1-(2-Hydroxyethyl)-2-undecylimidazoline

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  • Identifiers

    CAS number
    136-99-2

    Molecular formula
    C16H32N2O

    SMILES
    CCCCCCCCCCCC1=NCCN1CCO

    Safety labels

  • Odor profile

    Fragrance
    Waxy 36.5%
    Oily 32.39%
    Fishy 30.14%
    Odorless 28.77%
    Fatty 28.24%
    Fresh 27.65%
    Animal 27.62%
    Meaty 23.83%
    Floral 23.45%
    Sweet 22.17%

     

    Flavor
    Fatty 30.6%
    Mild 29.43%
    Bland 28.64%
    Waxy 28.06%
    Odorless 24.13%
    Slightly waxy 22.29%
    Oily 21.65%
    Delicate 21.63%
    Herbal 21.37%
    Bay oil 21.23%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    3.9

    pKa est.
    8.38 (weak base)

    Molecular weight
    268.44 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    398°C

    Flash point

    • 180.76 ˚C est.

  • Synonyms

    • 4,5-Dihydro-2-undecyl-1H-imidazole-1-ethanol
    • Lauryl hydroxyethyl imidazoline
    • 1H-Imidazole-1-ethanol, 4,5-dihydro-2-undecyl-
    • Nalcamine G-11
    • HSDB 5622
    • UNII-0B4PCW98KD
    • 1-(2-HYDROXYETHYL)-2-UNDECYLIMIDAZOLINE
    • 1-(2-hydroxyethyl)-2-undecyl-2-imidazoline
    • MACKAZOLINE 95L
    • 1-Hydroxyethyl-2-undecylimidazoline
    • EINECS 205-271-0
    • NALCAMINE G 11
    • DTXSID0059667
    • HYDROXYETHYLLAURYLGLYOXALIDINE
    • 2-UNDECYL-1-(2-HYDROXYETHYL)-2-IMIDAZOLINE
    • 1-(2-HYDROXYETHYL)-2-UNDECYLIMIDAZOLINE [HSDB]
    • Nalcamine G11
    • RefChem:74176
    • 2Undecyl2imidazoline1ethanol
    • 2Imidazoline1ethanol, 2undecyl
    • 1Hydroxyethyl2undecylimidazoline
    • DTXCID0034354
    • 4,5Dihydro2undecyl1Himidazole1ethanol
    • 1HImidazole1ethanol, 4,5dihydro2undecyl
    • LAURYL HYDROXYETHYL IMIDAZOLINE [INCI]
    • 136-99-2
    • 2-Undecyl-2-imidazoline-1-ethanol
    • 2-(2-undecyl-4,5-dihydroimidazol-1-yl)ethanol
    • 54117-59-8
    • 2-Imidazoline-1-ethanol, 2-undecyl-
    • 0B4PCW98KD
    • 2-(2-undecyl-4,5-dihydro-1H-imidazol-1-yl)ethan-1-ol
    • Maybridge1_000110
    • MixCom1_000198
    • SCHEMBL768833
    • CHEMBL4454230
    • 2-undecyl hydroxyethyl imidazoline
    • CCG-54334
    • DB-312533
    • 1-(2-Hyrdoxyethyl)-2-undecyl-2-imidazoline
    • NS00013830
    • SR-01000643437-1
    • BRD-K70791121-001-01-6
    • Q27236564
    • 136-99-2

