Hydroxyethyl-3,4-methylenedioxyaniline hydrochloride

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  • Identifiers

    CAS number
    94158-14-2

    Molecular formula
    C9H12ClNO3

    SMILES
    C1OC2=C(O1)C=C(C=C2)NCCO.Cl

    Safety labels

    Irritant
    Irritant

    Health Hazard
    Health

    Environmental Hazard
    Environmental

  • Odor profile

    Fragrance
    Odorless 54.8%
    Sweet 28.57%
    Phenolic 27.66%
    Bitter 23.25%
    Smoky 22.62%
    Vanilla 21.2%
    Animal 20.98%
    Savory 18.94%
    Burnt 18.51%
    Meaty 17.58%

     

    Flavor
    Sweet 63.34%
    Bitter 47.11%
    Mild 31.7%
    Vanilla 28.23%
    Caramel 27.47%
    Coconut 27.06%
    Powdery 27.04%
    Phenolic 26.57%
    Odorless 26.1%
    Smoky 25.83%

     

    Odor impact est.
    Low

  • Properties

    pKa est.
    -262039.22 (strong acid)

    Molecular weight
    217.65 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    448°C

    Flash point

    • 133.59 ˚C est.

  • Synonyms

    • 94158-14-2
    • N-(2-Hydroxyethyl)-3,4-methylenedioxyaniline hydrochloride
    • 2-(1,3-Benzodioxol-5-ylamino)ethanol hydrochloride
    • Hydroxyethyl-3,4-methylenedioxyaniline HCl
    • Ethanol, 2-(1,3-benzodioxol-5-ylamino)-, hydrochloride
    • 8IRK9YBY3K
    • COLOREX MDOX
    • EINECS 303-085-5
    • hydroxyethyl-3,4-methylenedioxyaniline hydrochloride
    • DTXSID20240825
    • 4-(2-HYDROXYETHYL)AMINO-1,2-METHYLENEDIOXYBENZENE HYDROCHLORIDE
    • ETHANOL, 2-(1,3-BENZODIOXOL-5-YLAMINO)-, HYDROCHLORIDE (1:1)
    • RefChem:789477
    • DTXCID50163316
    • HYDROXYETHYL-3,4-METHYLENEDIOXYANILINE HCL [INCI]
    • 2-(Benzo[d][1,3]dioxol-5-ylamino)ethanol hydrochloride
    • 2-(1,3-benzodioxol-5-ylamino)ethanol;hydrochloride
    • MFCD07779259
    • 2-(Benzo[d][1,3]dioxol-5-ylamino)ethanolhydrochloride
    • 2-(Benzo[d][1,3]dioxol-5-ylamino)-ethanol hydrochloride
    • UNII-8IRK9YBY3K
    • SCHEMBL697970
    • 2-(BENZO[D][1,3]DIOXOL-5-YLAMINO)ETHANOL HCL
    • 5-[(2-hydroxyethyl)amino]-1,3-benzodioxol hydrochloride
    • SCHEMBL29358228
    • MSK15624A
    • LMONVTDNVNEAQG-UHFFFAOYSA-N
    • UDA15814
    • AKOS015904649
    • DS-1996
    • SY113591
    • CS-0155721
    • NS00022897
    • 158B142
    • Q27270599
    • 3,4-Methylenedioxy-1-(2-hydroxyethyl)aniline hydrochloride
    • 2-[(2H-1,3-benzodioxol-5-yl)amino]ethan-1-ol hydrochloride
    • 2-(Benzo[d][1 pound not3]dioxol-5-ylamino)ethanol hydrochloride
    • 2-[(2H-1,3-Benzodioxol-5-yl)amino]ethan-1-ol--hydrogen chloride (1/1)
    • 94158-14-2

