N-Methylolacrylamide

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  • Identifiers

    CAS number
    924-42-5

    Molecular formula
    C4H7NO2

    SMILES
    C=CC(=O)NCO

    Safety labels

    Health Hazard
    Health

  • Odor profile

    Fragrance
    Meaty 44.08%
    Odorless 41.67%
    Savory 38.15%
    Sulfurous 36.94%
    Pungent 34.6%
    Roasted 30.43%
    Cooked 28.36%
    Burnt 23.65%
    Onion 23.4%
    Garlic 22.52%

     

    Flavor
    Odorless 53.33%
    Very mild 25.33%
    Sour 24.18%
    Nutty 23.72%
    Mild 22.72%
    Yeast 22.02%
    Formyl 21.09%
    Mousy 20.71%
    Taco 20.22%
    Soy 20.13%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    -0.5

    pKa est.
    8.42 (weak base)

    Molecular weight
    101.1 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Melting point expt.

    • 165 to 167 °F (NTP, 1992)
    • 75 °C

    Boiling point

    • 277 °C

    Flash point

    • 135.0 ˚C est.

    Solubility expt.

    • less than 1 mg/mL at 68.9 °F (NTP, 1992)
    • Solubility in water, g/100ml at 20 °C: 188 (very soluble)

  • Synonyms

    • N-(HYDROXYMETHYL)ACRYLAMIDE
    • N-Methylolacrylamide
    • 924-42-5
    • Methylolacrylamide
    • Monomethylolacrylamide
    • N-Methanolacrylamide
    • Acrylamide, N-(hydroxymethyl)-
    • Uramine T 80
    • 2-Propenamide, N-(hydroxymethyl)-
    • N-(Hydroxymethyl)-2-propenamide
    • Hydroxymethylacrylamide
    • NCI-C60333
    • N-MAM
    • W8W68JL80Q
    • ROCAGIL BT
    • NSC-553
    • DTXSID3020885
    • N-hydroxymethylacrylamide
    • RefChem:163872
    • DTXCID90885
    • 213-103-2
    • N-Methylol Acrylamide
    • N-(hydroxymethyl)prop-2-enamide
    • N-Hydroxymethyl acrylamide
    • NSC 553
    • Yuramin T 80
    • MFCD00004597
    • N-(Hydroxymethyl)-acrylamid
    • n-(hydroxymethyl)-2-propenamid
    • N-Methyloacrylamide
    • CCRIS 2380
    • HSDB 4361
    • NM-AMD
    • EINECS 213-103-2
    • BRN 0506646
    • UNII-W8W68JL80Q
    • AI3-25447
    • EC 213-103-2
    • N-(hydroxymethyl) acrylamide
    • SCHEMBL25806
    • METHYLOLACRYLAMIDE, N-
    • SCHEMBL700383
    • NSC553
    • SCHEMBL9794617
    • CHEMBL1892361
    • CHEBI:82492
    • N-(Hydroxymethyl)acrylamide 100 microg/mL in Acetonitrile
    • N-METHYLOLACRYLAMIDE [IARC]
    • AKOS006222324
    • CS-W013710
    • NCGC00163845-01
    • NCGC00163845-02
    • BS-17859
    • SY051616
    • N-(HYDROXYMETHYL)ACRYLAMIDE [HSDB]
    • M0574
    • NS00008229
    • C19456
    • E78933
    • EN300-7474805
    • W-100289
    • Q26840808
    • InChI=1/C4H7NO2/c1-2-4(7)5-3-6/h2,6H,1,3H2,(H,5,7
    • 924-42-5

