Laurocapram

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  • Identifiers

    CAS number
    59227-89-3

    Molecular formula
    C18H35NO

    SMILES
    CCCCCCCCCCCCN1CCCCCC1=O

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Waxy 51.0%
    Fatty 42.0%
    Oily 39.82%
    Jasmin 37.63%
    Floral 37.31%
    Fresh 36.79%
    Fruity 32.01%
    Coconut 30.51%
    Spicy 30.34%
    Sweet 29.76%

     

    Flavor
    Fatty 41.96%
    Waxy 40.44%
    Oily 27.89%
    Mild 27.55%
    Fat 25.49%
    Slightly waxy 23.45%
    Coconut 22.83%
    Fruity 22.61%
    Creamy 21.82%
    Bland 21.82%

     

    Odor impact est.
    Medium

  • Properties

    XLogP3-AA
    5.9

    pKa est.
    7.6 (neutral)

    Molecular weight
    281.5 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Melting point expt.

    • -7 °C

    Boiling point

    • 160 °C at 50 mm Hg

    Flash point

    • 170.35 ˚C est.

    Solubility expt.

    • Freely soluble in most solvents

  • Synonyms

    • Laurocapram
    • 59227-89-3
    • Azone
    • 1-Dodecylazacycloheptan-2-one
    • 2H-Azepin-2-one, 1-dodecylhexahydro-
    • Tranzone
    • 1-Dodecylhexahydro-2H-azepin-2-one
    • N-Lauryl caprolactam
    • Laurocapramum
    • 1-n-Dodecylazacycloheptan-2-One
    • 1F3X9DRV9X
    • N-0252
    • DTXSID0042086
    • N-Dodecyl-epsilon-caprolactam
    • DTXCID8022086
    • RefChem:798570
    • 261-668-9
    • 1-dodecylazepan-2-one
    • N-Dodecylcaprolactam
    • MFCD00190580
    • C18H35NO
    • N-dodecyl-.epsilon.-caprolactam
    • Laurocapramum [Latin]
    • Caswell No. 064A
    • Laurocapram [USAN:INN]
    • USAF ND-72
    • 1-dodecyl-2-azepanone
    • EINECS 261-668-9
    • UNII-1F3X9DRV9X
    • BRN 0167211
    • TraZone
    • HSDB 7660
    • N 0252
    • N-n-dodecylcaprolactam
    • LAUROCAPRAM [MI]
    • LAUROCAPRAM [INN]
    • Laurocapram (USAN/INN)
    • LAUROCAPRAM [HSDB]
    • LAUROCAPRAM [USAN]
    • 2H-AZEPIN-2-ONE, HEXAHYDRO-N-LAURYL-
    • Laurocapram (water soluble)
    • LAUROCAPRAM [MART.]
    • SCHEMBL23347
    • 4-21-00-03206 (Beilstein Handbook Reference)
    • CHEMBL76591
    • 1-dodecylazacycloheptane-2-one
    • orb1304749
    • CHEBI:230266
    • HMS5083J12
    • 1-Dodecyl-2-azepanone, AldrichCPR
    • Tox21_301757
    • s4841
    • STL320722
    • AKOS015843226
    • CCG-267257
    • CS-W010042
    • FL33342
    • HY-W009326
    • KS-5054
    • NCGC00255788-01
    • AC-11681
    • SY066833
    • CAS-59227-89-3
    • DB-053343
    • L0317
    • NS00034112
    • D04678
    • 227L893
    • F212760
    • SR-01000944876
    • SR-01000944876-1
    • BRD-K35698076-001-01-2
    • Q27252353
    • Azon; Azone; 1-Dodecylazacycloheptan-2-one; N-Dodecylcaprolactam; 1-Dodecylhexahydro-2H-azepin-2-one
    • laurocapram; azon; azone; 1-dodecylazacycloheptan-2-one; n-dodecylcaprolactam; 1-dodecylhexahydro-2h-azepin-2-one
    • 59227-89-3