  • Applications

    Hydroxyethyl-3,4-methylenedioxyaniline hydrochloride (CAS number: 94158-14-2) is predominantly used as an organic synthesis intermediate in colorant chemistry. It serves as a building block for azo dyes and related pigments used in textiles, coatings, and inks. The hydrochloride salt improves water solubility and handling in aqueous formulations and purification steps. It is commonly employed as a precursor for polymer colorants in plastics and elastomers, and may serve in pharmaceutical or agrochemical synthesis where the aniline core is further functionalized to access more complex compounds. Overall, its primary role is in the preparation of colorants and specialty chemicals for industrial applications, with usage governed by regulatory requirements.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 27.14
    methanol 118.75
    isopropanol 7.78
    water 499.62
    ethyl acetate 2.08
    n-propanol 11.83
    acetone 3.89
    n-butanol 8.37
    acetonitrile 3.36
    DMF 310.03
    toluene 0.11
    isobutanol 5.57
    1,4-dioxane 5.12
    methyl acetate 1.99
    THF 5.25
    2-butanone 1.62
    n-pentanol 6.06
    sec-butanol 4.83
    n-hexane 0.12
    ethylene glycol 328.05
    NMP 154.03
    cyclohexane 0.21
    DMSO 363.57
    n-butyl acetate 2.17
    n-octanol 3.33
    chloroform 2.91
    n-propyl acetate 2.35
    acetic acid 93.16
    dichloromethane 4.88
    cyclohexanone 6.4
    propylene glycol 87.46
    isopropyl acetate 1.36
    DMAc 181.89
    2-ethoxyethanol 68.64
    isopentanol 5.84
    n-heptane 0.3
    ethyl formate 9.92
    1,2-dichloroethane 3.48
    n-hexanol 4.83
    2-methoxyethanol 168.63
    isobutyl acetate 1.29
    tetrachloromethane 1.16
    n-pentyl acetate 2.12
    transcutol 60.82
    n-heptanol 4.45
    ethylbenzene 0.21
    MIBK 1.5
    2-propoxyethanol 33.59
    tert-butanol 8.05
    MTBE 0.67
    2-butoxyethanol 20.52
    propionic acid 18.91
    o-xylene 0.35
    formic acid 699.67
    diethyl ether 0.97
    m-xylene 0.31
    p-xylene 0.34
    chlorobenzene 0.3
    dimethyl carbonate 5.12
    n-octane 0.22
    formamide 511.74
    cyclopentanone 7.15
    2-pentanone 1.87
    anisole 1.07
    cyclopentyl methyl ether 1.84
    gamma-butyrolactone 16.87
    1-methoxy-2-propanol 54.49
    pyridine 2.23
    3-pentanone 1.48
    furfural 34.58
    n-dodecane 0.18
    diethylene glycol 118.15
    diisopropyl ether 0.37
    tert-amyl alcohol 5.32
    acetylacetone 4.74
    n-hexadecane 0.19
    acetophenone 3.19
    methyl propionate 3.95
    isopentyl acetate 2.15
    trichloroethylene 4.5
    n-nonanol 3.43
    cyclohexanol 4.53
    benzyl alcohol 4.79
    2-ethylhexanol 2.41
    isooctanol 3.35
    dipropyl ether 1.73
    1,2-dichlorobenzene 0.82
    ethyl lactate 12.05
    propylene carbonate 8.9
    n-methylformamide 146.07
    2-pentanol 2.89
    n-pentane 0.15
    1-propoxy-2-propanol 15.42
    1-methoxy-2-propyl acetate 5.77
    2-(2-methoxypropoxy) propanol 20.71
    mesitylene 0.34
    ε-caprolactone 9.13
    p-cymene 0.66
    epichlorohydrin 11.58
    1,1,1-trichloroethane 0.92
    2-aminoethanol 173.01
    morpholine-4-carbaldehyde 93.9
    sulfolane 51.05
    2,2,4-trimethylpentane 0.08
    2-methyltetrahydrofuran 2.12
    n-hexyl acetate 2.87
    isooctane 0.06
    2-(2-butoxyethoxy)ethanol 27.53
    sec-butyl acetate 1.13
    tert-butyl acetate 1.52
    decalin 0.12
    glycerin 317.68
    diglyme 43.35
    acrylic acid 32.46
    isopropyl myristate 1.37
    n-butyric acid 15.72
    acetyl acetate 2.33
    di(2-ethylhexyl) phthalate 4.45
    ethyl propionate 2.37
    nitromethane 83.35
    1,2-diethoxyethane 4.48
    benzonitrile 2.23
    trioctyl phosphate 3.43
    1-bromopropane 0.86
    gamma-valerolactone 31.86
    n-decanol 2.64
    triethyl phosphate 3.35
    4-methyl-2-pentanol 1.88
    propionitrile 2.78
    vinylene carbonate 10.37
    1,1,2-trichlorotrifluoroethane 74.7
    DMS 3.87
    cumene 0.35
    2-octanol 2.2
    2-hexanone 1.75
    octyl acetate 2.19
    limonene 0.85
    1,2-dimethoxyethane 33.93
    ethyl orthosilicate 2.84
    tributyl phosphate 3.55
    diacetone alcohol 9.36
    N,N-dimethylaniline 2.01
    acrylonitrile 6.23
    aniline 1.26
    1,3-propanediol 114.18
    bromobenzene 0.2
    dibromomethane 1.92
    1,1,2,2-tetrachloroethane 4.9
    2-methyl-cyclohexyl acetate 3.02
    tetrabutyl urea 7.0
    diisobutyl methanol 1.5
    2-phenylethanol 4.3
    styrene 0.2
    dioctyl adipate 3.41
    dimethyl sulfate 21.02
    ethyl butyrate 2.49
    methyl lactate 26.19
    butyl lactate 7.95
    diethyl carbonate 2.45
    propanediol butyl ether 25.75
    triethyl orthoformate 3.02
    p-tert-butyltoluene 0.59
    methyl 4-tert-butylbenzoate 7.09
    morpholine 12.96
    tert-butylamine 2.28
    n-dodecanol 2.02
    dimethoxymethane 28.64
    ethylene carbonate 7.54
    cyrene 29.83
    2-ethoxyethyl acetate 4.3
    2-ethylhexyl acetate 1.57
    1,2,4-trichlorobenzene 1.17
    4-methylpyridine 1.67
    dibutyl ether 1.35
    2,6-dimethyl-4-heptanol 1.5
    DEF 14.68
    dimethyl isosorbide 21.79
    tetrachloroethylene 5.09
    eugenol 14.34
    triacetin 6.6
    span 80 14.97
    1,4-butanediol 63.52
    1,1-dichloroethane 0.95
    2-methyl-1-pentanol 4.26
    methyl formate 59.99
    2-methyl-1-butanol 5.38
    n-decane 0.26
    butyronitrile 2.57
    3,7-dimethyl-1-octanol 2.62
    1-chlorooctane 0.67
    1-chlorotetradecane 0.38
    n-nonane 0.24
    undecane 0.21
    tert-butylcyclohexane 0.09
    cyclooctane 0.12
    cyclopentanol 6.35
    tetrahydropyran 1.5
    tert-amyl methyl ether 0.94
    2,5,8-trioxanonane 35.64
    1-hexene 0.28
    2-isopropoxyethanol 21.14
    2,2,2-trifluoroethanol 87.47
    methyl butyrate 4.01

    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