2,3-Dihydro-1,4-benzodioxin-6-methylamine

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  • Identifiers

    CAS number
    17413-10-4

    Molecular formula
    C9H11NO2

    SMILES
    C1COC2=C(O1)C=CC(=C2)CN

    Safety labels

    Corrosive
    Corrosive

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Sweet 38.94%
    Meaty 33.51%
    Animal 32.19%
    Phenolic 30.86%
    Fishy 30.16%
    Smoky 29.01%
    Burnt 28.5%
    Vanilla 27.39%
    Roasted 27.08%
    Cheesy 26.75%

     

    Flavor
    Sweet 69.89%
    Bitter 44.12%
    Coconut 40.25%
    Smoky 39.59%
    Spicy 38.74%
    Phenolic 38.41%
    Woody 38.12%
    Vanilla 34.39%
    Creamy 33.76%
    Powdery 33.72%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    0.7

    pKa est.
    5.68 (weak acid)

    Molecular weight
    165.19 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    307°C

    Flash point

    • 134.39 ˚C est.

  • Synonyms

    • 17413-10-4
    • 2,3-Dihydro-1,4-benzodioxin-6-methylamine
    • EINECS 241-440-5
    • 2,3-Dihydro-1,4-benzodioxin-6-methanamine
    • DTXSID80169765
    • RefChem:442172
    • DTXCID9092256
    • 241-440-5
    • (2,3-Dihydrobenzo[b][1,4]dioxin-6-yl)methanamine
    • 2,3-Dihydro-1,4-benzodioxin-6-ylmethylamine
    • 1,4-benzodioxin-6-methanamine, 2,3-dihydro-
    • 2,3-dihydro-1,4-benzodioxin-6-ylmethanamine
    • MFCD02677684
    • 1-(2,3-dihydro-1,4-benzodioxin-6-yl)methanamine
    • 6-(Aminomethyl)-1,4-benzodioxane
    • 3,4-Ethylenedioxybenzylamine
    • (2,3-dihydro-1,4-benzodioxin-6-yl)methanamine
    • (2,3-dihydro-1,4-benzodioxin-6-ylmethyl)amine
    • SDCCGMLS-0065912.P001
    • 1,4-Benzodioxin-6-methanamine,2,3-dihydro-
    • VY2VGK4A37
    • SCHEMBL110634
    • SCHEMBL4181991
    • CHEMBL4579007
    • BBL100295
    • SBB052497
    • STL553869
    • AKOS000116879
    • CS-W006229
    • DS-2328
    • FS-2665
    • SY035067
    • DB-043970
    • 6-aminomethyl-2,3-dihydro-1,4-benzodioxin
    • NS00025722
    • EN300-34192
    • 6-(Aminomethyl)-2,3-dihydro-1,4-benzodioxine
    • (2,3-Dihydrobenzo[1,4]dioxin-6-yl)methylamine
    • AB00981390-01
    • F065531
    • C-(2,3-dihydrobenzo[1,4]dioxin-6-yl)-methylamine
    • (2,3-dihydrobenzo[b][1,4-]dioxin-6-yl)methylamine
    • C-(2,3-dihydro-benzo[1,4]dioxin-6-yl)-methylamine
    • 2,3-dihydro-1,4-benzodioxin-6-ylmethylamine, AldrichCPR
    • (2 pound not3-Dihydrobenzo[b][1 pound not4]dioxin-6-yl)methanamine
    • 17413-10-4

