2-Butenoic acid, 3-methyl-, (1R,2S,5S)-5-methyl-2-(1-methylethyl)cyclohexyl ester, rel-

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  • Identifiers

    CAS number
    74499-53-9

    Molecular formula
    C15H26O2

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

    Safety labels

  • Odor profile

    Fragrance
    Herbal 84.68%
    Mint 76.09%
    Floral 56.14%
    Sweet 55.03%
    Fruity 51.56%
    Fresh 50.46%
    Cooling 48.63%
    Woody 41.75%
    Rose 41.19%
    Spicy 39.58%

     

    Flavor
    Herbal 49.75%
    Minty 36.3%
    Woody 33.5%
    Floral 29.82%
    Mint 29.7%
    Tropical 27.95%
    Fruity 27.35%
    Spicy 26.18%
    Sweet 25.83%
    Green 25.74%

     

    Odor impact est.
    Medium

  • Properties

    XLogP3-AA
    5.0

    pKa est.
    7.77 (neutral)

    Molecular weight
    238.37 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Slow

    Boiling point est.
    277°C

    Flash point

    • 110.21 ˚C est.

  • Synonyms

    • Isomenthyl 3-methyl-2-butenoate
    • 2-Butenoic acid, 3-methyl-, (1R,2S,5S)-5-methyl-2-(1-methylethyl)cyclohexyl ester, rel-
    • 74499-53-9
    • DTXSID20888448
    • RefChem:468028
    • DTXCID401027726
    • KGPJMTFDHBCYTJ-MELADBBJSA-N
    • (1R,2S,5S)-5-methyl-2-(propan-2-yl)cyclohexyl 3-methylbut-2-enoate
    • 74499-53-9