  • Applications

    N-Methylolacrylamide (CAS 924-42-5) is primarily used as a reactive crosslinking monomer in aqueous or solventborne polymer systems, providing hydroxymethyl groups that enable heat-cured covalent crosslinks and improved coating, adhesive, and polymer performance. Real-world applications include coatings and inks where it enhances hardness, chemical resistance, and durability; adhesives and binders for packaging, construction, and other applications requiring strong moisture-resistant joints; textile finishing resins that improve wash fastness and dimensional stability; paper and coating formulations that boost wet strength and surface durability; and specialty resins or emulsions that introduce crosslinkable sites to improve heat resistance and overall performance of wood/laminate coatings and related plastics. Use is subject to regulatory constraints and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 78.93
    methanol 166.56
    isopropanol 53.14
    water 183.41
    ethyl acetate 24.95
    n-propanol 54.15
    acetone 72.66
    n-butanol 39.18
    acetonitrile 72.42
    DMF 524.84
    toluene 1.96
    isobutanol 38.53
    1,4-dioxane 47.18
    methyl acetate 33.53
    THF 88.06
    2-butanone 43.39
    n-pentanol 32.0
    sec-butanol 38.98
    n-hexane 1.08
    ethylene glycol 99.56
    NMP 295.16
    cyclohexane 0.59
    DMSO 418.49
    n-butyl acetate 13.23
    n-octanol 12.03
    chloroform 5.88
    n-propyl acetate 13.9
    acetic acid 108.92
    dichloromethane 10.18
    cyclohexanone 47.04
    propylene glycol 74.97
    isopropyl acetate 13.27
    DMAc 343.17
    2-ethoxyethanol 78.45
    isopentanol 32.28
    n-heptane 1.05
    ethyl formate 43.63
    1,2-dichloroethane 10.61
    n-hexanol 22.01
    2-methoxyethanol 144.56
    isobutyl acetate 9.08
    tetrachloromethane 2.7
    n-pentyl acetate 10.38
    transcutol 74.65
    n-heptanol 12.67
    ethylbenzene 2.26
    MIBK 20.3
    2-propoxyethanol 56.27
    tert-butanol 59.09
    MTBE 22.41
    2-butoxyethanol 31.39
    propionic acid 63.85
    o-xylene 4.09
    formic acid 160.25
    diethyl ether 12.89
    m-xylene 3.46
    p-xylene 3.6
    chlorobenzene 4.35
    dimethyl carbonate 19.42
    n-octane 0.56
    formamide 141.27
    cyclopentanone 85.94
    2-pentanone 31.29
    anisole 12.74
    cyclopentyl methyl ether 20.92
    gamma-butyrolactone 107.67
    1-methoxy-2-propanol 84.16
    pyridine 21.44
    3-pentanone 20.11
    furfural 100.63
    n-dodecane 0.57
    diethylene glycol 74.55
    diisopropyl ether 3.8
    tert-amyl alcohol 47.63
    acetylacetone 35.68
    n-hexadecane 0.62
    acetophenone 18.4
    methyl propionate 30.86
    isopentyl acetate 12.65
    trichloroethylene 15.37
    n-nonanol 10.57
    cyclohexanol 20.66
    benzyl alcohol 20.01
    2-ethylhexanol 11.36
    isooctanol 10.92
    dipropyl ether 8.04
    1,2-dichlorobenzene 6.31
    ethyl lactate 19.99
    propylene carbonate 46.09
    n-methylformamide 192.18
    2-pentanol 20.37
    n-pentane 1.04
    1-propoxy-2-propanol 33.47
    1-methoxy-2-propyl acetate 19.03
    2-(2-methoxypropoxy) propanol 36.59
    mesitylene 3.19
    ε-caprolactone 41.38
    p-cymene 3.71
    epichlorohydrin 60.92
    1,1,1-trichloroethane 6.88
    2-aminoethanol 104.51
    morpholine-4-carbaldehyde 169.28
    sulfolane 168.23
    2,2,4-trimethylpentane 1.2
    2-methyltetrahydrofuran 41.36
    n-hexyl acetate 14.42
    isooctane 0.85
    2-(2-butoxyethoxy)ethanol 40.35
    sec-butyl acetate 8.49
    tert-butyl acetate 14.67
    decalin 0.86
    glycerin 126.56
    diglyme 65.87
    acrylic acid 69.86
    isopropyl myristate 6.73
    n-butyric acid 52.0
    acetyl acetate 14.31
    di(2-ethylhexyl) phthalate 12.11
    ethyl propionate 14.06
    nitromethane 170.24
    1,2-diethoxyethane 14.62
    benzonitrile 17.61
    trioctyl phosphate 9.68
    1-bromopropane 5.48
    gamma-valerolactone 117.94
    n-decanol 8.16
    triethyl phosphate 10.19
    4-methyl-2-pentanol 13.21
    propionitrile 34.13
    vinylene carbonate 41.1
    1,1,2-trichlorotrifluoroethane 66.58
    DMS 13.22
    cumene 3.06
    2-octanol 8.27
    2-hexanone 18.92
    octyl acetate 9.58
    limonene 5.5
    1,2-dimethoxyethane 93.93
    ethyl orthosilicate 9.09
    tributyl phosphate 9.93
    diacetone alcohol 39.52
    N,N-dimethylaniline 14.44
    acrylonitrile 51.48
    aniline 11.92
    1,3-propanediol 88.28
    bromobenzene 2.68
    dibromomethane 5.71
    1,1,2,2-tetrachloroethane 14.54
    2-methyl-cyclohexyl acetate 11.82
    tetrabutyl urea 17.28
    diisobutyl methanol 7.19
    2-phenylethanol 15.15
    styrene 2.57
    dioctyl adipate 12.06
    dimethyl sulfate 59.95
    ethyl butyrate 12.22
    methyl lactate 44.93
    butyl lactate 16.76
    diethyl carbonate 9.07
    propanediol butyl ether 34.04
    triethyl orthoformate 9.88
    p-tert-butyltoluene 3.58
    methyl 4-tert-butylbenzoate 23.74
    morpholine 68.59
    tert-butylamine 23.5
    n-dodecanol 6.27
    dimethoxymethane 81.68
    ethylene carbonate 30.47
    cyrene 49.16
    2-ethoxyethyl acetate 15.18
    2-ethylhexyl acetate 9.29
    1,2,4-trichlorobenzene 8.39
    4-methylpyridine 24.92
    dibutyl ether 6.67
    2,6-dimethyl-4-heptanol 7.19
    DEF 72.93
    dimethyl isosorbide 47.2
    tetrachloroethylene 10.0
    eugenol 27.87
    triacetin 17.13
    span 80 27.55
    1,4-butanediol 53.5
    1,1-dichloroethane 7.32
    2-methyl-1-pentanol 27.34
    methyl formate 116.56
    2-methyl-1-butanol 32.95
    n-decane 0.8
    butyronitrile 34.52
    3,7-dimethyl-1-octanol 11.33
    1-chlorooctane 3.47
    1-chlorotetradecane 1.68
    n-nonane 0.74
    undecane 0.66
    tert-butylcyclohexane 1.14
    cyclooctane 0.36
    cyclopentanol 39.74
    tetrahydropyran 20.96
    tert-amyl methyl ether 18.51
    2,5,8-trioxanonane 55.49
    1-hexene 3.73
    2-isopropoxyethanol 42.3
    2,2,2-trifluoroethanol 63.67
    methyl butyrate 24.25

    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