(-)-Salsoline

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  • Identifiers

    CAS number
    89-31-6

    Molecular formula
    C11H15NO2

    SMILES
    C[C@H]1C2=CC(=C(C=C2CCN1)O)OC

    Safety labels

  • Odor profile

    Fragrance
    Vanilla 43.25%
    Phenolic 43.08%
    Odorless 37.61%
    Smoky 37.06%
    Sweet 36.41%
    Burnt 33.86%
    Spicy 29.92%
    Animal 24.99%
    Savory 24.02%
    Creamy 23.11%

     

    Flavor
    Bitter 72.65%
    Sweet 31.97%
    Fruity 24.66%
    Sweet-like 22.3%
    Parsley 20.77%
    Naphthalic 20.75%
    Eugenol 20.62%
    Orange flower 20.61%
    Mild 20.53%
    Alkaline 20.39%

     

    Odor impact est.
    Medium

  • Properties

    XLogP3-AA
    1.3

    pKa est.
    8.11 (weak base)

    Molecular weight
    193.24 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    324°C

    Melting point expt.

    • 221.5 °C

    Flash point

    • 143.03 ˚C est.

  • Synonyms

    • (-)-Salsoline
    • 89-31-6
    • (1S)-7-methoxy-1-methyl-1,2,3,4-tetrahydroisoquinolin-6-ol
    • SALSOLINE (-)-
    • T246JT0V8K
    • 6-Isoquinolinol, 1,2,3,4-tetrahydro-7-methoxy-1-methyl-, (1S)-
    • (S)-7-Methoxy-1-methyl-1,2,3,4-tetrahydroisoquinolin-6-ol
    • CHEMBL510708
    • (S)-salsoline
    • Salsoline, (-)-
    • UNII-T246JT0V8K
    • EINECS 201-897-3
    • 7-O-methylsalsolinol
    • salsoline (-)-form
    • CHEBI:112
    • CHEMBL1187592
    • SCHEMBL20485120
    • SALSOLINE (-)-FORM [MI]
    • (1S)-1,2,3,4-tetrahydro-7-methoxy-1-methyl-6-Isoquinolinol
    • AAA08931
    • TNP00025
    • 6-Isoquinolinol, 1,2,3,4-tetrahydro-7-methoxy-1-methyl-, (S)-
    • 6-Isoquinolinol,1,2,3,4-tetrahydro-7-methoxy-1-methyl-, (1R)-
    • BDBM50367918
    • MFCD06797999
    • STK093901
    • AKOS005395328
    • NCGC00017168-01
    • DB-078382
    • C09640
    • Q27105241
    • (S)-7-METHOXY-1-METHYL-1,2,3,4-TETRAHYDRO-ISOQUINOLIN-6-OL
    • 89-31-6

