N-Ethylmorpholine

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  • Identifiers

    CAS number
    100-74-3

    Molecular formula
    C6H13NO

    SMILES
    CCN1CCOCC1

    Safety labels

    Flammable
    Flammable

    Corrosive
    Corrosive

    Acute Toxic
    Acute Toxic

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Fishy 70.24%
    Cheesy 45.61%
    Nutty 37.68%
    Animal 30.81%
    Ripe 29.94%
    Popcorn 29.72%
    Roasted 29.33%
    Musty 24.46%
    Sweet 24.38%
    Odorless 23.63%

     

    Flavor
    Roasted 38.78%
    Vegetable 32.56%
    Sulfurous 26.93%
    Sweet 26.93%
    Alkaline 25.44%
    Green 25.09%
    Fatty 25.06%
    Fishy 24.7%
    Cauliflower 24.53%
    Ammoniacal 24.53%

     

    Odor impact est.
    Low

    Odor threshold

    • Odor Threshold Low: 0.08 [mmHg]. Odor Threshold High: 0.25 [mmHg]. Detection odor threshold from AIHA (mean = 0.085 ppm)

  • Properties

    XLogP3-AA
    0.0

    pKa est.
    6.41 (neutral)

    Molecular weight
    115.17 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra fast

    Melting point expt.

    • -81 °F (NTP, 1992)
    • -62.78 °C
    • -63 °C
    • -81 °F

    Boiling point

    • 280 to 282 °F at 760 mmHg (NTP, 1992)
    • 138-139 °C @ 763 MM HG
    • 138 °C
    • 281 °F

    Flash point

    • 36.64 ˚C est.
    • 82 °F (NTP, 1992)
    • 32 °C
    • 90 °F (32 °C) (OPEN CUP)
    • (oc) 90 °F

    Solubility expt.

    • greater than or equal to 100 mg/mL at 68 °F (NTP, 1992)
    • SOL IN ALL PROPORTIONS IN WATER, ETHANOL & ETHER; SOL IN ACETONE
    • Solubility in water: miscible
    • Miscible

  • Synonyms

    • 4-Ethylmorpholine
    • N-ETHYLMORPHOLINE
    • 100-74-3
    • Morpholine, 4-ethyl-
    • Ethylmorpholine
    • N-ethyl morpholine
    • N-Ethylmorfolin
    • CCRIS 4818
    • HSDB 1644
    • Texacat NEM
    • Toyocat NEM
    • UNII-ECM0G991FQ
    • NSC 6110
    • Dabco NEM
    • EINECS 202-885-0
    • ECM0G991FQ
    • 4-ethyl-morpholine
    • BRN 0102969
    • DTXSID5025312
    • AI3-24288
    • NSC-6110
    • DTXCID205312
    • N-ETHYLMORPHOLINE [HSDB]
    • 4-27-00-00023 (Beilstein Handbook Reference)
    • N-Ethylmorfolin [Czech]
    • N-ethyl-morpholine
    • NEthylmorfolin
    • NEthylmorpholine
    • 4ethylmorpholine
    • N-ethylmopholine
    • N-ethyhnorpholine
    • 4-ethylmorpholirie
    • Morpholine, 4ethyl
    • MFCD00006177
    • morpholine, N-ethyl-
    • 4-Ethylmorpholine, 97%
    • SCHEMBL3167
    • WLN: T6N DOTJ A2
    • CHEMBL3561880
    • NSC6110
    • N-Ethylmorpholine (ACGIH:OSHA)
    • Tox21_201103
    • AKOS015901076
    • 4-Ethylmorpholine, >=97.0% (GC)
    • NCGC00248922-01
    • NCGC00258655-01
    • CAS-100-74-3
    • LS-13196
    • E0145
    • NS00019859
    • F86367
    • Q2676918
    • 4-Ethylmorpholine, BioXtra, suitable for protein sequencing, >=99.5% (GC)
    • 6LB

