Menthyl isovalerate, (+-)-

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  • Identifiers

    CAS number
    89-47-4

    Molecular formula
    C15H28O2

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

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Fruity 87.87%
    Herbal 86.36%
    Mint 76.41%
    Sweet 71.27%
    Floral 58.17%
    Cooling 54.08%
    Fresh 49.39%
    Woody 47.96%
    Balsamic 41.5%
    Camphoreous 38.99%

     

    Flavor
    Fruity 46.61%
    Herbal 41.04%
    Green 34.14%
    Tropical 32.52%
    Minty 31.34%
    Sweet 27.57%
    Herb 24.07%
    Fresh 22.25%
    Mint 22.07%
    Mild 21.91%

     

    Odor impact est.
    Medium

  • Properties

    XLogP3-AA
    4.9

    pKa est.
    7.47 (neutral)

    Molecular weight
    240.38 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Slow

    Boiling point

    • 260.00 to 262.00 °C. @ 750.00 mm Hg

    Flash point

    • 107.38 ˚C est.

    Solubility expt.

    • insoluble in water
    • 1 ml in 10 ml 80% alcohol (in ethanol)
    • Practically insoluble to insoluble in water
    • Soluble (in ethanol)

  • Synonyms

    • 89-47-4
    • L-Menthyl isovalerate
    • Menthyl isovalerate, (-)-
    • P5M0O284O6
    • Butanoic acid, 3-methyl-, (1R,2S,5R)-5-methyl-2-(1-methylethyl)cyclohexyl ester
    • E6QE751102
    • DL-MENTHYL ISOVALERATE
    • Butanoic acid, 3-methyl-, (1R,2S,5R)-5-methyl-2-(1-methylethyl)cyclohexyl ester, rel-
    • MENTHYL ISOVALERATE [MI]
    • DTXSID90883268
    • MENTHYL ISOVALERATE [FHFI]
    • MENTHYL VALERATE [WHO-DD]
    • (1R,2S,5R)-5-methyl-2-(propan-2-yl)cyclohexyl 3-methylbutanoate
    • MENTHYL ISOVALERATE [MART.]
    • EINECS 201-910-2
    • MENTHYL ISOVALERATE RACEMATE [MI]
    • FEMA NO. 4156, (-)-
    • MENTHYL ISOVALERATE (MART.)
    • Butanoic acid, 3-methyl-, 5-methyl-2-(1-methylethyl)cyclohexyl ester, (1alpha,2beta,5alpha)-
    • BUTANOIC ACID, 3-METHYL-, 5-METHYL-2-(1-METHYLETHYL)CYCLOHEXYL ESTER, (1R-(1.ALPHA.,2.BETA.,5.ALPHA.))-
    • Butanoic acid, 3-methyl-, 5-methyl-2-(1-methylethyl)cyclohexyl ester, [1R-(1.alpha.,2.beta.,5.alpha.)]-
    • RefChem:810976
    • Menthyl isovalerate, (+-)-
    • DTXCID801022811
    • MENTHYL ISOVALERATE RACEMATE
    • Butanoic acid, 3-methyl-, 5-methyl-2-(1-methylethyl)cyclohexyl ester, (1R-(1alpha,2beta,5alpha))-
    • FEMA NO. 4156, (+-)-
    • 201-910-2
    • Butanoic acid, 3-methyl-, 5-methyl-2-(1-methylethyl)cyclohexyl ester, (1.alpha.,2.beta.,5.alpha.)-
    • Menthyl isovalerate
    • Menthyl valerate
    • 28221-20-7
    • [(1R,2S,5R)-5-methyl-2-propan-2-ylcyclohexyl] 3-methylbutanoate
    • Menthyl isovalerate, (+/-)-
    • Menthol isovalerate
    • UNII-P5M0O284O6
    • EINECS 248-911-4
    • 3-p-menthyl isovalerate
    • SCHEMBL873739
    • UNII-E6QE751102
    • FEMA 2669
    • DTXSID90893827
    • VYQSSWZYPCCBRN-HZSPNIEDSA-N
    • P- MENTH-3-YL ISOVALERATE
    • NS00126196
    • FEMA NO. 4156, (+/-)-
    • (1R,2S,5R)-2-ISOPROPYL-5-METHYLCYCLOHEXYL 3-METHYLBUTANOATE
    • rel-(1R,2S,5R)-2-Isopropyl-5-methylcyclohexyl 3-methylbutanoate
    • (1R-(1alpha,2beta,5alpha))-2-Isopropenyl-5-methylcyclohexyl isovalerate
    • valofin

