4-Methylmorpholine

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  • Identifiers

    CAS number
    109-02-4

    Molecular formula
    C5H11NO

    SMILES
    CN1CCOCC1

    Safety labels

    Flammable
    Flammable

    Corrosive
    Corrosive

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Fishy 53.96%
    Sweet 36.0%
    Nutty 32.51%
    Cheesy 32.47%
    Animal 28.72%
    Solvent 28.16%
    Musty 27.38%
    Oily 25.16%
    Ripe 23.85%
    Roasted 23.14%

     

    Flavor
    Roasted 40.04%
    Vegetable 33.92%
    Caramel 27.9%
    Amine 26.92%
    Alkaline 25.9%
    Sulfurous 25.53%
    Fishy 25.23%
    Cauliflower 25.18%
    Sweet 25.11%
    Bitter 25.04%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    -0.3

    pKa est.
    6.19 (neutral)

    Molecular weight
    101.15 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra fast

    Boiling point est.
    117°C

    Flash point

    • 24.91 ˚C est.
    • 75 °F (NFPA, 2010)
    • 75 °F

  • Synonyms

    • 4-Methylmorpholine
    • N-METHYLMORPHOLINE
    • 109-02-4
    • Morpholine, 4-methyl-
    • Methylmorpholine
    • 1-Methylmorpholine
    • N-methyl morpholine
    • Morpholine, N-methyl-
    • 4-Methylmorfolin
    • 4-methylmorpholin
    • 4-Methylmorfolin [Czech]
    • NSC 9382
    • CCRIS 6691
    • 4methylmorpholine
    • Texacat NMM
    • EINECS 203-640-0
    • UNII-11P91ANU5X
    • UN2535
    • p-Methyl morpholine
    • 4-methyl-morpholine
    • DTXSID9029146
    • AI3-24289
    • 4-Methyl-1-oxa-4-azacyclohexane
    • NSC-9382
    • 11P91ANU5X
    • DTXCID709146
    • N-METHYLMORPHOLINE [MI]
    • NMM
    • EC 203-640-0
    • MFCD00006175
    • UN 2535
    • N-Methylmorpholin
    • N-methyl morpholine hydrochloride
    • CAS-109-02-4
    • N-methyl-morpholine
    • 4Methylmorfolin
    • 1methylmorpholine
    • methyl-morpholine
    • NMethylmorpholine
    • N-methylmopholine
    • N-methylmorphline
    • N-methymorpholine
    • N-metylmorpholine
    • 4-methlmorpholine
    • 4-methylmopholine
    • 4-methymorpholine
    • N-methyhnorpholine
    • N-methyimorpholine
    • 1-Methylmorpholine; 4-Methylmorpholine; KL 21; N-Methylmorpholine; NMM; NSC 938
    • 4-methyimorpholine
    • N-methyl morpholin
    • N-methyl-mopholine
    • N-methyl-morpholin
    • N-metyl-morpholine
    • 4-methyl morpholin
    • N -methylmorpholine
    • N- methylmorpholine
    • N--methylmorpholine
    • N-mehtyl morpholine
    • N-methylmor-pholine
    • N-methylmorpho-line
    • Morpholine, Nmethyl
    • 4 -methylmorpholine
    • 4-methyl morpholine
    • 4-N-methylmorpholine
    • N- methyl morpholine
    • N-methyl -morpholine
    • 4-(methyl)morpholine
    • morpholine, 4-methyl
    • SCHEMBL4622
    • WLN: T6N DOTJ A1
    • 4-Methylmorpholine, redistilled
    • CHEMBL2448839
    • NSC9382
    • BCP31356
    • STR02354
    • Tox21_202412
    • Tox21_303402
    • STL294217
    • AKOS000118797
    • 4-Methylmorpholine or n-methylmorpholine
    • 4-Methylmorpholine, 98%, Zur Synthese
    • NCGC00249222-01
    • NCGC00257448-01
    • NCGC00259961-01
    • BP-20398
    • 4-Methylmorpholine, ReagentPlus(R), 99%
    • DB-059805
    • M0370
    • NS00004596
    • 4-Methylmorpholine, purum, >=98.0% (GC)
    • EN300-18961
    • N-Methyl morphofine pound>>Morpholine, 4-methyl-
    • N-Methylmorpholine, SAJ special grade, >=99.0%
    • Q2542075
    • F0001-0190
    • Z103717380
    • 4-Methylmorpholine, purified by redistillation, >=99.5%
    • 4-Methylmorpholine or n-methylmorpholine [UN2535] [Flammable liquid]
    • 4-Methylmorpholine, BioXtra, suitable for protein sequencing, >=99.5% (GC)

