Lauroyl Proline

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  • Identifiers

    CAS number
    58725-39-6

    Molecular formula
    C17H31NO3

    SMILES
    CCCCCCCCCCCC(=O)N1CCC[C@H]1C(=O)O

    Safety labels

    Corrosive
    Corrosive

  • Odor profile

    Fragrance
    Odorless 37.38%
    Herbal 36.62%
    Cooling 29.12%
    Lactonic 28.84%
    Fresh 28.26%
    Spicy 27.87%
    Citrus 26.72%
    Waxy 26.02%
    Oily 25.92%
    Savory 25.4%

     

    Flavor
    Odorless 34.65%
    Bland 31.25%
    Mild 29.31%
    Fatty 26.79%
    Herbal 25.31%
    Waxy 23.94%
    Oily 21.52%
    Slightly waxy 21.34%
    Bay oil 20.86%
    Cedarleaf 20.67%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    5.2

    pKa est.
    6.76 (neutral)

    Molecular weight
    297.4 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    428°C

    Flash point

    • 206.83 ˚C est.

  • Synonyms

    • lauroyl proline
    • N-Dodecanoyl-L-proline
    • 1-(1-Oxododecyl)-L-proline
    • 58725-39-6
    • N-Lauroyl-L-proline
    • EINECS 261-407-9
    • UNII-HDI505B669
    • L-Proline, 1-(1-oxododecyl)-
    • N-DODECANOYLPROLINE
    • (S)-N-DODECANOYLPROLINE
    • LAUROYL PROLINE, (-)-
    • n-lauroylproline
    • RefChem:152524
    • LAUROYL PROLINE [INCI]
    • HDI505B669
    • n-lauroyl proline
    • SCHEMBL317272
    • AKOS017528980
    • NS00052849
    • Q27279873
    • (2S)-1-DODECANOYLPYRROLIDINE-2-CARBOXYLIC ACID
    • 58725-39-6

