Cyclopentaneacetic acid, 3-oxo-2-pentyl-, methyl ester, (1R-cis)-

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  • Identifiers

    CAS number
    39647-11-5

    Molecular formula
    C13H22O3

    SMILES
    CCCCC[C@H]1[C@H](CCC1=O)CC(=O)OC

  • Odor profile

    Fragrance
    Floral 87.64%
    Jasmin 79.67%
    Green 75.02%
    Fruity 66.48%
    Oily 50.81%
    Fresh 49.66%
    Sweet 45.85%
    Lactonic 44.6%
    Waxy 43.86%
    Herbal 40.94%

     

    Flavor
    Floral 61.89%
    Green 57.68%
    Oily 52.34%
    Waxy 51.91%
    Tropical 44.77%
    Fruity 42.78%
    Fresh 42.3%
    Jasmin 33.22%
    Herbal 32.14%
    Fatty 31.02%

     

    Odor impact est.
    Medium

  • Properties

    XLogP3-AA
    2.7

    pKa est.
    8.1 (weak base)

    Molecular weight
    226.31 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    304°C

    Flash point

    • 133.86 ˚C est.

  • Synonyms

    • cis-Methyl dihydrojasmonate
    • cis-Dihydrojasmonic acid methyl ester
    • Methyl dihydrojasmonate, (+-)-cis-
    • 39647-11-5
    • Cyclopentaneacetic acid, 3-oxo-2-pentyl-, methyl ester, (1R-cis)-
    • GUD0935N0R
    • Cyclopentaneacetic acid, 3-oxo-2-pentyl-, methyl ester, (1R,2S)-
    • methyl dihydroepijasmonate
    • UNII-GUD0935N0R
    • (+-)-cis-Methyl dihydrojasmonate
    • (+-)-9,10-Dihydro-7-isojasmonate
    • (+-)-(1R,2S)-methyl dihydrojasmonate
    • FEMA No. 3408, (+-)-cis-
    • (+-)-9,10-Dihydro-7-isojasmonic acid methyl ester
    • methyl 2-[(1R,2S)-3-oxo-2-pentylcyclopentyl]acetate
    • SCHEMBL1482739
    • cis-(+)-methyl dihydrojasmonate
    • DTXSID80192755
    • (+)-CIS-METHYL DIHYDROJASMONATE
    • FEMA NO. 3408, (+)-CIS-
    • METHYL DIHYDROJASMONATE, CIS-(+)-
    • (+)-9,10-DIHYDRO-7-ISOJASMONATE
    • METHYL DIHYDROJASMONATE (+)-(1R,2S)-FORM
    • Q27279288
    • METHYL DIHYDROJASMONATE (+)-(1R,2S)-FORM [MI]
    • (+)-9,10-DIHYDRO-7-ISOJASMONIC ACID METHYL ESTER
    • methyl (+)-(1R)-cis-3-oxo-2-pentyl-1-cyclopentaneacetate

