3-methyl-octahydro-1H-indole

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  • Identifiers

    CAS number
    37865-94-4

    Molecular formula
    C9H17N

    SMILES
    CC1CNC2C1CCCC2

  • Odor profile

    Fragrance
    Fishy 50.42%
    Animal 42.2%
    Cheesy 35.38%
    Earthy 35.24%
    Nutty 34.61%
    Roasted 32.51%
    Floral 29.43%
    Musty 28.84%
    Popcorn 26.56%
    Woody 25.79%

     

    Flavor
    Sweet 39.85%
    Animal 39.64%
    Bitter 36.49%
    Alkaline 28.17%
    Ammoniacal 26.55%
    Amine 23.96%
    Floral 23.72%
    Shrimp 23.53%
    Fruity 23.03%
    Cauliflower 21.92%

     

    Odor impact est.
    High

  • Properties

    XLogP3-AA
    2.1

    pKa est.
    8.01 (weak base)

    Molecular weight
    139.24 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Fast

    Boiling point est.
    192°C

    Flash point

    • 75.11 ˚C est.

  • Synonyms

    • 3-methyl-octahydro-1H-indole
    • 37865-94-4
    • 3-Methyloctahydro-1H-indole
    • 3-methyl-2,3,3a,4,5,6,7,7a-octahydro-1H-indole
    • 1H-Indole, octahydro-3-methyl-
    • Perhydroskatol
    • Skatole, perhydro-
    • 3-methyl-octahydroindole
    • octahydro-3-methyl-1H-Indole
    • SCHEMBL11740135
    • CHEBI:229440
    • ZCJGZUQXRFHPQL-UHFFFAOYSA-N
    • MBA86594
    • AKOS006352456
    • CS-0261286
    • EN300-78030
    • Z1202249435