  • Applications

    Laurocapram (CAS 59227-89-3) is widely used as a skin permeation enhancer in topical pharmaceuticals and transdermal delivery systems. It also functions as a solvent or co-solvent and vehicle for active ingredients in cosmetics and personal care products, helping improve the distribution and efficacy of actives on the skin. In fragrance and perfumery contexts it is evaluated for improving delivery of volatile odorants on the skin. It has been investigated as a processing aid, surfactant, or plasticizer in polymer formulations and coatings. Its use is subject to formulation conditions and local regulations.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 1521.08
    methanol 1592.84
    isopropanol 1489.13
    water 0.24
    ethyl acetate 3956.1
    n-propanol 1712.99
    acetone 3627.73
    n-butanol 1737.08
    acetonitrile 1878.41
    DMF 3331.62
    toluene 1364.07
    isobutanol 1517.88
    1,4-dioxane 3159.54
    methyl acetate 2341.27
    THF 4524.22
    2-butanone 3283.62
    n-pentanol 974.01
    sec-butanol 1556.9
    n-hexane 332.09
    ethylene glycol 73.57
    NMP 3860.63
    cyclohexane 1255.06
    DMSO 2954.49
    n-butyl acetate 2761.33
    n-octanol 525.44
    chloroform 8093.73
    n-propyl acetate 3058.34
    acetic acid 1653.51
    dichloromethane 8043.47
    cyclohexanone 7320.97
    propylene glycol 196.37
    isopropyl acetate 2661.72
    DMAc 3114.04
    2-ethoxyethanol 1393.79
    isopentanol 1646.28
    n-heptane 214.5
    ethyl formate 2094.1
    1,2-dichloroethane 5156.87
    n-hexanol 788.52
    2-methoxyethanol 1906.94
    isobutyl acetate 1697.24
    tetrachloromethane 1629.97
    n-pentyl acetate 2655.79
    transcutol 4064.33
    n-heptanol 533.11
    ethylbenzene 679.42
    MIBK 1898.01
    2-propoxyethanol 1244.76
    tert-butanol 1572.89
    MTBE 2295.66
    2-butoxyethanol 1218.94
    propionic acid 1630.21
    o-xylene 856.16
    formic acid 292.79
    diethyl ether 2867.28
    m-xylene 776.45
    p-xylene 1048.79
    chlorobenzene 2516.89
    dimethyl carbonate 622.41
    n-octane 84.16
    formamide 621.09
    cyclopentanone 5366.08
    2-pentanone 3394.82
    anisole 1274.51
    cyclopentyl methyl ether 2810.85
    gamma-butyrolactone 5241.29
    1-methoxy-2-propanol 1523.25
    pyridine 4616.36
    3-pentanone 2435.68
    furfural 3822.62
    n-dodecane 50.37
    diethylene glycol 489.37
    diisopropyl ether 790.18
    tert-amyl alcohol 1512.41
    acetylacetone 2856.79
    n-hexadecane 63.13
    acetophenone 1466.46
    methyl propionate 2233.83
    isopentyl acetate 2229.51
    trichloroethylene 7830.31
    n-nonanol 479.5
    cyclohexanol 2403.72
    benzyl alcohol 948.0
    2-ethylhexanol 673.91
    isooctanol 524.4
    dipropyl ether 1386.29
    1,2-dichlorobenzene 2288.78
    ethyl lactate 720.99
    propylene carbonate 3078.44
    n-methylformamide 1750.63
    2-pentanol 1220.79
    n-pentane 272.89
    1-propoxy-2-propanol 1196.6
    1-methoxy-2-propyl acetate 1664.25
    2-(2-methoxypropoxy) propanol 723.48
