Hydroxybenzomorpholine

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  • Identifiers

    CAS number
    26021-57-8

    Molecular formula
    C8H9NO2

    SMILES
    C1COC2=C(N1)C=C(C=C2)O

    Safety labels

    Irritant
    Irritant

    Environmental Hazard
    Environmental

  • Odor profile

    Fragrance
    Phenolic 48.47%
    Odorless 38.22%
    Vanilla 37.17%
    Sweet 36.57%
    Burnt 29.5%
    Animal 28.11%
    Smoky 26.75%
    Spicy 24.25%
    Creamy 23.31%
    Nutty 21.35%

     

    Flavor
    Bitter 79.86%
    Sweet 22.43%
    Coconut 22.31%
    Cereal 21.95%
    Naphthalic 21.94%
    Alkaline 21.29%
    Sweet-like 21.19%
    Very strong 21.04%
    Indole 20.88%
    Eugenol 20.64%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    1.3

    pKa est.
    7.54 (neutral)

    Molecular weight
    151.16 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    379°C

    Flash point

    • 157.53 ˚C est.

  • Synonyms

    • 26021-57-8
    • 3,4-Dihydro-2H-1,4-benzoxazin-6-ol
    • Hydroxybenzomorpholine
    • 6-Hydroxybenzomorpholine
    • 2H-1,4-Benzoxazin-6-ol, 3,4-dihydro-
    • 77OXT3492A
    • EINECS 247-415-5
    • DTXSID20180671
    • 3,4-DIHYDRO-2H-BENZO-(B)(1,4)OXAZIN-6-OL
    • 3,4-DIHYDRO-6-HYDROXY-1,4(2H)-BENZOXAZINE
    • RefChem:789446
    • DTXCID60103162
    • HYDROXYBENZOMORPHOLINE [INCI]
    • 247-415-5
    • 3,4-Dihydro-2H-benzo[b][1,4]oxazin-6-ol
    • MFCD00600394
    • 3,4-Dihydro-2H-benzo[1,4]oxazin-6-ol
    • BAS 02083762
    • UNII-77OXT3492A
    • 6-hydroxy benzomorpholine
    • Oprea1_132826
    • Oprea1_760613
    • SCHEMBL33867
    • SCHEMBL11896506
    • SCHEMBL27592233
    • SCHEMBL29355887
    • MSK11399
    • AKOS006271964
    • AB06521
    • DS-17938
    • SY114381
    • CS-0155718
    • NS00013750
    • C74348
    • EN300-2980545
    • F216684
    • Q27266590
    • 26021-57-8

