2-Cyclohexene-1-methanol, 4-(1-methylethenyl)-

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  • Identifiers

    CAS number
    58940-40-2

    Molecular formula
    C10H16O

    SMILES
    CC(=C)C1CCC(C=C1)CO

    Retention indicies (RI)

    • Carbowax: 1637.0

  • Odor profile

    Floral 71.55%
    Herbal 62.81%
    Green 58.8%
    Fresh 55.12%
    Citrus 50.66%
    Fruity 46.94%
    Spicy 44.44%
    Aldehydic 41.43%
    Woody 35.57%
    Clean 33.02%

    Scent© AI

  • Properties

    XLogP3-AA
    2.6

    Molecular weight
    152.23 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Slow

    Boiling point est.
    226°C

    Flash point est.
    103.19 ˚C

  • Synonyms

    • 58940-40-2
    • 2-Cyclohexene-1-methanol, 4-(1-methylethenyl)-
    • DTXSID40431016

  • Applications

    2-Cyclohexene-1-methanol, 4-(1-methylethenyl)- (CAS 58940-40-2) is an allylic monoterpene alcohol with a mild odor, used primarily as a fragrance/flavor ingredient and a versatile intermediate: it provides citrus–herbal–pine notes at trace levels or after esterification; serves as a building block in cosmetics and fine chemicals to access esters, carbonates, ethers, epoxides, and redox derivatives from the cyclohexene scaffold (including chiral-pool routes from citrus oils); functions as a model substrate in organic/organometallic catalysis studies (allylic oxidation, hydroboration, epoxidation, ene reactions); acts as a precursor for incorporation into resins, oligomers, or reactive monomers (e.g., acrylates/urethanes for UV-curable systems) to tune flexibility and impart a light scent; and is used as an analytical reference standard for terpene profiling of essential oils; specific applications depend on sector regulations and safety requirements (impurity control, oxidative stability, appropriate storage).