  • Applications

    4-Methylmorpholine (CAS 109-02-4) is primarily used as an organic solvent and as a synthetic intermediate in the manufacture of morpholine-based chemicals. It also serves as a base and catalyst in a range of reactions, including acylations and condensations, and is employed as a processing aid in coatings and adhesive formulations, particularly in epoxy and polyurethane systems. The compound is commonly evaluated as a precursor for downstream functional materials and may be used in metalworking fluids as a corrosion-inhibiting additive. Its use is typically governed by local regulations and formulation specifications.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 220.74
    methanol 387.41
    isopropanol 89.39
    water 164.24
    ethyl acetate 59.13
    n-propanol 143.96
    acetone 53.19
    n-butanol 85.17
    acetonitrile 97.47
    DMF 133.28
    toluene 12.79
    isobutanol 69.42
    1,4-dioxane 101.33
    methyl acetate 76.18
    THF 91.06
    2-butanone 47.5
    n-pentanol 31.88
    sec-butanol 72.93
    n-hexane 2.79
    ethylene glycol 232.1
    NMP 152.88
    cyclohexane 10.17
    DMSO 134.1
    n-butyl acetate 29.99
    n-octanol 18.3
    chloroform 359.48
    n-propyl acetate 16.98
    acetic acid 637.3
    dichloromethane 252.58
    cyclohexanone 66.65
    propylene glycol 159.87
    isopropyl acetate 17.43
    DMAc 107.08
    2-ethoxyethanol 82.47
    isopentanol 35.92
    n-heptane 6.5
    ethyl formate 77.02
    1,2-dichloroethane 90.94
    n-hexanol 48.06
    2-methoxyethanol 239.85
    isobutyl acetate 8.47
    tetrachloromethane 89.97
    n-pentyl acetate 16.72
    transcutol 169.24
    n-heptanol 24.27
    ethylbenzene 4.71
    MIBK 7.66
    2-propoxyethanol 101.71
    tert-butanol 59.59
    MTBE 15.77
    2-butoxyethanol 56.88
    propionic acid 268.81
    o-xylene 12.86
    formic acid 635.79
    diethyl ether 26.79
    m-xylene 8.75
    p-xylene 7.36
    chlorobenzene 37.1
    dimethyl carbonate 16.67
    n-octane 2.07
    formamide 436.58
    cyclopentanone 81.2
    2-pentanone 20.97
    anisole 13.57
    cyclopentyl methyl ether 32.51
    gamma-butyrolactone 153.62
    1-methoxy-2-propanol 101.94
    pyridine 111.33
    3-pentanone 24.94
    furfural 185.96
    n-dodecane 1.69
    diethylene glycol 142.02
    diisopropyl ether 4.24
    tert-amyl alcohol 52.55
    acetylacetone 26.75
    n-hexadecane 1.76
    acetophenone 17.2
    methyl propionate 49.1
    isopentyl acetate 18.93
    trichloroethylene 213.21
    n-nonanol 17.21
    cyclohexanol 72.09
    benzyl alcohol 29.44
    2-ethylhexanol 23.21
    isooctanol 16.5
    dipropyl ether 18.51
    1,2-dichlorobenzene 39.72
    ethyl lactate 21.7
    propylene carbonate 74.05
    n-methylformamide 203.86
    2-pentanol 31.11
    n-pentane 5.48
    1-propoxy-2-propanol 59.75
    1-methoxy-2-propyl acetate 31.53
    2-(2-methoxypropoxy) propanol 42.12