  • Applications

    (-)-Salsoline (CAS 89-31-6) is primarily employed as a chiral building block and synthetic intermediate in organic and pharmaceutical chemistry. It is commonly evaluated as a lead scaffold for medicinal chemistry studies and as a precursor to alkaloid derivatives in research. In analytical chemistry, it can serve as a reference standard or calibration material for methods involving chiral separation and quantification. It may also be used in asymmetric synthesis as a chiral inducer/auxiliary to access enantioenriched compounds, and as a starting point for the preparation of alkaloid derivatives in academic and industrial labs.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 17.54
    methanol 44.28
    isopropanol 11.09
    water 1.77
    ethyl acetate 20.98
    n-propanol 14.5
    acetone 20.67
    n-butanol 13.82
    acetonitrile 16.95
    DMF 98.83
    toluene 5.25
    isobutanol 10.9
    1,4-dioxane 91.02
    methyl acetate 22.16
    THF 71.61
    2-butanone 14.43
    n-pentanol 10.26
    sec-butanol 6.84
    n-hexane 0.11
    ethylene glycol 31.54
    NMP 59.63
    cyclohexane 0.69
    DMSO 173.47
    n-butyl acetate 17.56
    n-octanol 9.68
    chloroform 43.48
    n-propyl acetate 13.87
    acetic acid 73.44
    dichloromethane 69.34
    cyclohexanone 45.3
    propylene glycol 15.07
    isopropyl acetate 11.6
    DMAc 61.03
    2-ethoxyethanol 46.97
    isopentanol 13.84
    n-heptane 0.62
    ethyl formate 37.83
    1,2-dichloroethane 40.24
    n-hexanol 16.66
    2-methoxyethanol 107.97
    isobutyl acetate 11.29
    tetrachloromethane 7.23
    n-pentyl acetate 12.85
    transcutol 109.24
    n-heptanol 12.47
    ethylbenzene 3.49
    MIBK 10.64
    2-propoxyethanol 57.15
    tert-butanol 20.9
    MTBE 6.88
    2-butoxyethanol 32.73
    propionic acid 24.91
    o-xylene 7.09
    formic acid 77.29
    diethyl ether 5.34
    m-xylene 7.0
    p-xylene 5.48
    chlorobenzene 17.76
    dimethyl carbonate 16.7
    n-octane 0.44
    formamide 99.7
    cyclopentanone 52.87
    2-pentanone 12.08
    anisole 13.67
    cyclopentyl methyl ether 17.31
    gamma-butyrolactone 86.88
    1-methoxy-2-propanol 47.53
    pyridine 36.57
    3-pentanone 9.84
    furfural 106.56
    n-dodecane 0.71
    diethylene glycol 89.22
    diisopropyl ether 2.34
    tert-amyl alcohol 11.34
    acetylacetone 31.05
    n-hexadecane 0.82
    acetophenone 19.89
    methyl propionate 18.95
    isopentyl acetate 17.28
    trichloroethylene 79.77
    n-nonanol 10.3
    cyclohexanol 14.91
    benzyl alcohol 20.78
    2-ethylhexanol 10.94
    isooctanol 10.91
    dipropyl ether 7.14
    1,2-dichlorobenzene 23.42
    ethyl lactate 16.28
    propylene carbonate 47.54
    n-methylformamide 64.88
    2-pentanol 5.04
    n-pentane 0.17
    1-propoxy-2-propanol 29.69
    1-methoxy-2-propyl acetate 28.23
    2-(2-methoxypropoxy) propanol 32.58
    mesitylene 5.31
    ε-caprolactone 42.66
    p-cymene 7.09
    epichlorohydrin 93.28
    1,1,1-trichloroethane 20.48
    2-aminoethanol 31.77
    morpholine-4-carbaldehyde 99.28
    sulfolane 110.08
    2,2,4-trimethylpentane 0.4
    2-methyltetrahydrofuran 27.66
    n-hexyl acetate 16.93
    isooctane 0.39
    2-(2-butoxyethoxy)ethanol 45.63
    sec-butyl acetate 8.47
    tert-butyl acetate 15.02
    decalin 0.8
    glycerin 51.17
    diglyme 85.35
    acrylic acid 34.34
    isopropyl myristate 8.41
    n-butyric acid 38.34
    acetyl acetate 23.61
    di(2-ethylhexyl) phthalate 15.66
    ethyl propionate 11.44
    nitromethane 119.05
    1,2-diethoxyethane 24.71
    benzonitrile 26.05
    trioctyl phosphate 10.66
    1-bromopropane 5.89
    gamma-valerolactone 100.11
    n-decanol 8.56
    triethyl phosphate 14.16
    4-methyl-2-pentanol 5.59
    propionitrile 13.72
    vinylene carbonate 57.63
    1,1,2-trichlorotrifluoroethane 79.87
    DMS 21.08
    cumene 4.21
    2-octanol 6.61
    2-hexanone 10.55
    octyl acetate 11.17
    limonene 8.6
    1,2-dimethoxyethane 62.01
    ethyl orthosilicate 13.38
    tributyl phosphate 11.91
    diacetone alcohol 27.76
    N,N-dimethylaniline 11.53
    acrylonitrile 29.31
    aniline 17.1
    1,3-propanediol 53.56
    bromobenzene 15.91
    dibromomethane 24.83
    1,1,2,2-tetrachloroethane 50.83
    2-methyl-cyclohexyl acetate 18.42
    tetrabutyl urea 16.66
    diisobutyl methanol 7.76
    2-phenylethanol 26.36
    styrene 3.74
    dioctyl adipate 15.33
    dimethyl sulfate 35.92
    ethyl butyrate 15.24
    methyl lactate 23.68
    butyl lactate 17.92
    diethyl carbonate 14.18
    propanediol butyl ether 27.95
    triethyl orthoformate 14.77
    p-tert-butyltoluene 6.8
    methyl 4-tert-butylbenzoate 26.6
    morpholine 72.81
    tert-butylamine 7.29
    n-dodecanol 6.82
    dimethoxymethane 54.61
    ethylene carbonate 47.24
    cyrene 41.74
    2-ethoxyethyl acetate 26.31
    2-ethylhexyl acetate 13.46
    1,2,4-trichlorobenzene 27.66
    4-methylpyridine 26.41
    dibutyl ether 6.87
    2,6-dimethyl-4-heptanol 7.76
    DEF 23.81
    dimethyl isosorbide 58.71
    tetrachloroethylene 38.93
    eugenol 30.17
    triacetin 26.0
    span 80 27.71
    1,4-butanediol 19.96
    1,1-dichloroethane 15.8
    2-methyl-1-pentanol 11.03
    methyl formate 67.87
    2-methyl-1-butanol 10.46
    n-decane 0.91
    butyronitrile 14.86
    3,7-dimethyl-1-octanol 10.53
    1-chlorooctane 4.66
    1-chlorotetradecane 2.62
    n-nonane 0.65
    undecane 0.82
    tert-butylcyclohexane 0.71
    cyclooctane 0.44
    cyclopentanol 19.12
    tetrahydropyran 24.7
    tert-amyl methyl ether 5.73
    2,5,8-trioxanonane 66.03
    1-hexene 0.62
    2-isopropoxyethanol 26.91
    2,2,2-trifluoroethanol 39.0
    methyl butyrate 17.24

    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