(4R,5R)-3,4-Dihydroxy-2-(3-methylbutanoyl)-5-(3-methylbut-2-en-1-yl)cyclopent-2-en-1-one

Overview IFRA Request a quote

  • Identifiers

    CAS number
    24184-12-1

    Molecular formula
    C15H22O4

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

    Safety labels

  • Odor profile

    Fragrance
    Herbal 48.23%
    Mint 44.84%
    Sweet 38.73%
    Spicy 32.34%
    Woody 28.64%
    Cooling 28.34%
    Fruity 27.74%
    Citrus 26.07%
    Odorless 24.22%
    Warm 22.55%

     

    Flavor
    Bitter 70.49%
    Herbal 22.08%
    Cedarleaf 20.8%
    Odorless 19.98%
    Lovage 19.91%
    Leaves 19.79%
    Basil 19.36%
    Heather 19.3%
    Broom 19.27%
    Genet 19.13%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    2.8

    pKa est.
    7.3 (neutral)

    Molecular weight
    266.33 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    412°C

    Flash point

    • 154.32 ˚C est.

  • Synonyms

    • SCHEMBL29823181
    • SCHEMBL29823542
    • DTXSID001121118
    • (4R,5R)-3,4-Dihydroxy-2-(3-methylbutanoyl)-5-(3-methylbut-2-en-1-yl)cyclopent-2-en-1-one
    • (4R,5R)-3,4-Dihydroxy-5-(3-methyl-2-buten-1-yl)-2-(3-methyl-1-oxobutyl)-2-cyclopenten-1-one
    • 24184-12-1
    • 24184-12-1