  • Applications

    Menthyl isovalerate, (+-), CAS 89-47-4, is a fragrance ingredient used primarily in perfumery and cosmetics, with a minty, refreshing note and often serving as a fixative to extend fragrance longevity; it is used in personal care products such as creams, lotions, and shampoos to impart a minty aroma, and also appears in household cleaners and air fresheners to provide a fresh scent; in industrial manufacturing it can be used as a fragrance component in consumer product formulations or in coatings and inks to impart odor; it may also be considered an intermediate in fragrance synthesis, depending on formulation and regulatory constraints.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 2264.56
    methanol 1684.88
    isopropanol 2525.68
    water 1.15
    ethyl acetate 1907.19
    n-propanol 1914.17
    acetone 2481.46
    n-butanol 1847.69
    acetonitrile 1512.17
    DMF 1718.4
    toluene 1185.85
    isobutanol 1715.62
    1,4-dioxane 3410.01
    methyl acetate 1418.22
    THF 5305.25
    2-butanone 1825.04
    n-pentanol 1084.82
    sec-butanol 2038.92
    n-hexane 713.72
    ethylene glycol 157.13
    NMP 2247.72
    cyclohexane 1580.09
    DMSO 1421.86
    n-butyl acetate 2379.35
    n-octanol 1005.74
    chloroform 6237.84
    n-propyl acetate 1193.5
    acetic acid 2175.73
    dichloromethane 4326.04
    cyclohexanone 4150.46
    propylene glycol 455.75
    isopropyl acetate 1421.44
    DMAc 1373.83
    2-ethoxyethanol 846.37
    isopentanol 1817.74
    n-heptane 457.13
    ethyl formate 1102.15
    1,2-dichloroethane 2816.51
    n-hexanol 1982.84
    2-methoxyethanol 1481.06
    isobutyl acetate 929.4
    tetrachloromethane 1130.66
    n-pentyl acetate 1385.41
    transcutol 3162.1
    n-heptanol 896.38
    ethylbenzene 713.28
    MIBK 1236.47
    2-propoxyethanol 1779.85
    tert-butanol 2646.34
    MTBE 2340.69
    2-butoxyethanol 1100.37
    propionic acid 1416.69
    o-xylene 787.48
    formic acid 368.97
    diethyl ether 1987.01
    m-xylene 849.07
    p-xylene 1082.47
    chlorobenzene 2037.99
    dimethyl carbonate 392.61
    n-octane 190.64
    formamide 412.82
    cyclopentanone 3393.76
    2-pentanone 1756.7
    anisole 984.45
    cyclopentyl methyl ether 2263.24
    gamma-butyrolactone 3293.22
    1-methoxy-2-propanol 1316.69
    pyridine 2615.63
    3-pentanone 1178.53
    furfural 2238.65
    n-dodecane 133.41
    diethylene glycol 791.3
    diisopropyl ether 846.44
    tert-amyl alcohol 2021.56
    acetylacetone 1634.27
    n-hexadecane 158.63
    acetophenone 920.72
    methyl propionate 1086.38
    isopentyl acetate 2173.69
    trichloroethylene 4994.26
    n-nonanol 842.62
    cyclohexanol 2588.79
    benzyl alcohol 791.85
    2-ethylhexanol 1211.46
    isooctanol 739.32
    dipropyl ether 1289.69
    1,2-dichlorobenzene 1614.04
    ethyl lactate 446.46
    propylene carbonate 2204.41
    n-methylformamide 805.52
    2-pentanol 1643.5
    n-pentane 539.16
    1-propoxy-2-propanol 1606.62
    1-methoxy-2-propyl acetate 1429.01
    2-(2-methoxypropoxy) propanol 889.0