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 4177.98
    methanol 4077.01
    isopropanol 3431.51
    water 1.87
    ethyl acetate 2960.81
    n-propanol 3547.86
    acetone 3200.81
    n-butanol 3383.73
    acetonitrile 2662.19
    DMF 2067.52
    toluene 968.34
    isobutanol 2114.57
    1,4-dioxane 3392.01
    methyl acetate 2044.96
    THF 4017.77
    2-butanone 2767.55
    n-pentanol 1473.35
    sec-butanol 2352.96
    n-hexane 177.45
    ethylene glycol 407.09
    NMP 1128.51
    cyclohexane 268.88
    DMSO 2786.21
    n-butyl acetate 1684.78
    n-octanol 368.58
    chloroform 2917.61
    n-propyl acetate 1236.74
    acetic acid 1918.14
    dichloromethane 2364.8
    cyclohexanone 2135.3
    propylene glycol 723.77
    isopropyl acetate 1336.02
    DMAc 954.8
    2-ethoxyethanol 1541.9
    isopentanol 2250.76
    n-heptane 101.15
    ethyl formate 1340.01
    1,2-dichloroethane 1738.62
    n-hexanol 1527.22
    2-methoxyethanol 3070.55
    isobutyl acetate 540.51
    tetrachloromethane 646.44
    n-pentyl acetate 578.37
    transcutol 5388.48
    n-heptanol 451.24
    ethylbenzene 285.07
    MIBK 983.18
    2-propoxyethanol 1927.05
    tert-butanol 3179.22
    MTBE 2647.65
    2-butoxyethanol 792.5
    propionic acid 1661.26
    o-xylene 400.33
    formic acid 657.61
    diethyl ether 3041.92
    m-xylene 532.67
    p-xylene 306.61
    chlorobenzene 923.66
    dimethyl carbonate 454.33
    n-octane 25.04
    formamide 1199.38
    cyclopentanone 2153.13
    2-pentanone 2282.35
    anisole 720.57
    cyclopentyl methyl ether 1788.79
    gamma-butyrolactone 2218.7
    1-methoxy-2-propanol 2128.73
    pyridine 2413.87
    3-pentanone 1333.81
    furfural 1611.19
    n-dodecane 13.02
    diethylene glycol 1092.13
    diisopropyl ether 637.21
    tert-amyl alcohol 1962.15
    acetylacetone 1354.13
    n-hexadecane 15.32
    acetophenone 483.68
    methyl propionate 1628.25
    isopentyl acetate 1129.08
    trichloroethylene 2721.16
    n-nonanol 283.02
    cyclohexanol 1645.47
    benzyl alcohol 617.43
    2-ethylhexanol 673.58
    isooctanol 323.7
    dipropyl ether 974.85
    1,2-dichlorobenzene 615.02
    ethyl lactate 327.44
    propylene carbonate 1029.78
    n-methylformamide 1988.92
    2-pentanol 1953.17
    n-pentane 240.34
    1-propoxy-2-propanol 1428.84
    1-methoxy-2-propyl acetate 1183.2
    2-(2-methoxypropoxy) propanol 572.26
    mesitylene 294.38
    ε-caprolactone 1637.68
    p-cymene 174.11
    epichlorohydrin 2607.2
    1,1,1-trichloroethane 1644.21
    2-aminoethanol 1215.14
    morpholine-4-carbaldehyde 1395.28
    sulfolane 1660.13
    2,2,4-trimethylpentane 88.44
    2-methyltetrahydrofuran 3049.26
    n-hexyl acetate 670.92
    isooctane 91.16
    2-(2-butoxyethoxy)ethanol 1029.01
    sec-butyl acetate 682.48
    tert-butyl acetate 1187.86
    decalin 78.43
    glycerin 703.71
    diglyme 1906.52
    acrylic acid 1070.63
    isopropyl myristate 170.53
    n-butyric acid 2818.91
    acetyl acetate 866.53
    di(2-ethylhexyl) phthalate 181.83
    ethyl propionate 871.44
    nitromethane 2641.0
    1,2-diethoxyethane 1781.08
    benzonitrile 875.46
    trioctyl phosphate 127.34
    1-bromopropane 1185.66
    gamma-valerolactone 2350.88
    n-decanol 186.1
    triethyl phosphate 213.78
    4-methyl-2-pentanol 784.7
    propionitrile 2142.72
    vinylene carbonate 925.4
    1,1,2-trichlorotrifluoroethane 1426.49
    DMS 402.94
    cumene 164.16
    2-octanol 261.39
    2-hexanone 1190.41
    octyl acetate 224.38
    limonene 312.65
    1,2-dimethoxyethane 2089.02
    ethyl orthosilicate 248.46
    tributyl phosphate 177.47
    diacetone alcohol 1178.39
    N,N-dimethylaniline 331.07
    acrylonitrile 1838.56
    aniline 1519.19
    1,3-propanediol 2000.43
    bromobenzene 826.98
    dibromomethane 1706.49
    1,1,2,2-tetrachloroethane 2052.81
    2-methyl-cyclohexyl acetate 376.9
    tetrabutyl urea 190.52
    diisobutyl methanol 362.88
    2-phenylethanol 697.07
    styrene 424.49
    dioctyl adipate 250.16
    dimethyl sulfate 507.47
    ethyl butyrate 901.2
    methyl lactate 499.19
    butyl lactate 419.58
    diethyl carbonate 439.69
    propanediol butyl ether 714.97
    triethyl orthoformate 507.56
    p-tert-butyltoluene 181.19
    methyl 4-tert-butylbenzoate 355.39
    morpholine 4314.71
    tert-butylamine 2050.03
    n-dodecanol 124.89
    dimethoxymethane 1726.65
    ethylene carbonate 886.88
    cyrene 372.51
    2-ethoxyethyl acetate 838.12
    2-ethylhexyl acetate 765.6
    1,2,4-trichlorobenzene 724.12
    4-methylpyridine 1989.23
    dibutyl ether 537.89
    2,6-dimethyl-4-heptanol 362.88
    DEF 1588.41
    dimethyl isosorbide 770.01
    tetrachloroethylene 1486.48
    eugenol 359.54
    triacetin 471.98
    span 80 492.72
    1,4-butanediol 496.86
    1,1-dichloroethane 2076.79
    2-methyl-1-pentanol 978.51
    methyl formate 1107.93
    2-methyl-1-butanol 1891.3
    n-decane 29.19
    butyronitrile 2257.89
    3,7-dimethyl-1-octanol 395.93
    1-chlorooctane 177.92
    1-chlorotetradecane 45.55
    n-nonane 31.09
    undecane 18.56
    tert-butylcyclohexane 82.44
    cyclooctane 79.49
    cyclopentanol 1455.81
    tetrahydropyran 3969.97
    tert-amyl methyl ether 1262.74
    2,5,8-trioxanonane 971.3
    1-hexene 645.92
    2-isopropoxyethanol 910.93
    2,2,2-trifluoroethanol 440.19
    methyl butyrate 1152.02

