Isopropyl 5-oxo-DL-prolinate

Overview IFRA Request a quote

  • Identifiers

    CAS number
    85136-11-4

    Molecular formula
    C8H13NO3

    SMILES
    CC(C)OC(=O)C1CCC(=O)N1

    Safety labels

  • Odor profile

    Fragrance
    Odorless 37.82%
    Sweet 37.63%
    Caramellic 36.44%
    Nutty 27.66%
    Fruity 26.29%
    Buttery 24.24%
    Roasted 22.7%
    Mint 22.17%
    Cooling 19.85%
    Burnt 19.31%

     

    Flavor
    Bitter 62.84%
    Fruity 28.33%
    Odorless 26.66%
    Very mild 20.62%
    Bland 19.88%
    Sweet-like 19.18%
    Cedarleaf 18.85%
    Orange flower 18.63%
    Taco 18.5%
    Toffee 18.5%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    0.4

    pKa est.
    7.52 (neutral)

    Molecular weight
    171.19 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    314°C

    Flash point

    • 147.02 ˚C est.

  • Synonyms

    • 85136-11-4
    • ISOPROPYL 5-OXOPYRROLIDINE-2-CARBOXYLATE
    • Isopropyl 5-oxo-DL-prolinate
    • NSC-134259
    • EINECS 285-734-1
    • NSC134259
    • ISOPROPYL (2S)-5-OXOPYRROLIDINE-2-CARBOXYLATE
    • SCHEMBL3769213
    • DTXSID401005554
    • isopropyl 2-pyrrolidone-5-carboxylate
    • AKOS017270821
    • Propan-2-yl 5-hydroxy-3,4-dihydro-2H-pyrrole-2-carboxylate
    • 85136-11-4