  • Applications

    Hydroxybenzomorpholine (CAS 26021-57-8) is primarily used as an intermediate in pharmaceutical/medicinal chemistry and in agrochemical synthesis, serving as a building block for morpholine-containing compounds. It can act as a reactive intermediate in organic synthesis and as a precursor or processing aid in polymer and coatings formulations. In perfumery and fragrance applications, it is evaluated as a fragrance intermediate or odorant precursor. It may also be considered for formulations in cleaning and industrial products where morpholine-based structures offer solubility or compatibility advantages. Its use is subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 25.77
    methanol 49.41
    isopropanol 21.5
    water 8.57
    ethyl acetate 30.22
    n-propanol 24.25
    acetone 59.15
    n-butanol 20.49
    acetonitrile 56.47
    DMF 214.85
    toluene 9.21
    isobutanol 19.87
    1,4-dioxane 97.41
    methyl acetate 39.64
    THF 85.26
    2-butanone 37.39
    n-pentanol 18.75
    sec-butanol 15.97
    n-hexane 0.59
    ethylene glycol 54.23
    NMP 133.94
    cyclohexane 2.03
    DMSO 483.27
    n-butyl acetate 22.0
    n-octanol 19.26
    chloroform 40.61
    n-propyl acetate 22.3
    acetic acid 65.93
    dichloromethane 75.55
    cyclohexanone 60.69
    propylene glycol 28.16
    isopropyl acetate 17.69
    DMAc 192.53
    2-ethoxyethanol 62.99
    isopentanol 20.0
    n-heptane 3.17
    ethyl formate 40.79
    1,2-dichloroethane 44.36
    n-hexanol 22.53
    2-methoxyethanol 94.63
    isobutyl acetate 14.31
    tetrachloromethane 7.28
    n-pentyl acetate 15.83
    transcutol 129.67
    n-heptanol 16.31
    ethylbenzene 6.38
    MIBK 20.68
    2-propoxyethanol 58.61
    tert-butanol 34.25
    MTBE 15.33
    2-butoxyethanol 37.15
    propionic acid 37.26
    o-xylene 12.93
    formic acid 58.52
    diethyl ether 14.07
    m-xylene 11.95
    p-xylene 9.59
    chlorobenzene 18.74
    dimethyl carbonate 30.2
    n-octane 1.81
    formamide 90.69
    cyclopentanone 78.04
    2-pentanone 26.79
    anisole 24.4
    cyclopentyl methyl ether 31.09
    gamma-butyrolactone 108.97
    1-methoxy-2-propanol 58.72
    pyridine 47.98
    3-pentanone 24.87
    furfural 109.65
    n-dodecane 2.33
    diethylene glycol 87.09
    diisopropyl ether 6.32
    tert-amyl alcohol 21.67
    acetylacetone 49.94
    n-hexadecane 2.58
    acetophenone 30.85
    methyl propionate 36.76
    isopentyl acetate 20.01
    trichloroethylene 69.74
    n-nonanol 18.62
    cyclohexanol 22.54
    benzyl alcohol 28.63
    2-ethylhexanol 17.44
    isooctanol 14.48
    dipropyl ether 19.1
    1,2-dichlorobenzene 22.51
    ethyl lactate 25.62
    propylene carbonate 50.62
    n-methylformamide 89.96
    2-pentanol 12.12
    n-pentane 0.87
    1-propoxy-2-propanol 39.74
    1-methoxy-2-propyl acetate 36.07
    2-(2-methoxypropoxy) propanol 46.94
    mesitylene 9.53
    ε-caprolactone 49.33
    p-cymene 10.59
    epichlorohydrin 103.79
    1,1,1-trichloroethane 24.77
    2-aminoethanol 44.76
    morpholine-4-carbaldehyde 149.72
    sulfolane 169.97
    2,2,4-trimethylpentane 1.34
    2-methyltetrahydrofuran 43.97
    n-hexyl acetate 24.68
    isooctane 1.18
    2-(2-butoxyethoxy)ethanol 58.82
    sec-butyl acetate 13.6
    tert-butyl acetate 21.0
    decalin 2.01
    glycerin 68.12
    diglyme 112.71
    acrylic acid 46.44
    isopropyl myristate 14.85
    n-butyric acid 35.5
    acetyl acetate 29.4
    di(2-ethylhexyl) phthalate 20.38
    ethyl propionate 22.52
    nitromethane 141.23
    1,2-diethoxyethane 36.0
    benzonitrile 32.84
    trioctyl phosphate 16.17
    1-bromopropane 12.79
    gamma-valerolactone 104.89
    n-decanol 15.91
    triethyl phosphate 19.53
    4-methyl-2-pentanol 10.73
    propionitrile 33.76
    vinylene carbonate 52.8
    1,1,2-trichlorotrifluoroethane 83.1
    DMS 29.66
    cumene 7.2
    2-octanol 11.03
    2-hexanone 22.15
    octyl acetate 19.12
    limonene 14.21
    1,2-dimethoxyethane 90.34
    ethyl orthosilicate 17.8
    tributyl phosphate 17.65
    diacetone alcohol 38.67
    N,N-dimethylaniline 23.15
    acrylonitrile 54.54
    aniline 22.74
    1,3-propanediol 45.73
    bromobenzene 17.2
    dibromomethane 31.79
    1,1,2,2-tetrachloroethane 50.99
    2-methyl-cyclohexyl acetate 23.06
    tetrabutyl urea 27.63
    diisobutyl methanol 13.13
    2-phenylethanol 27.98
    styrene 7.2
    dioctyl adipate 24.59
    dimethyl sulfate 65.15
    ethyl butyrate 25.04
    methyl lactate 38.42
    butyl lactate 21.88
    diethyl carbonate 21.38
    propanediol butyl ether 36.1
    triethyl orthoformate 21.03
    p-tert-butyltoluene 10.02
    methyl 4-tert-butylbenzoate 35.81
    morpholine 75.6
    tert-butylamine 15.14
    n-dodecanol 13.84
    dimethoxymethane 82.24
    ethylene carbonate 43.58
    cyrene 55.84
    2-ethoxyethyl acetate 28.36
    2-ethylhexyl acetate 15.89
    1,2,4-trichlorobenzene 28.41
    4-methylpyridine 38.26
    dibutyl ether 15.79
    2,6-dimethyl-4-heptanol 13.13
    DEF 56.5
    dimethyl isosorbide 77.21
    tetrachloroethylene 31.29
    eugenol 38.79
    triacetin 37.43
    span 80 35.97
    1,4-butanediol 31.28
    1,1-dichloroethane 25.93
    2-methyl-1-pentanol 18.63
    methyl formate 84.73
    2-methyl-1-butanol 17.83
    n-decane 3.04
    butyronitrile 28.16
    3,7-dimethyl-1-octanol 18.53
    1-chlorooctane 10.0
    1-chlorotetradecane 6.05
    n-nonane 2.59
    undecane 2.63
    tert-butylcyclohexane 1.86
    cyclooctane 1.44
    cyclopentanol 31.65
    tetrahydropyran 35.48
    tert-amyl methyl ether 14.58
    2,5,8-trioxanonane 94.64
    1-hexene 2.45
    2-isopropoxyethanol 41.06
    2,2,2-trifluoroethanol 43.87
    methyl butyrate 30.26

    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