  • Applications

    Cyclopentaneacetic acid, 3-oxo-2-pentyl-, methyl ester, (1R-cis)- (CAS 39647-11-5) is primarily used as a chiral building block and synthetic intermediate in pharmaceutical and agrochemical research; it serves as a stereochemically defined precursor for the elaboration of cyclopentane-containing frameworks and the preparation of more complex target molecules; it can function as a precursor for chiral catalysts or ligand systems used in asymmetric synthesis; and it finds use in specialized organic synthesis to access cyclopentane-based motifs in high-value chemicals and pilot-scale production.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 3192.19
    methanol 5383.34
    isopropanol 2483.81
    water 1.38
    ethyl acetate 3226.91
    n-propanol 2180.47
    acetone 4650.35
    n-butanol 1718.25
    acetonitrile 3414.05
    DMF 4017.12
    toluene 796.27
    isobutanol 1522.44
    1,4-dioxane 3313.3
    methyl acetate 2023.96
    THF 3636.61
    2-butanone 2570.7
    n-pentanol 961.81
    sec-butanol 1416.28
    n-hexane 19.41
    ethylene glycol 403.24
    NMP 2298.72
    cyclohexane 72.43
    DMSO 3829.72
    n-butyl acetate 1166.38
    n-octanol 160.08
    chloroform 5384.33
    n-propyl acetate 1368.71
    acetic acid 3488.2
    dichloromethane 4356.79
    cyclohexanone 3258.09
    propylene glycol 660.49
    isopropyl acetate 1918.25
    DMAc 2163.1
    2-ethoxyethanol 1744.73
    isopentanol 1553.24
    n-heptane 5.93
    ethyl formate 1725.1
    1,2-dichloroethane 2828.45
    n-hexanol 579.78
    2-methoxyethanol 3327.94
    isobutyl acetate 789.78
    tetrachloromethane 485.9
    n-pentyl acetate 529.52
    transcutol 4736.5
    n-heptanol 186.98
    ethylbenzene 307.55
    MIBK 1182.91
    2-propoxyethanol 1279.87
    tert-butanol 2402.57
    MTBE 1736.25
    2-butoxyethanol 598.87
    propionic acid 1748.07
    o-xylene 409.49
    formic acid 1211.79
    diethyl ether 1632.05
    m-xylene 487.81
    p-xylene 425.7
    chlorobenzene 1349.18
    dimethyl carbonate 638.01
    n-octane 3.4
    formamide 2067.65
    cyclopentanone 3190.56
    2-pentanone 2152.69
    anisole 897.09
    cyclopentyl methyl ether 1352.08
    gamma-butyrolactone 3780.68
    1-methoxy-2-propanol 2251.88
    pyridine 2877.48
    3-pentanone 1120.17
    furfural 3021.5
    n-dodecane 4.35
    diethylene glycol 1054.08
    diisopropyl ether 294.63
    tert-amyl alcohol 1402.87
    acetylacetone 2461.17
    n-hexadecane 5.47
    acetophenone 883.42
    methyl propionate 1650.88
    isopentyl acetate 1017.81
    trichloroethylene 5733.42
    n-nonanol 144.03
    cyclohexanol 1339.73
    benzyl alcohol 886.16
    2-ethylhexanol 261.29
    isooctanol 172.23
    dipropyl ether 231.65
    1,2-dichlorobenzene 1101.84
    ethyl lactate 440.59
    propylene carbonate 1900.84
    n-methylformamide 2616.43
    2-pentanol 909.19
    n-pentane 19.1
    1-propoxy-2-propanol 756.72
    1-methoxy-2-propyl acetate 1079.36
    2-(2-methoxypropoxy) propanol 565.09
    mesitylene 246.42
    ε-caprolactone 2653.56
    p-cymene 126.39
    epichlorohydrin 3789.72
    1,1,1-trichloroethane 2468.7
    2-aminoethanol 1038.23
    morpholine-4-carbaldehyde 2390.8
    sulfolane 3076.65
    2,2,4-trimethylpentane 23.6
    2-methyltetrahydrofuran 2531.01
    n-hexyl acetate 640.89
    isooctane 19.6
    2-(2-butoxyethoxy)ethanol 900.92
    sec-butyl acetate 913.36
    tert-butyl acetate 1489.18
    decalin 41.22
    glycerin 871.9
    diglyme 1852.38
    acrylic acid 1456.16
    isopropyl myristate 171.72
    n-butyric acid 3071.84
    acetyl acetate 1599.62
    di(2-ethylhexyl) phthalate 221.86
    ethyl propionate 975.47
    nitromethane 5489.02
    1,2-diethoxyethane 998.3
    benzonitrile 1323.16
    trioctyl phosphate 127.7
    1-bromopropane 1082.27
    gamma-valerolactone 4202.35
    n-decanol 96.82
    triethyl phosphate 219.89
    4-methyl-2-pentanol 454.17
    propionitrile 1803.52
    vinylene carbonate 1724.1
    1,1,2-trichlorotrifluoroethane 2528.68
    DMS 692.29
    cumene 183.49
    2-octanol 124.08
    2-hexanone 1104.46
    octyl acetate 220.05
    limonene 179.13
    1,2-dimethoxyethane 2572.47
    ethyl orthosilicate 215.37
    tributyl phosphate 202.27
    diacetone alcohol 1465.28
    N,N-dimethylaniline 444.5
    acrylonitrile 2206.24
    aniline 1469.9
    1,3-propanediol 1754.15
    bromobenzene 1333.19
    dibromomethane 2421.94
    1,1,2,2-tetrachloroethane 4253.13
    2-methyl-cyclohexyl acetate 403.08
    tetrabutyl urea 230.36
    diisobutyl methanol 152.27
    2-phenylethanol 595.61
    styrene 486.18
    dioctyl adipate 299.0
    dimethyl sulfate 917.64
    ethyl butyrate 608.6
    methyl lactate 700.36
    butyl lactate 444.73
    diethyl carbonate 405.64
    propanediol butyl ether 621.58
    triethyl orthoformate 368.09
    p-tert-butyltoluene 121.79
    methyl 4-tert-butylbenzoate 496.92
    morpholine 4256.55
    tert-butylamine 1065.38
    n-dodecanol 67.11
    dimethoxymethane 1867.96
    ethylene carbonate 1560.36
    cyrene 546.03
    2-ethoxyethyl acetate 937.06
    2-ethylhexyl acetate 656.98
    1,2,4-trichlorobenzene 1320.15
    4-methylpyridine 2881.66
    dibutyl ether 239.33
    2,6-dimethyl-4-heptanol 152.27
    DEF 2057.82
    dimethyl isosorbide 859.93
    tetrachloroethylene 2535.6
    eugenol 504.34
    triacetin 687.39
    span 80 453.24
    1,4-butanediol 532.56
    1,1-dichloroethane 3264.87
    2-methyl-1-pentanol 799.65
    methyl formate 1774.77
    2-methyl-1-butanol 1221.9
    n-decane 7.55
    butyronitrile 1866.5
    3,7-dimethyl-1-octanol 223.64
    1-chlorooctane 85.56
    1-chlorotetradecane 28.02
    n-nonane 6.1
    undecane 5.41
    tert-butylcyclohexane 33.21
    cyclooctane 13.63
    cyclopentanol 1396.88
    tetrahydropyran 2755.83
    tert-amyl methyl ether 790.82
    2,5,8-trioxanonane 1007.28
    1-hexene 205.67
    2-isopropoxyethanol 1041.62
    2,2,2-trifluoroethanol 1054.75
    methyl butyrate 1529.71

    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