  • Applications

    Isopropyl 5-oxo-DL-prolinate is primarily used as a protected proline derivative and chemical intermediate in organic synthesis. In pharmaceutical and agrochemical R&D, it serves as a building block for proline-containing compounds and peptide mimetics, enabling selective deprotection steps in sequence syntheses. It is also evaluated as a chiral or racemic precursor for asymmetric syntheses and may be employed in fragrance and cosmetics as a fragrance ingredient precursor or cosmetic formulation intermediate. In polymer and materials chemistry, it can act as a specialty intermediate for proline-based monomers or additives. In industrial manufacturing, it is handled as a precursor in the production of fine chemicals and specialty intermediates, subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 369.04
    methanol 883.32
    isopropanol 209.33
    water 31.44
    ethyl acetate 73.18
    n-propanol 206.75
    acetone 256.29
    n-butanol 160.25
    acetonitrile 201.15
    DMF 623.59
    toluene 30.05
    isobutanol 141.45
    1,4-dioxane 139.72
    methyl acetate 109.43
    THF 213.97
    2-butanone 136.41
    n-pentanol 121.56
    sec-butanol 164.22
    n-hexane 2.3
    ethylene glycol 151.96
    NMP 459.46
    cyclohexane 2.2
    DMSO 860.34
    n-butyl acetate 67.39
    n-octanol 44.35
    chloroform 299.41
    n-propyl acetate 57.49
    acetic acid 643.19
    dichloromethane 356.74
    cyclohexanone 181.21
    propylene glycol 172.16
    isopropyl acetate 49.11
    DMAc 566.94
    2-ethoxyethanol 224.36
    isopentanol 127.93
    n-heptane 1.18
    ethyl formate 165.14
    1,2-dichloroethane 156.99
    n-hexanol 71.05
    2-methoxyethanol 392.98
    isobutyl acetate 37.58
    tetrachloromethane 17.51
    n-pentyl acetate 47.66
    transcutol 322.24
    n-heptanol 33.41
    ethylbenzene 25.93
    MIBK 56.79
    2-propoxyethanol 162.18
    tert-butanol 166.94
    MTBE 62.57
    2-butoxyethanol 88.37
    propionic acid 218.78
    o-xylene 29.39
    formic acid 571.47
    diethyl ether 42.45
    m-xylene 26.57
    p-xylene 39.47
    chlorobenzene 81.83
    dimethyl carbonate 46.01
    n-octane 1.1
    formamide 480.5
    cyclopentanone 246.08
    2-pentanone 87.62
    anisole 70.91
    cyclopentyl methyl ether 56.18
    gamma-butyrolactone 353.08
    1-methoxy-2-propanol 210.36
    pyridine 174.65
    3-pentanone 54.31
    furfural 417.05
    n-dodecane 1.59
    diethylene glycol 189.58
    diisopropyl ether 10.61
    tert-amyl alcohol 146.71
    acetylacetone 124.5
    n-hexadecane 1.79
    acetophenone 102.04
    methyl propionate 75.05
    isopentyl acetate 60.72
    trichloroethylene 327.98
    n-nonanol 36.11
    cyclohexanol 90.73
    benzyl alcohol 122.46
    2-ethylhexanol 34.77
    isooctanol 28.16
    dipropyl ether 16.75
    1,2-dichlorobenzene 84.5
    ethyl lactate 63.79
    propylene carbonate 195.03
    n-methylformamide 388.02
    2-pentanol 74.12
    n-pentane 1.96
    1-propoxy-2-propanol 86.45
    1-methoxy-2-propyl acetate 72.35
    2-(2-methoxypropoxy) propanol 96.14
    mesitylene 14.94
    ε-caprolactone 181.76
    p-cymene 16.31
    epichlorohydrin 292.76
    1,1,1-trichloroethane 77.12
    2-aminoethanol 235.13
    morpholine-4-carbaldehyde 331.15
    sulfolane 432.88
    2,2,4-trimethylpentane 3.02
    2-methyltetrahydrofuran 129.12
    n-hexyl acetate 72.2
    isooctane 1.6
    2-(2-butoxyethoxy)ethanol 118.47
    sec-butyl acetate 36.39
    tert-butyl acetate 48.56
    decalin 3.97
    glycerin 239.47
    diglyme 191.71
    acrylic acid 253.54
    isopropyl myristate 24.13
    n-butyric acid 208.37
    acetyl acetate 77.08
    di(2-ethylhexyl) phthalate 46.67
    ethyl propionate 48.62
    nitromethane 586.83
    1,2-diethoxyethane 58.75
    benzonitrile 142.62
    trioctyl phosphate 28.9
    1-bromopropane 59.56
    gamma-valerolactone 333.59
    n-decanol 26.54
    triethyl phosphate 35.23
    4-methyl-2-pentanol 42.21
    propionitrile 110.36
    vinylene carbonate 209.2
    1,1,2-trichlorotrifluoroethane 279.25
    DMS 71.05
    cumene 20.98
    2-octanol 25.6
    2-hexanone 65.92
    octyl acetate 36.16
    limonene 20.01
    1,2-dimethoxyethane 237.56
    ethyl orthosilicate 29.6
    tributyl phosphate 37.47
    diacetone alcohol 93.11
    N,N-dimethylaniline 59.59
    acrylonitrile 194.13
    aniline 86.76
    1,3-propanediol 257.75
    bromobenzene 66.28
    dibromomethane 174.5
    1,1,2,2-tetrachloroethane 231.93
    2-methyl-cyclohexyl acetate 48.08
    tetrabutyl urea 51.71
    diisobutyl methanol 18.01
    2-phenylethanol 77.01
    styrene 33.03
    dioctyl adipate 46.88
    dimethyl sulfate 126.98
    ethyl butyrate 45.03
    methyl lactate 89.01
    butyl lactate 64.93
    diethyl carbonate 40.46
    propanediol butyl ether 121.18
    triethyl orthoformate 34.81
    p-tert-butyltoluene 14.0
    methyl 4-tert-butylbenzoate 76.16
    morpholine 194.76
    tert-butylamine 68.32
    n-dodecanol 19.28
    dimethoxymethane 157.16
    ethylene carbonate 149.32
    cyrene 127.48
    2-ethoxyethyl acetate 71.2
    2-ethylhexyl acetate 44.08
    1,2,4-trichlorobenzene 103.44
    4-methylpyridine 185.56
    dibutyl ether 25.43
    2,6-dimethyl-4-heptanol 18.01
    DEF 141.59
    dimethyl isosorbide 131.91
    tetrachloroethylene 129.44
    eugenol 89.87
    triacetin 84.71
    span 80 77.78
    1,4-butanediol 132.64
    1,1-dichloroethane 121.37
    2-methyl-1-pentanol 112.73
    methyl formate 295.33
    2-methyl-1-butanol 132.52
    n-decane 2.5
    butyronitrile 126.75
    3,7-dimethyl-1-octanol 41.12
    1-chlorooctane 16.07
    1-chlorotetradecane 6.41
    n-nonane 2.08
    undecane 1.93
    tert-butylcyclohexane 3.58
    cyclooctane 0.97
    cyclopentanol 120.13
    tetrahydropyran 86.65
    tert-amyl methyl ether 51.95
    2,5,8-trioxanonane 132.17
    1-hexene 15.83
    2-isopropoxyethanol 119.47
    2,2,2-trifluoroethanol 202.82
    methyl butyrate 84.9

    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