  • Applications

    N-Ethylmorpholine (CAS 100-74-3) is a morpholine-based tertiary amine widely used as a catalyst in polyurethane formulations (rigid and flexible foams, polyurethanes) and as a solvent/processing medium in organic synthesis and chemical manufacturing. It also serves as a chemical intermediate for morpholine-containing compounds employed in pharmaceutical and agrochemical syntheses, and functions as an epoxy-curing accelerator in coatings, adhesives, and specialty resins. Additionally, it can act as a solvent and processing aid in coatings and inks to improve processing characteristics and formulation performance.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 258.54
    methanol 413.15
    isopropanol 114.66
    water 35.72
    ethyl acetate 123.81
    n-propanol 206.69
    acetone 82.12
    n-butanol 141.96
    acetonitrile 154.8
    DMF 167.82
    toluene 50.72
    isobutanol 98.71
    1,4-dioxane 247.02
    methyl acetate 124.13
    THF 176.42
    2-butanone 85.04
    n-pentanol 61.46
    sec-butanol 106.79
    n-hexane 8.1
    ethylene glycol 194.39
    NMP 221.62
    cyclohexane 34.72
    DMSO 234.73
    n-butyl acetate 86.14
    n-octanol 30.52
    chloroform 693.42
    n-propyl acetate 41.42
    acetic acid 540.06
    dichloromethane 573.07
    cyclohexanone 146.13
    propylene glycol 134.17
    isopropyl acetate 40.51
    DMAc 143.02
    2-ethoxyethanol 127.52
    isopentanol 69.43
    n-heptane 16.16
    ethyl formate 119.49
    1,2-dichloroethane 244.97
    n-hexanol 87.22
    2-methoxyethanol 282.33
    isobutyl acetate 21.23
    tetrachloromethane 182.8
    n-pentyl acetate 40.7
    transcutol 311.93
    n-heptanol 35.81
    ethylbenzene 17.26
    MIBK 18.73
    2-propoxyethanol 163.99
    tert-butanol 84.49
    MTBE 41.48
    2-butoxyethanol 78.14
    propionic acid 290.48
    o-xylene 40.16
    formic acid 433.74
    diethyl ether 73.55
    m-xylene 28.79
    p-xylene 24.07
    chlorobenzene 117.84
    dimethyl carbonate 23.33
    n-octane 4.95
    formamide 335.37
    cyclopentanone 143.88
    2-pentanone 45.69
    anisole 39.93
    cyclopentyl methyl ether 75.97
    gamma-butyrolactone 262.36
    1-methoxy-2-propanol 124.15
    pyridine 251.87
    3-pentanone 52.55
    furfural 310.37
    n-dodecane 4.23
    diethylene glycol 196.58
    diisopropyl ether 12.84
    tert-amyl alcohol 77.33
    acetylacetone 55.43
    n-hexadecane 4.62
    acetophenone 41.84
    methyl propionate 78.53
    isopentyl acetate 56.5
    trichloroethylene 464.78
    n-nonanol 28.44
    cyclohexanol 123.7
    benzyl alcohol 59.45
    2-ethylhexanol 48.61
    isooctanol 26.5
    dipropyl ether 49.8
    1,2-dichlorobenzene 109.82
    ethyl lactate 35.49
    propylene carbonate 131.37
    n-methylformamide 208.94
    2-pentanol 54.68
    n-pentane 15.04
    1-propoxy-2-propanol 98.78
    1-methoxy-2-propyl acetate 74.63
    2-(2-methoxypropoxy) propanol 71.84
    mesitylene 18.11
    ε-caprolactone 166.42
    p-cymene 27.49
    epichlorohydrin 211.34
    1,1,1-trichloroethane 238.17
    2-aminoethanol 239.57
    morpholine-4-carbaldehyde 222.63
    sulfolane 236.3
    2,2,4-trimethylpentane 7.37
    2-methyltetrahydrofuran 152.83
    n-hexyl acetate 47.86
    isooctane 3.64
    2-(2-butoxyethoxy)ethanol 93.23
    sec-butyl acetate 22.53
    tert-butyl acetate 29.25
    decalin 8.96
    glycerin 196.83
    diglyme 164.85
    acrylic acid 308.12
    isopropyl myristate 19.81
    n-butyric acid 235.34
    acetyl acetate 93.91
    di(2-ethylhexyl) phthalate 30.76
    ethyl propionate 38.57
    nitromethane 381.37
    1,2-diethoxyethane 85.96
    benzonitrile 88.44
    trioctyl phosphate 18.4
    1-bromopropane 125.38
    gamma-valerolactone 240.02
    n-decanol 21.49
    triethyl phosphate 37.65
    4-methyl-2-pentanol 22.55
    propionitrile 126.45
    vinylene carbonate 151.48
    1,1,2-trichlorotrifluoroethane 294.5
    DMS 49.98
    cumene 14.32
    2-octanol 19.15
    2-hexanone 26.81
    octyl acetate 27.68
    limonene 41.11
    1,2-dimethoxyethane 110.72
    ethyl orthosilicate 34.82
    tributyl phosphate 27.21
    diacetone alcohol 43.46
    N,N-dimethylaniline 28.54
    acrylonitrile 171.33
    aniline 129.76
    1,3-propanediol 212.59
    bromobenzene 105.26
    dibromomethane 356.48
    1,1,2,2-tetrachloroethane 338.62
    2-methyl-cyclohexyl acetate 43.76
    tetrabutyl urea 31.11
    diisobutyl methanol 23.65
    2-phenylethanol 72.05
    styrene 24.78
    dioctyl adipate 38.21
    dimethyl sulfate 49.98
    ethyl butyrate 58.52
    methyl lactate 57.95
    butyl lactate 42.17
    diethyl carbonate 41.67
    propanediol butyl ether 60.68
    triethyl orthoformate 47.24
    p-tert-butyltoluene 25.97
    methyl 4-tert-butylbenzoate 47.77
    morpholine 279.98
    tert-butylamine 60.43
    n-dodecanol 17.22
    dimethoxymethane 65.46
    ethylene carbonate 114.13
    cyrene 61.48
    2-ethoxyethyl acetate 66.56
    2-ethylhexyl acetate 48.68
    1,2,4-trichlorobenzene 143.05
    4-methylpyridine 144.17
    dibutyl ether 33.04
    2,6-dimethyl-4-heptanol 23.65
    DEF 91.56
    dimethyl isosorbide 103.51
    tetrachloroethylene 325.5
    eugenol 53.25
    triacetin 62.31
    span 80 66.72
    1,4-butanediol 71.13
    1,1-dichloroethane 204.61
    2-methyl-1-pentanol 42.41
    methyl formate 119.48
    2-methyl-1-butanol 80.63
    n-decane 6.74
    butyronitrile 102.39
    3,7-dimethyl-1-octanol 32.88
    1-chlorooctane 22.73
    1-chlorotetradecane 9.99
    n-nonane 6.4
    undecane 5.11
    tert-butylcyclohexane 7.35
    cyclooctane 9.74
    cyclopentanol 144.81
    tetrahydropyran 178.81
    tert-amyl methyl ether 38.7
    2,5,8-trioxanonane 128.67
    1-hexene 22.2
    2-isopropoxyethanol 63.18
    2,2,2-trifluoroethanol 223.91
    methyl butyrate 47.28

    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