Methyl indole-1-carboxylate

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  • Identifiers

    CAS number
    39203-20-8

    Molecular formula
    C10H9NO2

    SMILES
    COC(=O)N1C=CC2=CC=CC=C21

    Safety labels

    Corrosive
    Corrosive

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Grape 65.6%
    Floral 51.88%
    Neroli 50.94%
    Orange 43.75%
    Fruity 38.03%
    Citrus 37.64%
    Odorless 36.77%
    Animal 32.11%
    Honey 29.2%
    Bitter 27.46%

     

    Flavor
    Bitter 63.09%
    Fruity 34.9%
    Herbal 30.96%
    Balsam 30.86%
    Wintergreen 30.32%
    Grape 29.02%
    Odorless 29.02%
    Strawberry 27.92%
    Orange flower 23.78%
    Sweet 23.32%

     

    Odor impact est.
    Medium

  • Properties

    XLogP3-AA
    2.3

    pKa est.
    5.71 (weak acid)

    Molecular weight
    175.18 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    318°C

    Flash point

    • 152.67 ˚C est.

  • Synonyms

    • 39203-20-8
    • Methyl indole-1-carboxylate
    • Methyl 1H-indole-1-carboxylate
    • Indole-1-carboxylic acid methyl ester
    • N-methoxycarbonylindole
    • MFCD11656094
    • N-(Methoxycarbonyl)indole, Indole-1-carboxylic acid methyl ester
    • N-(Methoxycarbonyl)indole
    • SCHEMBL1173678
    • DTXSID10494193
    • FHOPBCYBMWVMGJ-UHFFFAOYSA-N
    • Methyl indole-1-carboxylate, 97%
    • AKOS015904620
    • SY185804
    • CS-0195890
    • E90566
    • 622-994-0