  • Applications

    1-(2-Hydroxyethyl)-2-undecylimidazoline (CAS 136-99-2) is commonly used as an intermediate in the synthesis of alkylimidazoline-based surfactants and corrosion-inhibiting formulations. It can function as a cationic surfactant and emulsifier in coatings and inks, cleaners, and lubricant systems. It is employed in metalworking fluids as a rust/corrosion inhibitor and processing aid in polymer and plastics formulations. It serves as a building block for specialty polymer additives and coatings, enhancing emulsification, stability and surface properties. The hydroxyethyl group enables potential use in cosmetics/personal care as a conditioning or surfactant component, subject to formulation constraints and regulatory limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 982.7
    methanol 1439.31
    isopropanol 639.7
    water 0.98
    ethyl acetate 894.91
    n-propanol 874.11
    acetone 1076.79
    n-butanol 765.72
    acetonitrile 572.09
    DMF 847.97
    toluene 261.24
    isobutanol 617.63
    1,4-dioxane 871.95
    methyl acetate 657.49
    THF 1465.34
    2-butanone 711.81
    n-pentanol 395.75
    sec-butanol 524.65
    n-hexane 29.49
    ethylene glycol 162.97
    NMP 791.83
    cyclohexane 127.84
    DMSO 1801.22
    n-butyl acetate 638.81
    n-octanol 141.13
    chloroform 2428.75
    n-propyl acetate 659.54
    acetic acid 1245.07
    dichloromethane 2338.04
    cyclohexanone 1259.14
    propylene glycol 252.04
    isopropyl acetate 624.89
    DMAc 758.39
    2-ethoxyethanol 703.67
    isopentanol 617.9
    n-heptane 28.26
    ethyl formate 702.7
    1,2-dichloroethane 1397.77
    n-hexanol 321.58
    2-methoxyethanol 1107.51
    isobutyl acetate 418.82
    tetrachloromethane 427.26
    n-pentyl acetate 464.37
    transcutol 1643.58
    n-heptanol 165.79
    ethylbenzene 110.67
    MIBK 416.79
    2-propoxyethanol 612.2
    tert-butanol 648.79
    MTBE 525.11
    2-butoxyethanol 439.97
    propionic acid 739.45
    o-xylene 170.91
    formic acid 429.55
    diethyl ether 532.95
    m-xylene 171.1
    p-xylene 157.67
    chlorobenzene 494.5
    dimethyl carbonate 209.29
    n-octane 12.5
    formamide 512.46
    cyclopentanone 1263.47
    2-pentanone 675.18
    anisole 253.47
    cyclopentyl methyl ether 651.4
    gamma-butyrolactone 1506.22
    1-methoxy-2-propanol 734.34
    pyridine 890.19
    3-pentanone 468.89
    furfural 1166.98
    n-dodecane 10.09
    diethylene glycol 451.38
    diisopropyl ether 147.98
    tert-amyl alcohol 462.85
    acetylacetone 740.22
    n-hexadecane 11.96
    acetophenone 322.36
    methyl propionate 557.77
    isopentyl acetate 527.99
    trichloroethylene 2213.41
    n-nonanol 130.31
    cyclohexanol 644.21
    benzyl alcohol 298.3
    2-ethylhexanol 205.89
    isooctanol 156.14
    dipropyl ether 290.63
    1,2-dichlorobenzene 472.7
    ethyl lactate 286.31
    propylene carbonate 900.44
    n-methylformamide 682.19
    2-pentanol 392.11
    n-pentane 37.68
    1-propoxy-2-propanol 461.53
    1-methoxy-2-propyl acetate 515.9
    2-(2-methoxypropoxy) propanol 290.04
    mesitylene 119.98
    ε-caprolactone 1075.34
    p-cymene 101.94
    epichlorohydrin 1463.08
    1,1,1-trichloroethane 1118.24
    2-aminoethanol 413.6
    morpholine-4-carbaldehyde 807.86
    sulfolane 1605.58
    2,2,4-trimethylpentane 31.35
    2-methyltetrahydrofuran 1014.92
    n-hexyl acetate 423.89
    isooctane 18.34
    2-(2-butoxyethoxy)ethanol 435.86
    sec-butyl acetate 400.09
    tert-butyl acetate 551.4
    decalin 40.16
    glycerin 376.75
    diglyme 949.08
    acrylic acid 600.86
    isopropyl myristate 135.03
    n-butyric acid 1333.49
    acetyl acetate 628.76
    di(2-ethylhexyl) phthalate 150.54
    ethyl propionate 460.09
    nitromethane 1621.05
    1,2-diethoxyethane 576.81
    benzonitrile 431.4
    trioctyl phosphate 112.46
    1-bromopropane 706.86
    gamma-valerolactone 1461.81
    n-decanol 88.33
    triethyl phosphate 202.5
    4-methyl-2-pentanol 211.81
    propionitrile 548.61
    vinylene carbonate 790.78
    1,1,2-trichlorotrifluoroethane 1213.04
    DMS 293.87
    cumene 87.73
    2-octanol 110.16
    2-hexanone 446.74
    octyl acetate 177.1
    limonene 162.64
    1,2-dimethoxyethane 920.38
    ethyl orthosilicate 202.59
    tributyl phosphate 149.79
    diacetone alcohol 501.68
    N,N-dimethylaniline 162.7
    acrylonitrile 577.42
    aniline 412.81
    1,3-propanediol 679.76
    bromobenzene 527.93
    dibromomethane 1439.6
    1,1,2,2-tetrachloroethane 1817.79
    2-methyl-cyclohexyl acetate 303.87
    tetrabutyl urea 172.23
    diisobutyl methanol 119.94
    2-phenylethanol 259.94
    styrene 159.91
    dioctyl adipate 232.02
    dimethyl sulfate 383.57
    ethyl butyrate 474.49
    methyl lactate 321.72
    butyl lactate 362.9
    diethyl carbonate 304.76
    propanediol butyl ether 338.27
    triethyl orthoformate 332.0
    p-tert-butyltoluene 93.14
    methyl 4-tert-butylbenzoate 297.78
    morpholine 1152.21
    tert-butylamine 341.59
    n-dodecanol 65.15
    dimethoxymethane 547.7
    ethylene carbonate 775.17
    cyrene 290.11
    2-ethoxyethyl acetate 575.36
    2-ethylhexyl acetate 390.51
    1,2,4-trichlorobenzene 555.87
    4-methylpyridine 656.23
    dibutyl ether 233.25
    2,6-dimethyl-4-heptanol 119.94
    DEF 717.59
    dimethyl isosorbide 466.65
    tetrachloroethylene 1316.0
    eugenol 270.77
    triacetin 452.67
    span 80 270.53
    1,4-butanediol 250.4
    1,1-dichloroethane 1211.76
    2-methyl-1-pentanol 325.26
    methyl formate 495.46
    2-methyl-1-butanol 552.87
    n-decane 19.4
    butyronitrile 618.54
    3,7-dimethyl-1-octanol 160.93
    1-chlorooctane 114.1
    1-chlorotetradecane 37.83
    n-nonane 17.54
    undecane 13.04
    tert-butylcyclohexane 31.67
    cyclooctane 29.93
    cyclopentanol 683.04
    tetrahydropyran 1109.73
    tert-amyl methyl ether 339.36
    2,5,8-trioxanonane 517.27
    1-hexene 132.77
    2-isopropoxyethanol 450.0
    2,2,2-trifluoroethanol 505.3
    methyl butyrate 698.14

    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