    mesitylene 543.77
    ε-caprolactone 5405.05
    p-cymene 429.4
    epichlorohydrin 4849.58
    1,1,1-trichloroethane 4944.26
    2-aminoethanol 355.45
    morpholine-4-carbaldehyde 2941.94
    sulfolane 5281.48
    2,2,4-trimethylpentane 147.14
    2-methyltetrahydrofuran 4391.82
    n-hexyl acetate 2197.21
    isooctane 84.74
    2-(2-butoxyethoxy)ethanol 1169.03
    sec-butyl acetate 1937.26
    tert-butyl acetate 2335.88
    decalin 289.89
    glycerin 277.34
    diglyme 2742.23
    acrylic acid 1066.46
    isopropyl myristate 614.37
    n-butyric acid 3654.27
    acetyl acetate 1961.64
    di(2-ethylhexyl) phthalate 481.07
    ethyl propionate 2364.89
    nitromethane 3336.23
    1,2-diethoxyethane 2358.22
    benzonitrile 1889.48
    trioctyl phosphate 361.67
    1-bromopropane 3304.73
    gamma-valerolactone 6138.88
    n-decanol 298.64
    triethyl phosphate 728.75
    4-methyl-2-pentanol 647.94
    propionitrile 2066.92
    vinylene carbonate 2611.74
    1,1,2-trichlorotrifluoroethane 2717.35
    DMS 1197.82
    cumene 436.66
    2-octanol 488.39
    2-hexanone 2191.27
    octyl acetate 771.28
    limonene 812.53
    1,2-dimethoxyethane 3102.49
    ethyl orthosilicate 705.71
    tributyl phosphate 524.26
    diacetone alcohol 1607.54
    N,N-dimethylaniline 744.59
    acrylonitrile 1996.33
    aniline 1537.04
    1,3-propanediol 819.62
    bromobenzene 2906.28
    dibromomethane 5442.19
    1,1,2,2-tetrachloroethane 6509.55
    2-methyl-cyclohexyl acetate 1191.75
    tetrabutyl urea 716.44
    diisobutyl methanol 416.37
    2-phenylethanol 754.91
    styrene 1020.02
    dioctyl adipate 903.4
    dimethyl sulfate 1011.61
    ethyl butyrate 2156.97
    methyl lactate 635.73
    butyl lactate 1295.68
    diethyl carbonate 1171.9
    propanediol butyl ether 826.26
    triethyl orthoformate 1331.13
    p-tert-butyltoluene 379.05
    methyl 4-tert-butylbenzoate 1081.56
    morpholine 4175.89
    tert-butylamine 1049.18
    n-dodecanol 213.95
    dimethoxymethane 1659.5
    ethylene carbonate 2713.41
    cyrene 772.29
    2-ethoxyethyl acetate 2356.91
    2-ethylhexyl acetate 1821.46
    1,2,4-trichlorobenzene 2415.05
    4-methylpyridine 3964.39
    dibutyl ether 1462.0
    2,6-dimethyl-4-heptanol 416.37
    DEF 3743.05
    dimethyl isosorbide 1357.26
    tetrachloroethylene 4599.82
    eugenol 869.69
    triacetin 1561.13
    span 80 797.37
    1,4-butanediol 310.54
    1,1-dichloroethane 4829.21
    2-methyl-1-pentanol 956.08
    methyl formate 1081.88
    2-methyl-1-butanol 1554.86
    n-decane 111.83
    butyronitrile 2602.26
    3,7-dimethyl-1-octanol 538.61
    1-chlorooctane 595.42
    1-chlorotetradecane 182.47
    n-nonane 109.58
    undecane 68.4
    tert-butylcyclohexane 197.19
    cyclooctane 236.5
    cyclopentanol 2120.73
    tetrahydropyran 5466.16
    tert-amyl methyl ether 1612.04
    2,5,8-trioxanonane 1299.83
    1-hexene 1071.39
    2-isopropoxyethanol 1055.88
    2,2,2-trifluoroethanol 624.55
    methyl butyrate 3554.93

    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