    mesitylene 652.05
    ε-caprolactone 3068.93
    p-cymene 573.04
    epichlorohydrin 3233.22
    1,1,1-trichloroethane 3427.95
    2-aminoethanol 517.84
    morpholine-4-carbaldehyde 1885.27
    sulfolane 2855.34
    2,2,4-trimethylpentane 280.52
    2-methyltetrahydrofuran 3797.17
    n-hexyl acetate 2038.92
    isooctane 240.4
    2-(2-butoxyethoxy)ethanol 1304.11
    sec-butyl acetate 939.79
    tert-butyl acetate 1457.25
    decalin 458.22
    glycerin 438.45
    diglyme 2049.99
    acrylic acid 985.13
    isopropyl myristate 721.28
    n-butyric acid 2579.61
    acetyl acetate 1232.89
    di(2-ethylhexyl) phthalate 574.02
    ethyl propionate 923.31
    nitromethane 2018.22
    1,2-diethoxyethane 1581.41
    benzonitrile 1389.2
    trioctyl phosphate 455.92
    1-bromopropane 2090.62
    gamma-valerolactone 3569.71
    n-decanol 582.91
    triethyl phosphate 466.31
    4-methyl-2-pentanol 916.9
    propionitrile 1311.32
    vinylene carbonate 1647.27
    1,1,2-trichlorotrifluoroethane 1735.14
    DMS 929.36
    cumene 544.91
    2-octanol 740.93
    2-hexanone 1258.17
    octyl acetate 909.3
    limonene 966.61
    1,2-dimethoxyethane 1756.52
    ethyl orthosilicate 477.92
    tributyl phosphate 574.2
    diacetone alcohol 1284.72
    N,N-dimethylaniline 653.02
    acrylonitrile 1128.23
    aniline 1286.39
    1,3-propanediol 1010.32
    bromobenzene 2267.83
    dibromomethane 3402.47
    1,1,2,2-tetrachloroethane 4427.92
    2-methyl-cyclohexyl acetate 1077.58
    tetrabutyl urea 661.0
    diisobutyl methanol 730.49
    2-phenylethanol 1083.5
    styrene 832.22
    dioctyl adipate 848.65
    dimethyl sulfate 555.48
    ethyl butyrate 1220.0
    methyl lactate 496.27
    butyl lactate 942.52
    diethyl carbonate 749.26
    propanediol butyl ether 1018.17
    triethyl orthoformate 829.3
    p-tert-butyltoluene 544.8
    methyl 4-tert-butylbenzoate 950.96
    morpholine 3536.55
    tert-butylamine 1903.53
    n-dodecanol 449.76
    dimethoxymethane 1096.9
    ethylene carbonate 1642.64
    cyrene 701.16
    2-ethoxyethyl acetate 1348.44
    2-ethylhexyl acetate 1703.96
    1,2,4-trichlorobenzene 1895.03
    4-methylpyridine 2631.71
    dibutyl ether 1361.43
    2,6-dimethyl-4-heptanol 730.49
    DEF 1471.42
    dimethyl isosorbide 1581.82
    tetrachloroethylene 2770.03
    eugenol 797.72
    triacetin 1144.22
    span 80 1082.81
    1,4-butanediol 366.03
    1,1-dichloroethane 3526.33
    2-methyl-1-pentanol 1104.62
    methyl formate 688.2
    2-methyl-1-butanol 1547.35
    n-decane 252.35
    butyronitrile 1957.55
    3,7-dimethyl-1-octanol 950.54
    1-chlorooctane 842.34
    1-chlorotetradecane 327.97
    n-nonane 268.79
    undecane 175.02
    tert-butylcyclohexane 381.46
    cyclooctane 420.81
    cyclopentanol 2272.71
    tetrahydropyran 4502.72
    tert-amyl methyl ether 1372.55
    2,5,8-trioxanonane 1259.2
    1-hexene 1372.75
    2-isopropoxyethanol 748.98
    2,2,2-trifluoroethanol 595.86
    methyl butyrate 1340.91

    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