(RS)-norcoclaurinium

  • Identifiers

    Molecular formula
    C16H18NO3+

    SMILES
    C1C[NH2+]C(C2=CC(=C(C=C21)O)O)CC3=CC=C(C=C3)O

    Safety labels

  • Odor profile

    Fragrance
    Phenolic 64.76%
    Odorless 41.31%
    Spicy 39.52%
    Smoky 38.16%
    Burnt 34.75%
    Medicinal 30.16%
    Animal 28.82%
    Balsamic 23.1%
    Vanilla 22.6%
    Savory 21.25%

     

    Flavor
    Fruity 70.28%
    Sweet 68.4%
    Bitter 42.62%
    Mild 26.61%
    Phenolic 24.33%
    Powdery 22.45%
    Milky 21.36%
    Orange blossom 19.85%
    Animal 19.81%
    Smoked 19.55%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    2.2

    pKa est.
    11.74 (strong base)

    Molecular weight
    272.32 g/mol

    Flash point

    • 230.59 ˚C est.

  • Synonyms

    • (RS)-norcoclaurinium
    • CHEBI:58482
    • RefChem:1051126
    • Norcoclaurine
    • (RS)-norcoclaurinium cation
    • 1,2,3,4-tetrahydro-1-[(4-hydroxyphenyl)methyl]-6,7-isoquinolinediol
    • Q27125821
    • 6,7-dihydroxy-1-(4-hydroxybenzyl)-1,2,3,4-tetrahydroisoquinolinium
    • (RS)-norcoclaurinium
  • Applications

