 732.22
    water 0.75
    ethyl acetate 561.97
    n-propanol 605.1
    acetone 571.33
    n-butanol 668.27
    acetonitrile 470.13
    DMF 373.58
    toluene 215.5
    isobutanol 403.8
    1,4-dioxane 1221.88
    methyl acetate 414.11
    THF 1764.7
    2-butanone 502.39
    n-pentanol 308.99
    sec-butanol 454.12
    n-hexane 101.13
    ethylene glycol 65.26
    NMP 266.62
    cyclohexane 175.31
    DMSO 355.18
    n-butyl acetate 565.22
    n-octanol 267.48
    chloroform 786.88
    n-propyl acetate 250.29
    acetic acid 274.69
    dichloromethane 625.06
    cyclohexanone 566.33
    propylene glycol 156.92
    isopropyl acetate 350.34
    DMAc 267.51
    2-ethoxyethanol 308.45
    isopentanol 497.29
    n-heptane 145.08
    ethyl formate 299.18
    1,2-dichloroethane 351.96
    n-hexanol 752.71
    2-methoxyethanol 636.68
    isobutyl acetate 181.11
    tetrachloromethane 155.78
    n-pentyl acetate 226.0
    transcutol 1231.36
    n-heptanol 267.28
    ethylbenzene 98.47
    MIBK 283.13
    2-propoxyethanol 745.69
    tert-butanol 758.73
    MTBE 621.5
    2-butoxyethanol 346.86
    propionic acid 245.85
    o-xylene 124.05
    formic acid 67.48
    diethyl ether 703.96
    m-xylene 159.46
    p-xylene 133.59
    chlorobenzene 216.33
    dimethyl carbonate 101.1
    n-octane 44.23
    formamide 111.23
    cyclopentanone 636.98
    2-pentanone 491.16
    anisole 207.99
    cyclopentyl methyl ether 549.6
    gamma-butyrolactone 551.66
    1-methoxy-2-propanol 555.23
    pyridine 460.55
    3-pentanone 278.62
    furfural 366.62
    n-dodecane 34.34
    diethylene glycol 359.59
    diisopropyl ether 226.54
    tert-amyl alcohol 437.93
    acetylacetone 371.53
    n-hexadecane 37.91
    acetophenone 150.6
    methyl propionate 318.01
    isopentyl acetate 429.41
    trichloroethylene 505.31
    n-nonanol 223.96
    cyclohexanol 409.99
    benzyl alcohol 144.24
    2-ethylhexanol 366.49
    isooctanol 189.13
    dipropyl ether 488.51
    1,2-dichlorobenzene 170.25
    ethyl lactate 100.58
    propylene carbonate 309.75
    n-methylformamide 217.94
    2-pentanol 401.82
    n-pentane 124.3
    1-propoxy-2-propanol 557.67
    1-methoxy-2-propyl acetate 449.92
    2-(2-methoxypropoxy) propanol 294.39
    mesitylene 110.46
    ε-caprolactone 459.59
    p-cymene 115.63
    epichlorohydrin 656.17
    1,1,1-trichloroethane 374.7
    2-aminoethanol 199.42
    morpholine-4-carbaldehyde 466.34
    sulfolane 381.07
    2,2,4-trimethylpentane 51.97
    2-methyltetrahydrofuran 1048.64
    n-hexyl acetate 358.37
    isooctane 53.53
    2-(2-butoxyethoxy)ethanol 457.39
    sec-butyl acetate 174.89
    tert-butyl acetate 358.07
    decalin 60.18
    glycerin 158.63
    diglyme 673.7
    acrylic acid 139.35
    isopropyl myristate 151.45
    n-butyric acid 522.42
    acetyl acetate 249.87
    di(2-ethylhexyl) phthalate 130.89
    ethyl propionate 213.82
    nitromethane 359.67
    1,2-diethoxyethane 566.95
    benzonitrile 220.32
    trioctyl phosphate 110.58
    1-bromopropane 388.49
    gamma-valerolactone 713.62
    n-decanol 169.54
    triethyl phosphate 111.26
    4-methyl-2-pentanol 238.34
    propionitrile 416.35
    vinylene carbonate 259.1
    1,1,2-trichlorotrifluoroethane 270.57
    DMS 183.76
    cumene 79.03
