4-Phenylmorpholine

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  • Identifiers

    CAS number
    92-53-5

    Molecular formula
    C10H13NO

    SMILES
    C1COCCN1C2=CC=CC=C2

    Safety labels

    Acute Toxic
    Acute Toxic

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Floral 57.14%
    Sweet 50.39%
    Animal 49.17%
    Honey 38.26%
    Earthy 35.5%
    Rose 30.76%
    Almond 27.86%
    Green 27.61%
    Aromatic 26.62%
    Musty 26.52%

     

    Flavor
    Sweet 45.17%
    Bitter 44.0%
    Floral 43.95%
    Animal 34.33%
    Earthy 27.79%
    Green 26.22%
    Roasted 25.71%
    Alkaline 25.15%
    Naphthalic 24.6%
    Amine 23.44%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    1.4

    pKa est.
    4.09 (weak acid)

    Molecular weight
    163.22 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Slow

    Boiling point est.
    265°C

    Flash point

    • 110.08 ˚C est.

  • Synonyms

    • 4-Phenylmorpholine
    • N-Phenylmorpholine
    • MORPHOLINE, 4-PHENYL-
    • Phenyl morpholine
    • (4-morpholinyl)benzene
    • UNII-H4OC7FB1EX
    • H4OC7FB1EX
    • NSC 2628
    • EINECS 202-164-0
    • BRN 0132159
    • AI3-01091
    • NSC-2628
    • MORPHOLINE,4-PHENYL
    • DTXSID8059057
    • 4-27-00-00037 (Beilstein Handbook Reference)
    • NSC-239125
    • RefChem:100375
    • DTXCID0048763
    • FHQRDEDZJIFJAL-UHFFFAOYSA-N
    • InChI=1/C10H13NO/c1-2-4-10(5-3-1)11-6-8-12-9-7-11/h1-5H,6-9H
    • 92-53-5
    • Phenylmorpholine
    • Morpholinobenzene
    • 4-Phenyl-morpholine
    • 4-phenylmorpholin
    • MFCD00006166
    • 4-Phenylmorpholine; Morpholinobenzene
    • NSC2628
    • 4-phenyl morpholine
    • N-(phenyl)morpholine
    • 4-(4-morpholinyl)benzene
    • WLN: T6N DOTJ AR
    • SCHEMBL45747
    • 4-Phenylmorpholine, >=98%
    • SCHEMBL159425
    • SCHEMBL189494
    • SCHEMBL254812
    • orb3029252
    • SCHEMBL2204694
    • SCHEMBL3948094
    • CHEMBL4435329
    • BBL034643
    • STK664287
    • AKOS003398235
    • AC-7074
    • CS-W014318
    • s12313
    • ST075651
    • SY003877
    • VS-12628
    • DB-057311
    • NS00022878
    • P0196
    • A844260
    • F042890
    • SR-01000514391
    • SR-01000514391-1
    • Q27279634
    • 92-53-5

