Methyl (4S)-4-(prop-1-en-2-yl)cyclohex-1-ene-1-carboxylate

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  • Identifiers

    CAS number
    26460-67-3

    Molecular formula
    C11H16O2

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

    Safety labels

  • Odor profile

    Fragrance
    Fruity 83.99%
    Sweet 71.87%
    Herbal 71.53%
    Mint 63.03%
    Green 59.3%
    Spicy 57.57%
    Woody 47.89%
    Floral 45.54%
    Fresh 42.39%
    Citrus 38.8%

     

    Flavor
    Herbal 51.57%
    Minty 37.19%
    Spicy 35.84%
    Spice 33.12%
    Mint 31.97%
    Fresh 28.55%
    Fruity 26.55%
    Fatty 24.8%
    Celery 24.78%
    Floral 23.98%

     

    Odor impact est.
    High

  • Properties

    XLogP3-AA
    3.0

    pKa est.
    7.99 (neutral)

    Molecular weight
    180.24 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Slow

    Boiling point est.
    246°C

    Flash point

    • 99.43 ˚C est.

  • Synonyms

    • 26460-67-3
    • DTXSID70556781
    • Methyl (4S)-4-(prop-1-en-2-yl)cyclohex-1-ene-1-carboxylate
    • RefChem:1089207
    • DTXCID40507563
    • Methyl perillate
    • methyl (4S)-4-prop-1-en-2-ylcyclohexene-1-carboxylate
    • SCHEMBL8280195
    • JMMLJZJUVKEVCK-SECBINFHSA-N
    • METHYL (-)-(S)-PERILLATE
    • AS-86535
    • H55371
    • Methyl (S)-4-(prop-1-en-2-yl)cyclohex-1-ene-1-carboxylate
    • 26460-67-3