    2-octanol 168.18
    2-hexanone 259.68
    octyl acetate 191.33
    limonene 200.34
    1,2-dimethoxyethane 562.16
    ethyl orthosilicate 118.68
    tributyl phosphate 126.17
    diacetone alcohol 329.37
    N,N-dimethylaniline 125.96
    acrylonitrile 299.59
    aniline 257.83
    1,3-propanediol 373.82
    bromobenzene 218.56
    dibromomethane 490.61
    1,1,2,2-tetrachloroethane 398.21
    2-methyl-cyclohexyl acetate 219.45
    tetrabutyl urea 141.76
    diisobutyl methanol 193.77
    2-phenylethanol 250.43
    styrene 116.37
    dioctyl adipate 181.15
    dimethyl sulfate 107.9
    ethyl butyrate 323.12
    methyl lactate 132.5
    butyl lactate 171.0
    diethyl carbonate 181.4
    propanediol butyl ether 312.26
    triethyl orthoformate 215.78
    p-tert-butyltoluene 126.78
    methyl 4-tert-butylbenzoate 187.11
    morpholine 1233.05
    tert-butylamine 562.85
    n-dodecanol 131.21
    dimethoxymethane 446.58
    ethylene carbonate 248.6
    cyrene 173.51
    2-ethoxyethyl acetate 298.6
    2-ethylhexyl acetate 336.64
    1,2,4-trichlorobenzene 188.87
    4-methylpyridine 429.1
    dibutyl ether 306.04
    2,6-dimethyl-4-heptanol 193.77
    DEF 326.12
    dimethyl isosorbide 437.42
    tetrachloroethylene 255.24
    eugenol 168.03
    triacetin 252.36
    span 80 309.16
    1,4-butanediol 94.47
    1,1-dichloroethane 453.78
    2-methyl-1-pentanol 247.04
    methyl formate 151.98
    2-methyl-1-butanol 384.01
    n-decane 58.88
    butyronitrile 562.47
    3,7-dimethyl-1-octanol 243.12
    1-chlorooctane 153.48
    1-chlorotetradecane 68.55
    n-nonane 60.3
    undecane 43.49
    tert-butylcyclohexane 61.01
    cyclooctane 66.42
    cyclopentanol 415.61
    tetrahydropyran 1244.86
    tert-amyl methyl ether 345.22
    2,5,8-trioxanonane 455.72
    1-hexene 239.93
    2-isopropoxyethanol 237.92
    2,2,2-trifluoroethanol 65.1
    methyl butyrate 252.27

    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
Carrot seed (France) 1 8015-88-1 Daucus carota L., fam. Apiaceae (Umbelliferae) 0.2%
Cymbopogon jwarancusa (India) Cymbopogon jwarancusa (Jones) Schult., fam. Poaceae (Gramineae) 22.8%
Vitex limonifolia leaf Vitex limonifolia Wall., fam. Verbenaceae 0.01%
Seafennel (Portugal) 1a hydrodistilled 89997-98-8 Crithmum maritimum L., fam. Apiaceae (Umbelliferae) 0.1%
Seafennel (Portugal) 1b vacuum extracted 89997-98-8 Crithmum maritimum L., fam. Apiaceae (Umbelliferae) 0.01%
Seafennel (Portugal) 1 89997-98-8 Crithmum maritimum L., fam. Apiaceae (Umbelliferae) 0.01%
Juniperus martinezii Juniperus martinezii Perez de la Rosa, fam. Cupressaceae 0.5%
Zingiber cassumunar root (Indonesia) 1 Zingiber cassumunar Roxb., fam. Zingiberaceae 1.7%
Schinus latifolius Schinus latifolius Engl., fam. Anarcadiaceae 0.1%
Zingiber cassumunar root (Indonesia) 2 Zingiber cassumunar Roxb., fam. Zingiberaceae 0.9%
Vitex trifolia (Thailand) Vitex trifolia L., fam. Verbenaceae 0.01%
Vitex trifolia var. simplicifolia (Thailand) Vitex trifolia L. var. simplicifolia Cham., fam. Verbenaceae 0.01%
Blackcurrant bud 2 68606-81-5 Ribes nigrum L., fam. Grossulariaceae 0.1%
Santolina chamaecyparisus (France) 3 84961-58-0 Santolina chamaecyparisus L., fam. Asteraceae (Compositae) 0.04%