    (RS)-norcoclaurinium is a chiral quaternary ammonium salt commonly used as a phase-transfer catalyst for enantioselective reactions in pharmaceutical and fine-chemical synthesis; it can serve as an intermediate or building block in the preparation of alkaloid-derived compounds; it may function as a specialty surfactant or as a component in ionic-liquid formulations for coatings and cleaners; and it can act as a salt-forming reagent or stabilizer in polymerization processes and related plastics applications.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 5.71
    methanol 28.22
    isopropanol 6.48
    water 0.24
    ethyl acetate 15.24
    n-propanol 6.03
    acetone 9.77
    n-butanol 8.42
    acetonitrile 3.86
    DMF 17.98
    toluene 1.25
    isobutanol 3.41
    1,4-dioxane 16.85
    methyl acetate 7.84
    THF 77.96
    2-butanone 9.17
    n-pentanol 4.7
    sec-butanol 3.49
    n-hexane 0.02
    ethylene glycol 10.47
    NMP 4.01
    cyclohexane 0.05
    DMSO 85.88
    n-butyl acetate 6.18
    n-octanol 3.14
    chloroform 0.44
    n-propyl acetate 5.54
    acetic acid 26.68
    dichloromethane 0.27
    cyclohexanone 10.23
    propylene glycol 9.76
    isopropyl acetate 11.47
    DMAc 51.0
    2-ethoxyethanol 73.27
    isopentanol 10.29
    n-heptane 0.23
    ethyl formate 8.5
    1,2-dichloroethane 0.79
    n-hexanol 7.08
    2-methoxyethanol 131.46
    isobutyl acetate 3.55
    tetrachloromethane 0.44
    n-pentyl acetate 5.58
    transcutol 79.34
    n-heptanol 6.52
    ethylbenzene 0.74
    MIBK 10.84
    2-propoxyethanol 57.34
    tert-butanol 18.35
    MTBE 4.84
    2-butoxyethanol 25.76
    propionic acid 7.34
    o-xylene 1.37
    formic acid 34.79
    diethyl ether 2.77
    m-xylene 1.83
    p-xylene 0.88
    chlorobenzene 0.85
    dimethyl carbonate 9.45
    n-octane 0.15
    formamide 72.59
    cyclopentanone 20.13
    2-pentanone 13.15
    anisole 4.57
    cyclopentyl methyl ether 9.23
    gamma-butyrolactone 24.24
    1-methoxy-2-propanol 72.35
    pyridine 6.28
    3-pentanone 4.91
    furfural 24.75
    n-dodecane 0.15
    diethylene glycol 70.17
    diisopropyl ether 1.5
    tert-amyl alcohol 8.52
    acetylacetone 32.78
    n-hexadecane 0.17
    acetophenone 6.31
    methyl propionate 10.79
    isopentyl acetate 7.72
    trichloroethylene 2.33
    n-nonanol 4.07
    cyclohexanol 3.86
    benzyl alcohol 7.59
    2-ethylhexanol 4.0
    isooctanol 5.86
    dipropyl ether 4.76
    1,2-dichlorobenzene 1.34
    ethyl lactate 8.99
    propylene carbonate 8.99
    n-methylformamide 18.56
    2-pentanol 4.68
    n-pentane 0.03
    1-propoxy-2-propanol 28.15
    1-methoxy-2-propyl acetate 21.09
    2-(2-methoxypropoxy) propanol 22.11
    mesitylene 1.37
    ε-caprolactone 10.26
    p-cymene 1.66
    epichlorohydrin 28.52
    1,1,1-trichloroethane 1.21
    2-aminoethanol 18.29
    morpholine-4-carbaldehyde 28.54
    sulfolane 26.68
    2,2,4-trimethylpentane 0.09
    2-methyltetrahydrofuran 9.06
    n-hexyl acetate 5.64
    isooctane 0.12
    2-(2-butoxyethoxy)ethanol 35.67
    sec-butyl acetate 4.35
    tert-butyl acetate 16.23
    decalin 0.1
    glycerin 43.6
    diglyme 69.75
    acrylic acid 8.33
    isopropyl myristate 3.48
    n-butyric acid 21.91
    acetyl acetate 10.59
    di(2-ethylhexyl) phthalate 4.67
    ethyl propionate 6.0
    nitromethane 63.35
    1,2-diethoxyethane 15.74
    benzonitrile 3.83
    trioctyl phosphate 3.75
    1-bromopropane 0.26
    gamma-valerolactone 48.88
    n-decanol 3.28
    triethyl phosphate 4.9
    4-methyl-2-pentanol 5.23
    propionitrile 3.48
    vinylene carbonate 7.79
    1,1,2-trichlorotrifluoroethane 34.65
    DMS 6.46
    cumene 0.8
    2-octanol 3.15
    2-hexanone 4.97
    octyl acetate 4.41
    limonene 1.7
    1,2-dimethoxyethane 64.8
    ethyl orthosilicate 5.32
    tributyl phosphate 3.79
    diacetone alcohol 32.77
    N,N-dimethylaniline 3.59
    acrylonitrile 6.88
    aniline 4.21
    1,3-propanediol 51.19
    bromobenzene 0.58
    dibromomethane 0.15
    1,1,2,2-tetrachloroethane 3.06
    2-methyl-cyclohexyl acetate 5.63
    tetrabutyl urea 5.99
    diisobutyl methanol 3.99
    2-phenylethanol 9.81
    styrene 0.65
    dioctyl adipate 5.47
    dimethyl sulfate 14.99
    ethyl butyrate 6.14
    methyl lactate 16.69
    butyl lactate 8.2
    diethyl carbonate 4.68
    propanediol butyl ether 14.75
    triethyl orthoformate 6.7
    p-tert-butyltoluene 1.83
    methyl 4-tert-butylbenzoate 12.57
    morpholine 21.64
    tert-butylamine 3.35
    n-dodecanol 2.49
    dimethoxymethane 49.77
    ethylene carbonate 7.73
    cyrene 16.99
    2-ethoxyethyl acetate 14.8
    2-ethylhexyl acetate 4.35
    1,2,4-trichlorobenzene 2.05
    4-methylpyridine 4.43
    dibutyl ether 3.14
    2,6-dimethyl-4-heptanol 3.99
    DEF 9.59
    dimethyl isosorbide 33.61
    tetrachloroethylene 3.03
    eugenol 14.39
    triacetin 10.55
    span 80 12.69
    1,4-butanediol 12.13
    1,1-dichloroethane 0.41
    2-methyl-1-pentanol 5.6
    methyl formate 16.37
    2-methyl-1-butanol 5.28
    n-decane 0.24
    butyronitrile 3.99
    3,7-dimethyl-1-octanol 4.35
    1-chlorooctane 0.9
    1-chlorotetradecane 0.49
    n-nonane 0.17
    undecane 0.18
    tert-butylcyclohexane 0.11
    cyclooctane 0.06
    cyclopentanol 4.63
    tetrahydropyran 5.46
    tert-amyl methyl ether 3.83
    2,5,8-trioxanonane 50.2
    1-hexene 0.13
    2-isopropoxyethanol 31.93
    2,2,2-trifluoroethanol 11.25
    methyl butyrate 7.44

    Scent© AI

1 of 4
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