  • Applications

    3-methyl-octahydro-1H-indole (CAS 37865-94-4) is a versatile intermediate used in pharmaceutical synthesis, providing a scaffold for alkaloid-like and other medicinal compounds. It also serves as a building block for the asymmetric synthesis of chiral amines and saturated heterocycles. In fragrance applications, it may be used as a fragrance ingredient or odorant precursor in perfumery. In cosmetics, it may be evaluated for use as a fragrance or masking agent, subject to current regulations. In industrial manufacturing, it can act as an intermediate for the synthesis of more complex amines and heterocyclic compounds. In research and development, it is used as a starting material for library generation of saturated indole derivatives.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 1745.7
    methanol 1828.37
    isopropanol 1273.12
    water 5.27
    ethyl acetate 1562.63
    n-propanol 1346.32
    acetone 1687.97
    n-butanol 1321.34
    acetonitrile 1490.11
    DMF 982.54
    toluene 543.29
    isobutanol 925.88
    1,4-dioxane 1991.27
    methyl acetate 1131.45
    THF 2898.55
    2-butanone 1078.45
    n-pentanol 583.73
    sec-butanol 725.82
    n-hexane 115.58
    ethylene glycol 288.2
    NMP 725.28
    cyclohexane 229.25
    DMSO 1165.55
    n-butyl acetate 1689.47
    n-octanol 377.97
    chloroform 2945.7
    n-propyl acetate 674.91
    acetic acid 1256.53
    dichloromethane 2345.5
    cyclohexanone 1327.85
    propylene glycol 371.52
    isopropyl acetate 974.01
    DMAc 539.2
    2-ethoxyethanol 759.7
    isopentanol 964.82
    n-heptane 180.42
    ethyl formate 1062.38
    1,2-dichloroethane 1205.83
    n-hexanol 1142.61
    2-methoxyethanol 1541.89
    isobutyl acetate 421.82
    tetrachloromethane 689.13
    n-pentyl acetate 576.87
    transcutol 2049.57
    n-heptanol 443.52
    ethylbenzene 151.58
    MIBK 667.31
    2-propoxyethanol 1573.67
    tert-butanol 1049.41
    MTBE 1020.97
    2-butoxyethanol 744.87
    propionic acid 979.12
    o-xylene 246.18
    formic acid 465.22
    diethyl ether 1453.14
    m-xylene 350.23
    p-xylene 190.5
    chlorobenzene 805.68
    dimethyl carbonate 327.39
    n-octane 69.24
    formamide 501.22
    cyclopentanone 1586.87
    2-pentanone 1131.46
    anisole 357.07
    cyclopentyl methyl ether 1117.48
    gamma-butyrolactone 1812.64
    1-methoxy-2-propanol 1206.63
    pyridine 1340.92
    3-pentanone 701.78
    furfural 1246.43
    n-dodecane 57.01
    diethylene glycol 930.89
    diisopropyl ether 437.06
    tert-amyl alcohol 587.78
    acetylacetone 1112.03
    n-hexadecane 63.17
    acetophenone 280.49
    methyl propionate 866.86
    isopentyl acetate 1051.21
    trichloroethylene 1899.18
    n-nonanol 317.26
    cyclohexanol 703.12
    benzyl alcohol 299.01
    2-ethylhexanol 595.91
    isooctanol 324.39
    dipropyl ether 828.51
    1,2-dichlorobenzene 566.28
    ethyl lactate 238.74
    propylene carbonate 1011.61
    n-methylformamide 1018.68
    2-pentanol 756.02
    n-pentane 201.89
    1-propoxy-2-propanol 1105.2
    1-methoxy-2-propyl acetate 948.05
    2-(2-methoxypropoxy) propanol 391.59
    mesitylene 234.85
    ε-caprolactone 1149.97
    p-cymene 197.63
    epichlorohydrin 1684.93
    1,1,1-trichloroethane 1214.86
    2-aminoethanol 586.57
    morpholine-4-carbaldehyde 919.58
    sulfolane 1153.45
    2,2,4-trimethylpentane 86.71
    2-methyltetrahydrofuran 1664.95
    n-hexyl acetate 625.14
    isooctane 105.98
    2-(2-butoxyethoxy)ethanol 666.76
    sec-butyl acetate 408.38
    tert-butyl acetate 799.51
    decalin 74.01
    glycerin 484.19
    diglyme 1305.9
    acrylic acid 724.68
    isopropyl myristate 242.28
    n-butyric acid 1692.68
    acetyl acetate 858.86
    di(2-ethylhexyl) phthalate 173.37
    ethyl propionate 470.28
    nitromethane 1799.61
    1,2-diethoxyethane 1164.08
    benzonitrile 627.23
    trioctyl phosphate 165.07
    1-bromopropane 986.28
    gamma-valerolactone 1730.98
    n-decanol 240.31
    triethyl phosphate 218.32
    4-methyl-2-pentanol 462.14
    propionitrile 1266.41
    vinylene carbonate 931.35
    1,1,2-trichlorotrifluoroethane 786.37
    DMS 353.45
    cumene 117.99
    2-octanol 246.6
    2-hexanone 526.99
    octyl acetate 292.05
    limonene 305.21
    1,2-dimethoxyethane 1069.72
    ethyl orthosilicate 229.4
    tributyl phosphate 224.33
    diacetone alcohol 632.94
    N,N-dimethylaniline 181.87
    acrylonitrile 1237.42
    aniline 735.7
    1,3-propanediol 975.65
    bromobenzene 843.57
    dibromomethane 1591.53
    1,1,2,2-tetrachloroethane 1226.65
    2-methyl-cyclohexyl acetate 367.91
    tetrabutyl urea 219.17
    diisobutyl methanol 342.03
    2-phenylethanol 494.64
    styrene 212.13
    dioctyl adipate 243.56
    dimethyl sulfate 322.05
    ethyl butyrate 747.28
    methyl lactate 374.44
    butyl lactate 356.86
    diethyl carbonate 412.67
    propanediol butyl ether 445.37
    triethyl orthoformate 476.33
    p-tert-butyltoluene 198.05
    methyl 4-tert-butylbenzoate 294.51
    morpholine 1792.16
    tert-butylamine 780.36
    n-dodecanol 190.87
    dimethoxymethane 1151.38
    ethylene carbonate 879.07
    cyrene 251.67
    2-ethoxyethyl acetate 699.64
    2-ethylhexyl acetate 783.74
    1,2,4-trichlorobenzene 578.48
    4-methylpyridine 1129.55
    dibutyl ether 596.5
    2,6-dimethyl-4-heptanol 342.03
    DEF 839.2
    dimethyl isosorbide 634.75
    tetrachloroethylene 981.57
    eugenol 274.87
    triacetin 407.03
    span 80 377.66
    1,4-butanediol 288.75
    1,1-dichloroethane 1496.64
    2-methyl-1-pentanol 422.02
    methyl formate 797.3
    2-methyl-1-butanol 772.49
    n-decane 97.24
    butyronitrile 1533.81
    3,7-dimethyl-1-octanol 392.37
    1-chlorooctane 276.54
    1-chlorotetradecane 114.1
    n-nonane 99.07
    undecane 72.08
    tert-butylcyclohexane 77.81
    cyclooctane 97.19
    cyclopentanol 836.65
    tetrahydropyran 1751.69
    tert-amyl methyl ether 526.51
    2,5,8-trioxanonane 674.72
    1-hexene 334.57
    2-isopropoxyethanol 509.87
    2,2,2-trifluoroethanol 438.17
    methyl butyrate 631.84

    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