  • Applications

    2,3-Dihydro-1,4-benzodioxin-6-methylamine (CAS 17413-10-4) is primarily used as a precursor intermediate in organic synthesis and medicinal chemistry. It serves as a building block for benzodioxin-containing compounds and active pharmaceutical ingredients (APIs), and is commonly evaluated for early-stage drug discovery and library generation. In industry, it is often supplied to contract research and manufacturing organizations for custom synthesis and for further functionalization to explore pharmaceutical frameworks. Its versatility as an intermediate also supports general synthetic routes toward specialty intermediates in niche chemical sectors.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 28.25
    methanol 61.2
    isopropanol 13.77
    water 9.79
    ethyl acetate 28.6
    n-propanol 18.25
    acetone 42.18
    n-butanol 16.81
    acetonitrile 59.7
    DMF 123.63
    toluene 8.24
    isobutanol 13.36
    1,4-dioxane 101.36
    methyl acetate 33.7
    THF 73.06
    2-butanone 23.82
    n-pentanol 14.43
    sec-butanol 9.94
    n-hexane 0.33
    ethylene glycol 47.56
    NMP 94.82
    cyclohexane 1.91
    DMSO 418.08
    n-butyl acetate 19.31
    n-octanol 10.21
    chloroform 110.37
    n-propyl acetate 21.42
    acetic acid 155.54
    dichloromethane 179.88
    cyclohexanone 57.88
    propylene glycol 19.31
    isopropyl acetate 12.35
    DMAc 101.02
    2-ethoxyethanol 68.2
    isopentanol 14.62
    n-heptane 1.62
    ethyl formate 65.25
    1,2-dichloroethane 88.12
    n-hexanol 15.03
    2-methoxyethanol 108.69
    isobutyl acetate 12.37
    tetrachloromethane 13.64
    n-pentyl acetate 12.66
    transcutol 143.79
    n-heptanol 10.98
    ethylbenzene 5.79
    MIBK 11.08
    2-propoxyethanol 49.33
    tert-butanol 22.15
    MTBE 8.54
    2-butoxyethanol 32.68
    propionic acid 40.25
    o-xylene 10.38
    formic acid 144.73
    diethyl ether 9.21
    m-xylene 8.37
    p-xylene 8.88
    chlorobenzene 32.33
    dimethyl carbonate 23.23
    n-octane 0.99
    formamide 188.31
    cyclopentanone 72.12
    2-pentanone 15.7
    anisole 24.18
    cyclopentyl methyl ether 21.17
    gamma-butyrolactone 127.07
    1-methoxy-2-propanol 48.79
    pyridine 78.08
    3-pentanone 14.61
    furfural 185.34
    n-dodecane 1.15
    diethylene glycol 83.14
    diisopropyl ether 3.29
    tert-amyl alcohol 13.15
    acetylacetone 37.33
    n-hexadecane 1.29
    acetophenone 31.25
    methyl propionate 24.88
    isopentyl acetate 16.78
    trichloroethylene 165.08
    n-nonanol 10.08
    cyclohexanol 18.57
    benzyl alcohol 30.37
    2-ethylhexanol 11.03
    isooctanol 9.83
    dipropyl ether 12.27
    1,2-dichlorobenzene 37.05
    ethyl lactate 23.06
    propylene carbonate 70.42
    n-methylformamide 101.09
    2-pentanol 6.89
    n-pentane 0.53
    1-propoxy-2-propanol 27.17
    1-methoxy-2-propyl acetate 26.14
    2-(2-methoxypropoxy) propanol 34.5
    mesitylene 6.73
    ε-caprolactone 52.41
    p-cymene 8.61
    epichlorohydrin 129.18
    1,1,1-trichloroethane 36.44
    2-aminoethanol 40.6
    morpholine-4-carbaldehyde 123.61
    sulfolane 168.95
    2,2,4-trimethylpentane 0.75
    2-methyltetrahydrofuran 36.83
    n-hexyl acetate 16.78
    isooctane 0.55
    2-(2-butoxyethoxy)ethanol 47.79
    sec-butyl acetate 10.47
    tert-butyl acetate 13.79
    decalin 1.56
    glycerin 64.95
    diglyme 105.69
    acrylic acid 60.57
    isopropyl myristate 8.57
    n-butyric acid 52.06
    acetyl acetate 33.97
    di(2-ethylhexyl) phthalate 15.51
    ethyl propionate 17.97
    nitromethane 249.06
    1,2-diethoxyethane 29.86
    benzonitrile 44.18
    trioctyl phosphate 10.4
    1-bromopropane 15.25
    gamma-valerolactone 113.6
    n-decanol 8.25
    triethyl phosphate 19.58
    4-methyl-2-pentanol 5.77
    propionitrile 29.79
    vinylene carbonate 85.79
    1,1,2-trichlorotrifluoroethane 127.18
    DMS 24.46
    cumene 6.07
    2-octanol 6.3
    2-hexanone 15.39
    octyl acetate 11.7
    limonene 11.08
    1,2-dimethoxyethane 92.31
    ethyl orthosilicate 17.45
    tributyl phosphate 13.19
    diacetone alcohol 25.66
    N,N-dimethylaniline 19.34
    acrylonitrile 61.39
    aniline 27.5
    1,3-propanediol 52.55
    bromobenzene 30.85
    dibromomethane 71.76
    1,1,2,2-tetrachloroethane 100.19
    2-methyl-cyclohexyl acetate 20.78
    tetrabutyl urea 19.07
    diisobutyl methanol 8.19
    2-phenylethanol 27.3
    styrene 7.76
    dioctyl adipate 17.79
    dimethyl sulfate 54.47
    ethyl butyrate 22.11
    methyl lactate 31.55
    butyl lactate 17.81
    diethyl carbonate 22.21
    propanediol butyl ether 27.84
    triethyl orthoformate 20.56
    p-tert-butyltoluene 7.74
    methyl 4-tert-butylbenzoate 28.9
    morpholine 79.17
    tert-butylamine 9.43
    n-dodecanol 6.94
    dimethoxymethane 60.46
    ethylene carbonate 64.74
    cyrene 47.86
    2-ethoxyethyl acetate 25.9
    2-ethylhexyl acetate 13.44
    1,2,4-trichlorobenzene 42.65
    4-methylpyridine 44.93
    dibutyl ether 10.59
    2,6-dimethyl-4-heptanol 8.19
    DEF 36.5
    dimethyl isosorbide 64.41
    tetrachloroethylene 72.9
    eugenol 32.86
    triacetin 33.15
    span 80 26.91
    1,4-butanediol 27.72
    1,1-dichloroethane 36.36
    2-methyl-1-pentanol 13.34
    methyl formate 101.67
    2-methyl-1-butanol 12.86
    n-decane 1.56
    butyronitrile 27.76
    3,7-dimethyl-1-octanol 10.07
    1-chlorooctane 6.24
    1-chlorotetradecane 3.28
    n-nonane 1.33
    undecane 1.31
    tert-butylcyclohexane 1.26
    cyclooctane 1.01
    cyclopentanol 23.53
    tetrahydropyran 32.94
    tert-amyl methyl ether 7.82
    2,5,8-trioxanonane 78.67
    1-hexene 1.56
    2-isopropoxyethanol 34.35
    2,2,2-trifluoroethanol 80.89
    methyl butyrate 28.35

    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