  • Applications

    Lauroyl Proline (CAS 58725-39-6) is typically used as an amphiphilic building block in formulations, acting as a nonionic surfactant and conditioning agent in cosmetics and personal care products. It is commonly evaluated as an emulsifier and wetting agent in household cleaners and other cleaning formulations. In polymer and plastics processing, it can serve as a processing aid or compatibilizer to improve dispersion and compatibility between hydrophobic and hydrophilic components. It may also be employed as an intermediate in organic synthesis, including peptide-related chemistry, and in coatings or inks to improve wetting and formulation stability. Its exact use and limits depend on local regulations and formulation constraints.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 1241.85
    methanol 1929.68
    isopropanol 954.32
    water 0.29
    ethyl acetate 800.1
    n-propanol 909.89
    acetone 1107.61
    n-butanol 700.11
    acetonitrile 539.35
    DMF 1410.59
    toluene 185.15
    isobutanol 602.58
    1,4-dioxane 585.07
    methyl acetate 549.55
    THF 1367.27
    2-butanone 852.34
    n-pentanol 408.46
    sec-butanol 647.52
    n-hexane 7.69
    ethylene glycol 60.07
    NMP 1071.11
    cyclohexane 22.89
    DMSO 1476.92
    n-butyl acetate 587.11
    n-octanol 96.52
    chloroform 1125.55
    n-propyl acetate 607.76
    acetic acid 699.53
    dichloromethane 1319.08
    cyclohexanone 1447.61
    propylene glycol 156.48
    isopropyl acetate 661.06
    DMAc 1256.8
    2-ethoxyethanol 718.48
    isopentanol 567.53
    n-heptane 3.43
    ethyl formate 556.16
    1,2-dichloroethane 936.45
    n-hexanol 232.02
    2-methoxyethanol 1092.13
    isobutyl acetate 395.85
    tetrachloromethane 131.61
    n-pentyl acetate 433.98
    transcutol 1338.3
    n-heptanol 122.59
    ethylbenzene 94.62
    MIBK 505.21
    2-propoxyethanol 550.06
    tert-butanol 697.89
    MTBE 556.82
    2-butoxyethanol 392.54
    propionic acid 507.3
    o-xylene 127.7
    formic acid 253.75
    diethyl ether 419.57
    m-xylene 130.25
    p-xylene 139.76
    chlorobenzene 375.42
    dimethyl carbonate 175.11
    n-octane 3.1
    formamide 474.66
    cyclopentanone 1418.73
    2-pentanone 815.88
    anisole 239.46
    cyclopentyl methyl ether 511.07
    gamma-butyrolactone 1417.09
    1-methoxy-2-propanol 819.43
    pyridine 789.01
    3-pentanone 409.46
    furfural 946.0
    n-dodecane 3.67
    diethylene glycol 312.78
    diisopropyl ether 102.3
    tert-amyl alcohol 547.46
    acetylacetone 768.54
    n-hexadecane 4.38
    acetophenone 337.49
    methyl propionate 489.98
    isopentyl acetate 536.11
    trichloroethylene 1450.56
    n-nonanol 90.38
    cyclohexanol 489.99
    benzyl alcohol 286.29
    2-ethylhexanol 126.62
    isooctanol 110.41
    dipropyl ether 108.79
    1,2-dichlorobenzene 345.73
    ethyl lactate 220.74
    propylene carbonate 806.69
    n-methylformamide 827.22
    2-pentanol 383.48
    n-pentane 8.56
    1-propoxy-2-propanol 375.66
    1-methoxy-2-propyl acetate 479.13
    2-(2-methoxypropoxy) propanol 244.99
    mesitylene 80.1
    ε-caprolactone 1178.78
    p-cymene 55.99
    epichlorohydrin 1419.93
    1,1,1-trichloroethane 664.57
    2-aminoethanol 302.21
    morpholine-4-carbaldehyde 923.15
    sulfolane 1357.98
    2,2,4-trimethylpentane 12.66
    2-methyltetrahydrofuran 962.51
    n-hexyl acetate 382.95
    isooctane 7.71
    2-(2-butoxyethoxy)ethanol 381.59
    sec-butyl acetate 404.64
    tert-butyl acetate 549.82
    decalin 17.43
    glycerin 202.95
    diglyme 788.82
    acrylic acid 343.91
    isopropyl myristate 98.41
    n-butyric acid 1190.01
    acetyl acetate 410.95
    di(2-ethylhexyl) phthalate 117.99
    ethyl propionate 419.04
    nitromethane 1156.44
    1,2-diethoxyethane 457.62
    benzonitrile 387.37
    trioctyl phosphate 77.52
    1-bromopropane 461.42
    gamma-valerolactone 1790.91
    n-decanol 57.28
    triethyl phosphate 121.64
    4-methyl-2-pentanol 195.1
    propionitrile 470.55
    vinylene carbonate 622.58
    1,1,2-trichlorotrifluoroethane 767.67
    DMS 268.76
    cumene 67.05
    2-octanol 89.42
    2-hexanone 495.73
    octyl acetate 135.62
    limonene 92.21
    1,2-dimethoxyethane 940.61
    ethyl orthosilicate 118.01
    tributyl phosphate 107.1
    diacetone alcohol 569.25
    N,N-dimethylaniline 157.84
    acrylonitrile 519.7
    aniline 306.62
    1,3-propanediol 560.98
    bromobenzene 372.8
    dibromomethane 749.15
    1,1,2,2-tetrachloroethane 1186.51
    2-methyl-cyclohexyl acetate 229.36
    tetrabutyl urea 144.37
    diisobutyl methanol 68.14
    2-phenylethanol 233.12
    styrene 126.91
    dioctyl adipate 163.81
    dimethyl sulfate 320.53
    ethyl butyrate 310.35
    methyl lactate 261.51
    butyl lactate 311.92
    diethyl carbonate 178.29
    propanediol butyl ether 291.94
    triethyl orthoformate 186.48
    p-tert-butyltoluene 51.58
    methyl 4-tert-butylbenzoate 255.45
    morpholine 1064.68
    tert-butylamine 311.94
    n-dodecanol 39.28
    dimethoxymethane 593.63
    ethylene carbonate 601.49
    cyrene 282.89
    2-ethoxyethyl acetate 549.71
    2-ethylhexyl acetate 363.71
    1,2,4-trichlorobenzene 401.11
    4-methylpyridine 787.97
    dibutyl ether 128.92
    2,6-dimethyl-4-heptanol 68.14
    DEF 860.53
    dimethyl isosorbide 410.64
    tetrachloroethylene 726.03
    eugenol 251.63
    triacetin 338.33
    span 80 203.09
    1,4-butanediol 202.41
    1,1-dichloroethane 859.69
    2-methyl-1-pentanol 357.74
    methyl formate 388.71
    2-methyl-1-butanol 529.48
    n-decane 6.26
    butyronitrile 624.67
    3,7-dimethyl-1-octanol 110.91
    1-chlorooctane 57.85
    1-chlorotetradecane 18.41
    n-nonane 4.84
    undecane 4.55
    tert-butylcyclohexane 13.46
    cyclooctane 5.25
    cyclopentanol 579.59
    tetrahydropyran 857.11
    tert-amyl methyl ether 336.31
    2,5,8-trioxanonane 410.43
    1-hexene 85.64
    2-isopropoxyethanol 470.67
    2,2,2-trifluoroethanol 266.54
    methyl butyrate 690.9

    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