Lemongrass (Turkey) 8007-02-1 Cymbopogon citratus (DC) Stapf (C. flexuosus), fam. Poaceae (Gramineae) 0.05%
Pistacia lentiscus fruit 90082-83-0 Pistacia lentiscus L., fam. Anacardiaceae 0.01%
Tea Tree (Australia) 7 68647-73-4 Melaleuca alternifolia (Maiden et Betche) Cheel, fam. Myrtaceae 0.2%
Artemisia molinieri Artemisia molinieri Quezel, Barbero et R. Loisel, fam. Asteraceae (Compos) 0.18%
Nutmeg (Sri Lanka) 3 8008-45-5 Myristica fragrans Houtt., fam. Myristicaceae 0.2%
Wartara (India) 1 pericarp Zanthoxylum armatum DC. (Z. alatum Roxb.), fam. Rutaceae 0.12%
Blackcurrant bud 3 68606-81-5 Ribes nigrum L., fam. Grossulariaceae 0.1%
Pepper, black 3 8006-82-4 Piper nigrum L., fam. Piperaceae 0.01%
Juniper leaf 2 8012-91-7 Juniperus communis L., fam. Cupressaceae 0.25%
Tansy (Canada) 2a flowers 8016-87-3 Tanacetum vulgare L., fam. Asteraceae (Compositae) 0.1%
Tansy (Canada) 2b stems & sheets 8016-87-3 Tanacetum vulgare L., fam. Asteraceae (Compositae) 0.9%
Pepper, black (India) 1 8006-82-4 Piper nigrum L., fam. Piperaceae 0.01%
Cedarleaf (Japan) 8000-27-9 Thuja occidentalis L., fam. Taxodiaceae 0.13%
Blumea brevipes Blumea brevipes (Oliv. & Hiern) Willd., fam. Asteraceae (Compositae) 0.4%
Heteromorpha trifoliata Heteromorpha trifoliata (Wendl.) Eckl. & Zey., fam.Apiaceae (Umbelliferae) 0.05%
Artemisia moorcroftiana Artemisia moorcroftiana, fam. Asteraceae (Compositae) 1.1%
Artemisia afra Willd. (Kenia) Artemisia afra Willd., fam. Asteraceae (Compositae) 0.76%
Bitter orange leaf (Petitgrain) (Italy) 1 8014-17-3 Citrus aurantium L., ssp. amara Engl., fam. Rutaceae 0.01%
Mandarin leaf (Petitgrain mandarin.) (Italy) Citrus reticulata Blanco (C. deliciosa Tenore), fam. Rutaceae 0.02%
Orange leaf, sweet (Italy) 1 Citrus sinensis (L.) Osbeck, fam. Rutaceae 0.05%
Orange leaf, sweet (Italy) 2a Valencia Late Citrus sinensis (L.) Osbeck, cultivar Valencia late, fam. Rutaceae 0.22%
Orange leaf, sweet (Italy) 2b Biondo Comune Citrus sinensis (L.) Osbeck, cultivar Biondo Comune, fam. Rutaceae 0.14%
Orange leaf, sweet (Italy) 2c Moro Citrus sinensis (L.) Osbeck, cultivar Moro, fam. Rutaceae 0.18%
Oregano, mexican (U.S.A.) 2 Lippia graveolens HBK., fam. Verbenaceae 1.0%
Vitex agnus-castus leaf (Italy) Vitex agnus-castus L., fam. Verbenaceae 0.7%
Vitex agnus-castus fruit (Italy) Vitex agnus-castus L., fam. Verbenaceae 0.3%
Vitex agnus-castus inflorescence (Italy) Vitex agnus-castus L., fam. Verbenaceae 0.8%
Neroli bigarade (bitter orange flower) Italy 3 8016-38-4 Citrus aurantium L., ssp. amara Engl., fam. Rutaceae 0.19%
Lavandula pinnata Lavandula pinnata L. fil va. pinnata, fam Lamiaceae (Labiatae) 0.2%
Angelica root (France) 1 8015-64-3 Angelica archangelica L., fam. Apiaceae (Umbelliferae) 0.09%
Pepper, black (India) 3 8006-82-4 Piper nigrum L., fam. Piperaceae 0.1%
Sideritis condensata Sideritis condensata Boiss. et Heldr., fam. Lamiaceae (Labiatae) 0.02%
Tea Tree (USA-California) 1 68647-73-4 Melaleuca alternifolia (Maiden et Betche) Cheel, fam. Myrtaceae 0.05%
Tea Tree (USA-California) 2 68647-73-4 Melaleuca alternifolia (Maiden et Betche) Cheel, fam. Myrtaceae 0.7%
Yarrow flower 84082-83-7 Achillea millefolium L. ssp. millefolium, fam. Asteraceae (Compositae) 0.3%
Yarrow leaf A 84082-83-7 Achillea millefolium L. ssp. millefolium, fam. Asteraceae (Compositae) 0.7%