  • Applications

    Methyl indole-1-carboxylate (CAS 39203-20-8) is primarily used as an organic synthesis building block: employed as an intermediate for the preparation of indole derivatives and related heterocyclic compounds for pharmaceutical and crop-protection chemical development; serves as a scaffold in routes to various indole-based compounds; may function as a fragrance/odorant precursor in perfumery at low concentrations; can act as a building block for polymer and coating applications where the carboxylate functionality is transformed to other groups; common in research and development as a reagent for preparing indole-1-carboxylate derivatives and related structures.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 107.7
    methanol 147.02
    isopropanol 89.66
    water 1.79
    ethyl acetate 85.05
    n-propanol 96.54
    acetone 131.7
    n-butanol 86.47
    acetonitrile 77.22
    DMF 383.99
    toluene 38.37
    isobutanol 78.63
    1,4-dioxane 162.95
    methyl acetate 114.07
    THF 182.27
    2-butanone 111.06
    n-pentanol 79.14
    sec-butanol 98.48
    n-hexane 2.17
    ethylene glycol 53.46
    NMP 132.97
    cyclohexane 3.41
    DMSO 162.66
    n-butyl acetate 49.47
    n-octanol 42.62
    chloroform 234.81
    n-propyl acetate 64.51
    acetic acid 108.22
    dichloromethane 263.26
    cyclohexanone 114.81
    propylene glycol 42.95
    isopropyl acetate 48.21
    DMAc 214.11
    2-ethoxyethanol 144.94
    isopentanol 80.4
    n-heptane 2.52
    ethyl formate 94.45
    1,2-dichloroethane 147.26
    n-hexanol 57.24
    2-methoxyethanol 221.82
    isobutyl acetate 41.87
    tetrachloromethane 19.97
    n-pentyl acetate 47.0
    transcutol 169.19
    n-heptanol 41.23
    ethylbenzene 33.01
    MIBK 55.74
    2-propoxyethanol 102.01
    tert-butanol 104.13
    MTBE 52.28
    2-butoxyethanol 79.66
    propionic acid 78.16
    o-xylene 30.87
    formic acid 77.89
    diethyl ether 59.45
    m-xylene 28.52
    p-xylene 46.66
    chlorobenzene 65.51
    dimethyl carbonate 74.98
    n-octane 2.5
    formamide 166.42
    cyclopentanone 144.36
    2-pentanone 80.63
    anisole 79.2
    cyclopentyl methyl ether 57.91
    gamma-butyrolactone 164.33
    1-methoxy-2-propanol 126.25
    pyridine 169.88
    3-pentanone 61.47
    furfural 191.07
    n-dodecane 3.36
    diethylene glycol 108.67
    diisopropyl ether 14.78
    tert-amyl alcohol 92.81
    acetylacetone 96.43
    n-hexadecane 3.77
    acetophenone 78.16
    methyl propionate 85.96
    isopentyl acetate 48.69
    trichloroethylene 276.18
    n-nonanol 38.2
    cyclohexanol 59.51
    benzyl alcohol 90.05
    2-ethylhexanol 33.16
    isooctanol 35.99
    dipropyl ether 26.56
    1,2-dichlorobenzene 67.14
    ethyl lactate 44.16
    propylene carbonate 101.44
    n-methylformamide 172.56
    2-pentanol 55.65
    n-pentane 2.08
    1-propoxy-2-propanol 57.61
    1-methoxy-2-propyl acetate 53.52
    2-(2-methoxypropoxy) propanol 69.43
    mesitylene 15.98
    ε-caprolactone 91.98
    p-cymene 18.03
    epichlorohydrin 210.35
    1,1,1-trichloroethane 78.84
    2-aminoethanol 85.88
    morpholine-4-carbaldehyde 163.74
    sulfolane 156.51
    2,2,4-trimethylpentane 2.63
    2-methyltetrahydrofuran 99.13
    n-hexyl acetate 62.74
    isooctane 1.64
    2-(2-butoxyethoxy)ethanol 94.05
    sec-butyl acetate 41.18
    tert-butyl acetate 48.09
    decalin 4.37
    glycerin 82.67
    diglyme 157.34
    acrylic acid 81.94
    isopropyl myristate 27.32
    n-butyric acid 93.56
    acetyl acetate 53.93
    di(2-ethylhexyl) phthalate 34.11
    ethyl propionate 58.43
    nitromethane 178.01
    1,2-diethoxyethane 61.87
    benzonitrile 87.21
    trioctyl phosphate 23.75
    1-bromopropane 61.01
    gamma-valerolactone 170.97
    n-decanol 30.45
    triethyl phosphate 27.74
    4-methyl-2-pentanol 35.34
    propionitrile 89.31
    vinylene carbonate 118.82
    1,1,2-trichlorotrifluoroethane 131.35
    DMS 56.52
    cumene 24.04
    2-octanol 32.66
    2-hexanone 63.23
    octyl acetate 36.47
    limonene 20.16
    1,2-dimethoxyethane 197.44
    ethyl orthosilicate 26.64
    tributyl phosphate 26.64
    diacetone alcohol 80.1
    N,N-dimethylaniline 55.05
    acrylonitrile 135.55
    aniline 73.68
    1,3-propanediol 114.18
    bromobenzene 59.21
    dibromomethane 132.93
    1,1,2,2-tetrachloroethane 186.26
    2-methyl-cyclohexyl acetate 38.77
    tetrabutyl urea 38.47
    diisobutyl methanol 21.37
    2-phenylethanol 64.26
    styrene 38.82
    dioctyl adipate 38.76
    dimethyl sulfate 87.65
    ethyl butyrate 40.23
    methyl lactate 57.15
    butyl lactate 41.83
    diethyl carbonate 36.57
    propanediol butyl ether 63.71
    triethyl orthoformate 32.12
    p-tert-butyltoluene 16.34
    methyl 4-tert-butylbenzoate 59.06
    morpholine 155.22
    tert-butylamine 55.4
    n-dodecanol 23.99
    dimethoxymethane 183.65
    ethylene carbonate 88.9
    cyrene 79.33
    2-ethoxyethyl acetate 60.75
    2-ethylhexyl acetate 36.13
    1,2,4-trichlorobenzene 72.05
    4-methylpyridine 131.53
    dibutyl ether 34.24
    2,6-dimethyl-4-heptanol 21.37
    DEF 103.58
    dimethyl isosorbide 95.42
    tetrachloroethylene 129.21
    eugenol 75.25
    triacetin 53.79
    span 80 51.22
    1,4-butanediol 63.82
    1,1-dichloroethane 111.1
    2-methyl-1-pentanol 72.75
    methyl formate 152.86
    2-methyl-1-butanol 82.09
    n-decane 4.59
    butyronitrile 85.45
    3,7-dimethyl-1-octanol 35.66
    1-chlorooctane 22.13
    1-chlorotetradecane 10.59
    n-nonane 3.81
    undecane 3.88
    tert-butylcyclohexane 4.15
    cyclooctane 1.32
    cyclopentanol 69.44
    tetrahydropyran 101.46
    tert-amyl methyl ether 44.23
    2,5,8-trioxanonane 114.57
    1-hexene 16.37
    2-isopropoxyethanol 95.93
    2,2,2-trifluoroethanol 61.92
    methyl butyrate 83.67

    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