    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
Bergamot (Italy) 1 8007-75-8 Citrus bergamia Risso et Poiteau, fam. Rutaceae 0.01%
Caraway seed (Yugoslavia) 8000-42-8 Carum carvi L., fam. Apiaceae (Umbelliferae) 0.33%
Origanum solymicum (Turkey) Origanum solymicum P.H. Davis, fam. Lamiaceae (Labiatae) 0.06%
Pepper, black (India) 1 8006-82-4 Piper nigrum L., fam. Piperaceae 0.02%
Lemon (Japan) 4 84929-31-7 Citrus limon (L.) Burm. f., fam. Rutaceae 0.01%
Zanthoxylum nitidum (Vietnam) Zanthoxylum nitidum DC., fam Rutaceae 0.38%
Citron (Vietnam) peel 1a Citrus medica L., cultivar sarcodactylis (Noot.) Swingle, fam. Rutaceae 0.2%
Citron (Vietnam) peel 1b Citrus medica L., cultivar sarcodactylis (Noot.) Swingle, fam. Rutaceae 0.5%
Lemon verbena (Turkey) Aloysia triphylla (L'Herit.) Britton, fam. Verbenaceae 0.3%
Citrus japonica peel (Vietnam) Citrus japonica L., fam. Rutaceae 0.3%
Angelica (norvegica) root 8015-64-3 Angelica archangelica L. ssp. archangelica var. norvegica, fam. Apiaceae 8.6%
Pelargonium sidoides Pelargonium sidoides DC., fam. Geraniaceae 0.1%
Ocimum gratissimum (Bangladesh) 1b Ocimum gratissimum L., var. clocimum, fam. Lamiaceae (Labiatae) 0.7%
Artemisia verlotiorum (France) Artemisia verlotiorum Lamotte, fam. Asteraceae (Compositae) 0.9%
Salvia aramiensis (Turkey) Salvia aramiensis Rech. fil., fam. Lamiaceae (Labiatae) 0.1%
Laurel leaf (Turkey) 4 8006-78-8 Laurus nobilis L., fam. Lauraceae 0.1%
Sweetie peel Citrus paradisi Macfayden x Citrus maxima Merill, fam. Rutaceae 0.01%
Laurel leaf (Turkey) 2a hydrodistilled 8006-78-8 Laurus nobilis L., fam. Lauraceae 0.6%
Laurel leaf (Turkey) 2b steamdistilled 8006-78-8 Laurus nobilis L., fam. Lauraceae 0.3%
Myrtle leaf (Turkey) 2 8008-46-6 Myrtus communis L., fam. Myrtaceae 0.05%
Tangerine (Vietnam) 8008-31-9 Citrus reticulata Blanco, cultivar Tangerine, fam. Rutaceae 0.01%