    mesitylene 5.39
    ε-caprolactone 81.63
    p-cymene 9.71
    epichlorohydrin 108.43
    1,1,1-trichloroethane 94.8
    2-aminoethanol 264.64
    morpholine-4-carbaldehyde 136.93
    sulfolane 136.02
    2,2,4-trimethylpentane 2.79
    2-methyltetrahydrofuran 71.38
    n-hexyl acetate 21.78
    isooctane 1.13
    2-(2-butoxyethoxy)ethanol 59.74
    sec-butyl acetate 8.52
    tert-butyl acetate 11.51
    decalin 2.59
    glycerin 241.13
    diglyme 91.97
    acrylic acid 307.33
    isopropyl myristate 7.62
    n-butyric acid 188.51
    acetyl acetate 46.45
    di(2-ethylhexyl) phthalate 15.66
    ethyl propionate 18.87
    nitromethane 357.41
    1,2-diethoxyethane 26.93
    benzonitrile 37.16
    trioctyl phosphate 9.21
    1-bromopropane 41.93
    gamma-valerolactone 136.32
    n-decanol 12.51
    triethyl phosphate 16.77
    4-methyl-2-pentanol 10.65
    propionitrile 66.72
    vinylene carbonate 88.86
    1,1,2-trichlorotrifluoroethane 237.25
    DMS 23.62
    cumene 4.55
    2-octanol 10.6
    2-hexanone 9.97
    octyl acetate 12.99
    limonene 14.94
    1,2-dimethoxyethane 50.46
    ethyl orthosilicate 14.99
    tributyl phosphate 11.97
    diacetone alcohol 26.51
    N,N-dimethylaniline 11.05
    acrylonitrile 99.33
    aniline 63.81
    1,3-propanediol 207.85
    bromobenzene 28.07
    dibromomethane 147.64
    1,1,2,2-tetrachloroethane 161.53
    2-methyl-cyclohexyl acetate 17.55
    tetrabutyl urea 15.27
    diisobutyl methanol 9.4
    2-phenylethanol 35.72
    styrene 6.57
    dioctyl adipate 15.78
    dimethyl sulfate 33.76
    ethyl butyrate 21.99
    methyl lactate 51.33
    butyl lactate 24.03
    diethyl carbonate 18.1
    propanediol butyl ether 45.06
    triethyl orthoformate 18.77
    p-tert-butyltoluene 9.51
    methyl 4-tert-butylbenzoate 26.25
    morpholine 143.91
    tert-butylamine 33.81
    n-dodecanol 9.44
    dimethoxymethane 39.88
    ethylene carbonate 61.59
    cyrene 37.43
    2-ethoxyethyl acetate 29.94
    2-ethylhexyl acetate 16.04
    1,2,4-trichlorobenzene 56.69
    4-methylpyridine 57.17
    dibutyl ether 11.62
    2,6-dimethyl-4-heptanol 9.4
    DEF 48.56
    dimethyl isosorbide 52.58
    tetrachloroethylene 175.31
    eugenol 33.0
    triacetin 31.56
    span 80 42.79
    1,4-butanediol 63.29
    1,1-dichloroethane 85.07
    2-methyl-1-pentanol 18.22
    methyl formate 109.44
    2-methyl-1-butanol 48.76
    n-decane 2.7
    butyronitrile 49.1
    3,7-dimethyl-1-octanol 15.81
    1-chlorooctane 8.84
    1-chlorotetradecane 3.84
    n-nonane 2.55
    undecane 2.05
    tert-butylcyclohexane 2.31
    cyclooctane 2.98
    cyclopentanol 98.45
    tetrahydropyran 67.39
    tert-amyl methyl ether 15.7
    2,5,8-trioxanonane 70.81
    1-hexene 7.4
    2-isopropoxyethanol 37.0
    2,2,2-trifluoroethanol 308.66
    methyl butyrate 22.99

    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