  • Applications

    2-Butenoic acid, 3-methyl-, (1R,2S,5S)-5-methyl-2-(1-methylethyl)cyclohexyl ester, rel- (CAS 74499-53-9) is a chiral ester commonly used as an intermediate in organic synthesis. In perfumery and cosmetics, it may serve as a fragrance ingredient or fixative; in industrial manufacturing, it can be evaluated as a chiral building block for the synthesis of fine chemicals; and in polymers/plastics, it may be considered a specialty plasticizer or processing aid for select polymer systems.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 1497.58
    methanol 1094.83
    isopropanol 1678.55
    water 0.51
    ethyl acetate 1388.44
    n-propanol 1309.73
    acetone 1678.75
    n-butanol 1297.52
    acetonitrile 1051.2
    DMF 1349.52
    toluene 852.84
    isobutanol 1183.07
    1,4-dioxane 2506.11
    methyl acetate 1020.39
    THF 3887.41
    2-butanone 1388.27
    n-pentanol 776.91
    sec-butanol 1419.32
    n-hexane 423.59
    ethylene glycol 96.06
    NMP 1673.0
    cyclohexane 867.66
    DMSO 914.77
    n-butyl acetate 1548.61
    n-octanol 608.28
    chloroform 4304.52
    n-propyl acetate 799.09
    acetic acid 1258.0
    dichloromethane 3167.74
    cyclohexanone 2725.33
    propylene glycol 315.01
    isopropyl acetate 971.71
    DMAc 1082.43
    2-ethoxyethanol 602.2
    isopentanol 1251.25
    n-heptane 238.67
    ethyl formate 707.47
    1,2-dichloroethane 2113.17
    n-hexanol 1466.82
    2-methoxyethanol 1073.44
    isobutyl acetate 600.27
    tetrachloromethane 674.32
    n-pentyl acetate 841.45
    transcutol 2486.59
    n-heptanol 558.97
    ethylbenzene 504.44
    MIBK 878.51
    2-propoxyethanol 1337.04
    tert-butanol 1796.45
    MTBE 1698.59
    2-butoxyethanol 728.35
    propionic acid 873.55
    o-xylene 563.81
    formic acid 216.01
    diethyl ether 1421.88
    m-xylene 654.58
    p-xylene 703.0
    chlorobenzene 1398.35
    dimethyl carbonate 289.26
    n-octane 105.04
    formamide 279.49
    cyclopentanone 2380.96
    2-pentanone 1237.77
    anisole 716.41
    cyclopentyl methyl ether 1615.41
    gamma-butyrolactone 2237.13
    1-methoxy-2-propanol 1007.75
    pyridine 1775.06
    3-pentanone 864.84
    furfural 1463.96
    n-dodecane 77.96
    diethylene glycol 613.51
    diisopropyl ether 572.83
    tert-amyl alcohol 1408.13
    acetylacetone 1137.04
    n-hexadecane 93.36
    acetophenone 634.15
    methyl propionate 808.29
    isopentyl acetate 1443.66
    trichloroethylene 3703.41
    n-nonanol 522.75
    cyclohexanol 1709.17
    benzyl alcohol 552.91
    2-ethylhexanol 804.38
    isooctanol 465.27
    dipropyl ether 805.58
    1,2-dichlorobenzene 1111.71
    ethyl lactate 312.07
    propylene carbonate 1377.47
    n-methylformamide 559.07
    2-pentanol 1123.03
    n-pentane 336.66
    1-propoxy-2-propanol 1138.21
    1-methoxy-2-propyl acetate 1044.23
    2-(2-methoxypropoxy) propanol 679.05
    mesitylene 466.02
    ε-caprolactone 2004.05
    p-cymene 381.48
    epichlorohydrin 2512.44
    1,1,1-trichloroethane 2464.55
    2-aminoethanol 350.49
    morpholine-4-carbaldehyde 1453.69
    sulfolane 1875.79
    2,2,4-trimethylpentane 181.01
    2-methyltetrahydrofuran 2953.27
    n-hexyl acetate 1312.47
    isooctane 157.66
    2-(2-butoxyethoxy)ethanol 974.15
    sec-butyl acetate 638.54
    tert-butyl acetate 1031.59
    decalin 279.07
    glycerin 297.18
    diglyme 1510.59
    acrylic acid 597.91
    isopropyl myristate 468.29
    n-butyric acid 1591.33
    acetyl acetate 798.11
    di(2-ethylhexyl) phthalate 401.73
    ethyl propionate 664.28
    nitromethane 1287.16
    1,2-diethoxyethane 1153.55
    benzonitrile 899.09
    trioctyl phosphate 303.22
    1-bromopropane 1543.68
    gamma-valerolactone 2480.74
    n-decanol 377.95
    triethyl phosphate 319.5
    4-methyl-2-pentanol 638.8
    propionitrile 893.11
    vinylene carbonate 1055.92
    1,1,2-trichlorotrifluoroethane 1232.15
    DMS 662.47
    cumene 365.27
    2-octanol 455.5
    2-hexanone 863.18
    octyl acetate 595.98
    limonene 642.99
    1,2-dimethoxyethane 1236.8
    ethyl orthosilicate 334.77
    tributyl phosphate 388.01
    diacetone alcohol 956.1
    N,N-dimethylaniline 484.9
    acrylonitrile 777.36
    aniline 938.78
    1,3-propanediol 700.57
    bromobenzene 1556.46
    dibromomethane 2459.25
    1,1,2,2-tetrachloroethane 3305.21
    2-methyl-cyclohexyl acetate 721.46
    tetrabutyl urea 453.44
    diisobutyl methanol 471.9
    2-phenylethanol 793.29
    styrene 575.1
    dioctyl adipate 570.21
    dimethyl sulfate 381.19
    ethyl butyrate 772.67
    methyl lactate 352.29
    butyl lactate 608.71
    diethyl carbonate 492.02
    propanediol butyl ether 697.24
    triethyl orthoformate 538.64
    p-tert-butyltoluene 365.12
    methyl 4-tert-butylbenzoate 660.96
    morpholine 2845.45
    tert-butylamine 1293.53
    n-dodecanol 290.37
    dimethoxymethane 873.63
    ethylene carbonate 1047.37
    cyrene 531.24
    2-ethoxyethyl acetate 924.87
    2-ethylhexyl acetate 1128.26
    1,2,4-trichlorobenzene 1314.44
    4-methylpyridine 1874.3
    dibutyl ether 849.59
    2,6-dimethyl-4-heptanol 471.9
    DEF 1097.13
    dimethyl isosorbide 1186.37
    tetrachloroethylene 1888.64
    eugenol 585.69
    triacetin 757.75
    span 80 773.02
    1,4-butanediol 238.82
    1,1-dichloroethane 2570.18
    2-methyl-1-pentanol 810.89
    methyl formate 457.36
    2-methyl-1-butanol 1130.89
    n-decane 139.15
    butyronitrile 1285.58
    3,7-dimethyl-1-octanol 633.36
    1-chlorooctane 533.95
    1-chlorotetradecane 213.18
    n-nonane 144.52
    undecane 100.56
    tert-butylcyclohexane 240.83
    cyclooctane 243.37
    cyclopentanol 1496.51
    tetrahydropyran 3299.97
    tert-amyl methyl ether 994.08
    2,5,8-trioxanonane 956.43
    1-hexene 934.14
    2-isopropoxyethanol 534.36
    2,2,2-trifluoroethanol 337.02
    methyl butyrate 906.8

    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