  • Applications

    4-Phenylmorpholine (CAS 92-53-5) is primarily used as an organic synthesis intermediate, serving as a building block for morpholine-containing compounds in pharmaceutical and agrochemical development. It may be used as a specialty solvent or co-solvent in small-scale reaction systems. It can act as a precursor for morpholine-based ligands and reagents used in catalysis and materials science, including polymers and coatings where amine functionality is installed. It is also evaluated as a starting point for functionalized polymers and related materials in research and development, depending on local regulations and use limitations.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 101.94
    methanol 140.54
    isopropanol 47.14
    water 3.22
    ethyl acetate 134.29
    n-propanol 84.63
    acetone 157.71
    n-butanol 60.2
    acetonitrile 166.82
    DMF 230.24
    toluene 75.77
    isobutanol 54.33
    1,4-dioxane 305.27
    methyl acetate 144.4
    THF 236.18
    2-butanone 129.14
    n-pentanol 43.55
    sec-butanol 47.08
    n-hexane 7.17
    ethylene glycol 88.73
    NMP 297.82
    cyclohexane 26.47
    DMSO 797.74
    n-butyl acetate 80.32
    n-octanol 25.99
    chloroform 749.01
    n-propyl acetate 69.31
    acetic acid 249.97
    dichloromethane 935.87
    cyclohexanone 221.44
    propylene glycol 58.44
    isopropyl acetate 48.17
    DMAc 211.87
    2-ethoxyethanol 113.09
    isopentanol 44.25
    n-heptane 12.05
    ethyl formate 143.36
    1,2-dichloroethane 472.82
    n-hexanol 50.89
    2-methoxyethanol 185.15
    isobutyl acetate 37.93
    tetrachloromethane 116.48
    n-pentyl acetate 39.06
    transcutol 393.01
    n-heptanol 24.23
    ethylbenzene 35.39
    MIBK 37.15
    2-propoxyethanol 102.07
    tert-butanol 54.32
    MTBE 39.59
    2-butoxyethanol 55.62
    propionic acid 162.75
    o-xylene 60.99
    formic acid 145.9
    diethyl ether 72.62
    m-xylene 48.65
    p-xylene 45.33
    chlorobenzene 156.18
    dimethyl carbonate 51.59
    n-octane 4.43
    formamide 192.08
    cyclopentanone 265.01
    2-pentanone 75.7
    anisole 76.35
    cyclopentyl methyl ether 102.39
    gamma-butyrolactone 378.33
    1-methoxy-2-propanol 88.71
    pyridine 279.73
    3-pentanone 86.2
    furfural 358.25
    n-dodecane 3.86
    diethylene glycol 128.58
    diisopropyl ether 16.45
    tert-amyl alcohol 46.89
    acetylacetone 103.24
    n-hexadecane 4.41
    acetophenone 85.01
    methyl propionate 112.02
    isopentyl acetate 59.79
    trichloroethylene 780.64
    n-nonanol 23.98
    cyclohexanol 77.81
    benzyl alcohol 75.41
    2-ethylhexanol 37.17
    isooctanol 21.64
    dipropyl ether 56.36
    1,2-dichlorobenzene 149.88
    ethyl lactate 51.83
    propylene carbonate 183.99
    n-methylformamide 192.38
    2-pentanol 30.08
    n-pentane 8.49
    1-propoxy-2-propanol 68.97
    1-methoxy-2-propyl acetate 80.31
    2-(2-methoxypropoxy) propanol 76.99
    mesitylene 29.94
    ε-caprolactone 190.71
    p-cymene 32.81
    epichlorohydrin 422.1
    1,1,1-trichloroethane 280.28
    2-aminoethanol 96.56
    morpholine-4-carbaldehyde 261.36
    sulfolane 475.1
    2,2,4-trimethylpentane 6.08
    2-methyltetrahydrofuran 171.03
    n-hexyl acetate 53.89
    isooctane 3.53
    2-(2-butoxyethoxy)ethanol 100.01
    sec-butyl acetate 37.31
    tert-butyl acetate 43.56
    decalin 12.17
    glycerin 113.39
    diglyme 209.38
    acrylic acid 194.54
    isopropyl myristate 24.59
    n-butyric acid 147.72
    acetyl acetate 101.85
    di(2-ethylhexyl) phthalate 36.41
    ethyl propionate 64.03
    nitromethane 413.69
    1,2-diethoxyethane 97.92
    benzonitrile 111.36
    trioctyl phosphate 22.77
    1-bromopropane 162.12
    gamma-valerolactone 311.69
    n-decanol 19.49
    triethyl phosphate 50.61
    4-methyl-2-pentanol 18.1
    propionitrile 119.41
    vinylene carbonate 195.68
    1,1,2-trichlorotrifluoroethane 303.61
    DMS 75.68
    cumene 27.38
    2-octanol 14.89
    2-hexanone 57.31
    octyl acetate 32.73
    limonene 47.52
    1,2-dimethoxyethane 169.82
    ethyl orthosilicate 44.0
    tributyl phosphate 32.79
    diacetone alcohol 60.31
    N,N-dimethylaniline 55.58
    acrylonitrile 178.32
    aniline 124.96
    1,3-propanediol 95.62
    bromobenzene 168.18
    dibromomethane 517.99
    1,1,2,2-tetrachloroethane 541.57
    2-methyl-cyclohexyl acetate 61.01
    tetrabutyl urea 42.4
    diisobutyl methanol 23.28
    2-phenylethanol 63.92
    styrene 47.83
    dioctyl adipate 49.78
    dimethyl sulfate 114.18
    ethyl butyrate 76.1
    methyl lactate 66.0
    butyl lactate 44.37
    diethyl carbonate 62.61
    propanediol butyl ether 58.71
    triethyl orthoformate 55.41
    p-tert-butyltoluene 28.1
    methyl 4-tert-butylbenzoate 68.42
    morpholine 265.36
    tert-butylamine 34.76
    n-dodecanol 16.28
    dimethoxymethane 112.6
    ethylene carbonate 154.26
    cyrene 94.02
    2-ethoxyethyl acetate 79.43
    2-ethylhexyl acetate 52.77
    1,2,4-trichlorobenzene 181.95
    4-methylpyridine 178.76
    dibutyl ether 40.69
    2,6-dimethyl-4-heptanol 23.28
    DEF 122.91
    dimethyl isosorbide 129.43
    tetrachloroethylene 400.07
    eugenol 66.22
    triacetin 86.12
    span 80 61.44
    1,4-butanediol 48.54
    1,1-dichloroethane 309.33
    2-methyl-1-pentanol 39.57
    methyl formate 178.64
    2-methyl-1-butanol 48.29
    n-decane 6.17
    butyronitrile 88.54
    3,7-dimethyl-1-octanol 29.39
    1-chlorooctane 25.26
    1-chlorotetradecane 11.35
    n-nonane 6.07
    undecane 4.69
    tert-butylcyclohexane 9.22
    cyclooctane 10.01
    cyclopentanol 97.47
    tetrahydropyran 188.37
    tert-amyl methyl ether 37.99
    2,5,8-trioxanonane 154.91
    1-hexene 24.86
    2-isopropoxyethanol 64.96
    2,2,2-trifluoroethanol 123.86
    methyl butyrate 89.25

    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