  • Applications

    Methyl (4S)-4-(prop-1-en-2-yl)cyclohex-1-ene-1-carboxylate, CAS 26460-67-3, is a chiral cyclohexene ester that is primarily leveraged as an intermediate in fragrance and flavor chemistry, particularly for terpene-derived materials. It may be used as a building block in the synthesis of fragrance ingredients and as a precursor for fragrance formulations. In cosmetics and personal care, it can be evaluated as a scent component or fragrance additive subject to formulation limits. In pharmaceutical and agrochemical synthesis, its chiral cyclohexene framework can serve as a building block for asymmetric synthesis and as an intermediate in the manufacture of more complex molecules. In general industrial manufacturing, it is used as a specialty intermediate in organic synthesis to enable routes to chiral intermediates and other terpenoid derivatives. Use is subject to local regulations and formulation constraints.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 830.14
    methanol 680.67
    isopropanol 695.75
    water 0.42
    ethyl acetate 1190.93
    n-propanol 739.77
    acetone 1522.63
    n-butanol 673.07
    acetonitrile 1053.09
    DMF 2308.9
    toluene 760.35
    isobutanol 589.65
    1,4-dioxane 1751.54
    methyl acetate 1056.32
    THF 2437.65
    2-butanone 1479.44
    n-pentanol 481.26
    sec-butanol 742.36
    n-hexane 69.06
    ethylene glycol 163.81
    NMP 2011.46
    cyclohexane 75.21
    DMSO 2930.22
    n-butyl acetate 694.26
    n-octanol 135.19
    chloroform 3493.22
    n-propyl acetate 625.24
    acetic acid 835.69
    dichloromethane 3284.17
    cyclohexanone 1523.94
    propylene glycol 284.4
    isopropyl acetate 695.24
    DMAc 1482.46
    2-ethoxyethanol 939.22
    isopentanol 701.63
    n-heptane 15.6
    ethyl formate 581.43
    1,2-dichloroethane 2552.58
    n-hexanol 433.58
    2-methoxyethanol 1375.07
    isobutyl acetate 311.08
    tetrachloromethane 459.52
    n-pentyl acetate 338.09
    transcutol 4824.6
    n-heptanol 165.65
    ethylbenzene 355.69
    MIBK 685.79
    2-propoxyethanol 904.5
    tert-butanol 1099.26
    MTBE 1264.16
    2-butoxyethanol 469.6
    propionic acid 682.94
    o-xylene 414.73
    formic acid 438.28
    diethyl ether 1163.59
    m-xylene 451.7
    p-xylene 361.07
    chlorobenzene 1136.52
    dimethyl carbonate 501.85
    n-octane 5.55
    formamide 1047.62
    cyclopentanone 1860.57
    2-pentanone 1127.58
    anisole 1029.57
    cyclopentyl methyl ether 1193.26
    gamma-butyrolactone 2026.33
    1-methoxy-2-propanol 1158.51
    pyridine 1728.55
    3-pentanone 879.51
    furfural 1765.37
    n-dodecane 3.66
    diethylene glycol 667.03
    diisopropyl ether 316.11
    tert-amyl alcohol 1042.97
    acetylacetone 1115.87
    n-hexadecane 4.6
    acetophenone 746.92
    methyl propionate 1003.21
    isopentyl acetate 599.27
    trichloroethylene 4767.91
    n-nonanol 121.08
    cyclohexanol 606.76
    benzyl alcohol 643.15
    2-ethylhexanol 222.81
    isooctanol 149.8
    dipropyl ether 273.74
    1,2-dichlorobenzene 980.25
    ethyl lactate 288.82
    propylene carbonate 935.59
    n-methylformamide 1317.93
    2-pentanol 569.83
    n-pentane 58.59
    1-propoxy-2-propanol 622.82
    1-methoxy-2-propyl acetate 862.26
    2-(2-methoxypropoxy) propanol 636.96
    mesitylene 253.0
    ε-caprolactone 1258.58
    p-cymene 131.19
    epichlorohydrin 3185.53
    1,1,1-trichloroethane 2048.54
    2-aminoethanol 443.62
    morpholine-4-carbaldehyde 1836.86
    sulfolane 2625.52
    2,2,4-trimethylpentane 45.49
    2-methyltetrahydrofuran 1855.95
    n-hexyl acetate 470.48
    isooctane 38.48
    2-(2-butoxyethoxy)ethanol 951.82
    sec-butyl acetate 456.16
    tert-butyl acetate 910.71
    decalin 54.59
    glycerin 410.82
    diglyme 1660.21
    acrylic acid 642.41
    isopropyl myristate 146.11
    n-butyric acid 837.82
    acetyl acetate 550.88
    di(2-ethylhexyl) phthalate 181.63
    ethyl propionate 594.56
    nitromethane 2011.75
    1,2-diethoxyethane 1002.07
    benzonitrile 807.96
    trioctyl phosphate 112.48
    1-bromopropane 1090.8
    gamma-valerolactone 2198.98
    n-decanol 80.43
    triethyl phosphate 192.65
    4-methyl-2-pentanol 330.99
    propionitrile 764.81
    vinylene carbonate 830.24
    1,1,2-trichlorotrifluoroethane 1744.89
    DMS 576.04
    cumene 201.14
    2-octanol 109.56
    2-hexanone 724.54
    octyl acetate 197.91
    limonene 183.07
    1,2-dimethoxyethane 1333.09
    ethyl orthosilicate 187.96
    tributyl phosphate 168.22
    diacetone alcohol 1026.89
    N,N-dimethylaniline 523.56
    acrylonitrile 1076.23
    aniline 1103.51
    1,3-propanediol 631.35
    bromobenzene 1140.94
    dibromomethane 2025.76
    1,1,2,2-tetrachloroethane 3707.88
    2-methyl-cyclohexyl acetate 326.14
    tetrabutyl urea 191.14
    diisobutyl methanol 146.79
    2-phenylethanol 498.87
    styrene 518.25
    dioctyl adipate 264.14
    dimethyl sulfate 869.66
    ethyl butyrate 404.68
    methyl lactate 468.24
    butyl lactate 337.04
    diethyl carbonate 277.25
    propanediol butyl ether 519.69
    triethyl orthoformate 277.93
    p-tert-butyltoluene 137.84
    methyl 4-tert-butylbenzoate 436.63
    morpholine 2458.64
    tert-butylamine 673.28
    n-dodecanol 53.77
    dimethoxymethane 1355.71
    ethylene carbonate 653.81
    cyrene 534.33
    2-ethoxyethyl acetate 697.42
    2-ethylhexyl acetate 433.59
    1,2,4-trichlorobenzene 1244.28
    4-methylpyridine 1839.19
    dibutyl ether 217.15
    2,6-dimethyl-4-heptanol 146.79
    DEF 1365.67
    dimethyl isosorbide 1002.93
    tetrachloroethylene 1947.53
    eugenol 464.67
    triacetin 483.78
    span 80 438.22
    1,4-butanediol 247.02
    1,1-dichloroethane 2276.65
    2-methyl-1-pentanol 516.64
    methyl formate 803.84
    2-methyl-1-butanol 643.16
    n-decane 7.73
    butyronitrile 683.31
    3,7-dimethyl-1-octanol 191.87
    1-chlorooctane 88.37
    1-chlorotetradecane 25.13
    n-nonane 7.4
    undecane 5.1
    tert-butylcyclohexane 53.78
    cyclooctane 22.83
    cyclopentanol 660.86
    tetrahydropyran 1647.19
    tert-amyl methyl ether 900.18
    2,5,8-trioxanonane 1019.19
    1-hexene 315.64
    2-isopropoxyethanol 663.23
    2,2,2-trifluoroethanol 358.37
    methyl butyrate 737.57

    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