  • Applications

    CAS 24184-12-1, (4R,5R)-3,4-Dihydroxy-2-(3-methylbutanoyl)-5-(3-methylbut-2-en-1-yl)cyclopent-2-en-1-one may be used as a synthetic intermediate and building block in organic synthesis, particularly for polyketide- or terpene-like derivatives. In fragrance and flavor applications, it can serve as a potential odor-active intermediate due to its cyclopentenone core and hydroxy functionality. In cosmetics/personal care, it may be evaluated as a fragrance component or active intermediate in formulation development. In pharmaceuticals and agrochemicals, it can function as a chiral building block or scaffold in medicinal chemistry and agrochemical synthesis, though its use is typically limited by regulatory and safety considerations and would be subject to local regulations and formulation limits. In industrial manufacturing, it may be used as a specialty chemical intermediate for the preparation of complex molecules or as a precursor in synthetic routes. The specific applications depend on regulatory status and formulation constraints.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 392.47
    methanol 508.34
    isopropanol 311.97
    water 1.23
    ethyl acetate 166.99
    n-propanol 315.22
    acetone 331.01
    n-butanol 281.73
    acetonitrile 130.5
    DMF 965.43
    toluene 65.64
    isobutanol 245.21
    1,4-dioxane 294.21
    methyl acetate 183.95
    THF 926.1
    2-butanone 240.28
    n-pentanol 179.71
    sec-butanol 245.2
    n-hexane 5.79
    ethylene glycol 169.61
    NMP 1087.11
    cyclohexane 9.26
    DMSO 991.87
    n-butyl acetate 173.74
    n-octanol 66.81
    chloroform 395.31
    n-propyl acetate 116.53
    acetic acid 502.42
    dichloromethane 330.54
    cyclohexanone 449.89
    propylene glycol 391.42
    isopropyl acetate 131.24
    DMAc 691.98
    2-ethoxyethanol 268.42
    isopentanol 249.15
    n-heptane 3.6
    ethyl formate 149.76
    1,2-dichloroethane 267.96
    n-hexanol 216.17
    2-methoxyethanol 662.81
    isobutyl acetate 92.01
    tetrachloromethane 47.56
    n-pentyl acetate 101.81
    transcutol 611.16
    n-heptanol 88.3
    ethylbenzene 42.87
    MIBK 174.98
    2-propoxyethanol 426.09
    tert-butanol 370.29
    MTBE 111.12
    2-butoxyethanol 207.05
    propionic acid 306.07
    o-xylene 52.39
    formic acid 276.88
    diethyl ether 68.37
    m-xylene 65.64
    p-xylene 61.58
    chlorobenzene 129.43
    dimethyl carbonate 140.13
    n-octane 1.89
    formamide 363.58
    cyclopentanone 802.04
    2-pentanone 213.95
    anisole 109.94
    cyclopentyl methyl ether 281.83
    gamma-butyrolactone 830.28
    1-methoxy-2-propanol 576.2
    pyridine 278.39
    3-pentanone 127.22
    furfural 529.41
    n-dodecane 1.85
    diethylene glycol 395.62
    diisopropyl ether 28.17
    tert-amyl alcohol 262.26
    acetylacetone 291.51
    n-hexadecane 2.17
    acetophenone 160.32
    methyl propionate 197.87
    isopentyl acetate 179.69
    trichloroethylene 604.4
    n-nonanol 60.09
    cyclohexanol 257.26
    benzyl alcohol 172.05
    2-ethylhexanol 99.09
    isooctanol 77.1
    dipropyl ether 50.06
    1,2-dichlorobenzene 133.67
    ethyl lactate 125.78
    propylene carbonate 444.26
    n-methylformamide 426.02
    2-pentanol 166.02
    n-pentane 4.91
    1-propoxy-2-propanol 257.97
    1-methoxy-2-propyl acetate 235.56
    2-(2-methoxypropoxy) propanol 202.08
    mesitylene 40.13
    ε-caprolactone 417.95
    p-cymene 35.29
    epichlorohydrin 743.95
    1,1,1-trichloroethane 212.66
    2-aminoethanol 348.46
    morpholine-4-carbaldehyde 675.36
    sulfolane 1105.68
    2,2,4-trimethylpentane 6.25
    2-methyltetrahydrofuran 455.06
    n-hexyl acetate 148.83
    isooctane 5.32
    2-(2-butoxyethoxy)ethanol 266.06
    sec-butyl acetate 85.01
    tert-butyl acetate 179.2
    decalin 9.28
    glycerin 476.12
    diglyme 367.35
    acrylic acid 293.46
    isopropyl myristate 48.09
    n-butyric acid 374.7
    acetyl acetate 126.32
    di(2-ethylhexyl) phthalate 84.85
    ethyl propionate 104.38
    nitromethane 547.3
    1,2-diethoxyethane 101.03
    benzonitrile 140.3
    trioctyl phosphate 63.16
    1-bromopropane 90.05
    gamma-valerolactone 838.6
    n-decanol 43.07
    triethyl phosphate 68.18
    4-methyl-2-pentanol 114.45
    propionitrile 131.84
    vinylene carbonate 316.83
    1,1,2-trichlorotrifluoroethane 634.11
    DMS 149.05
    cumene 37.37
    2-octanol 54.23
    2-hexanone 132.03
    octyl acetate 70.8
    limonene 50.35
    1,2-dimethoxyethane 303.82
    ethyl orthosilicate 64.84
    tributyl phosphate 71.9
    diacetone alcohol 368.55
    N,N-dimethylaniline 99.25
    acrylonitrile 188.83
    aniline 170.41
    1,3-propanediol 443.18
    bromobenzene 107.39
    dibromomethane 203.73
    1,1,2,2-tetrachloroethane 533.03
    2-methyl-cyclohexyl acetate 129.98
    tetrabutyl urea 99.43
    diisobutyl methanol 54.63
    2-phenylethanol 191.69
    styrene 47.08
    dioctyl adipate 88.89
    dimethyl sulfate 301.93
    ethyl butyrate 99.13
    methyl lactate 246.66
    butyl lactate 137.02
    diethyl carbonate 74.76
    propanediol butyl ether 248.24
    triethyl orthoformate 81.42
    p-tert-butyltoluene 35.81
    methyl 4-tert-butylbenzoate 168.79
    morpholine 511.04
    tert-butylamine 137.04
    n-dodecanol 30.48
    dimethoxymethane 355.43
    ethylene carbonate 257.12
    cyrene 291.44
    2-ethoxyethyl acetate 145.71
    2-ethylhexyl acetate 125.8
    1,2,4-trichlorobenzene 196.8
    4-methylpyridine 289.59
    dibutyl ether 34.02
    2,6-dimethyl-4-heptanol 54.63
    DEF 259.23
    dimethyl isosorbide 376.72
    tetrachloroethylene 278.95
    eugenol 186.32
    triacetin 149.51
    span 80 197.76
    1,4-butanediol 160.87
    1,1-dichloroethane 219.77
    2-methyl-1-pentanol 172.72
    methyl formate 302.6
    2-methyl-1-butanol 227.08
    n-decane 3.05
    butyronitrile 140.98
    3,7-dimethyl-1-octanol 77.55
    1-chlorooctane 23.45
    1-chlorotetradecane 8.97
    n-nonane 2.61
    undecane 2.33
    tert-butylcyclohexane 9.17
    cyclooctane 3.43
    cyclopentanol 374.2
    tetrahydropyran 259.11
    tert-amyl methyl ether 93.02
    2,5,8-trioxanonane 262.33
    1-hexene 28.81
    2-isopropoxyethanol 186.17
    2,2,2-trifluoroethanol 213.36
    methyl butyrate 156.18

    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