N,N'-Methylenebisacrylamide

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  • Identifiers

    CAS number
    110-26-9

    Molecular formula
    C7H10N2O2

    SMILES
    C=CC(=O)NCNC(=O)C=C

    Safety labels

    Health Hazard
    Health

  • Odor profile

    Fragrance
    Meaty 39.64%
    Odorless 39.21%
    Savory 38.28%
    Pungent 36.87%
    Roasted 29.87%
    Cooked 29.17%
    Burnt 26.77%
    Sulfurous 26.36%
    Garlic 22.37%
    Fishy 21.1%

     

    Flavor
    Odorless 43.09%
    Bitter 38.06%
    Nutty 27.7%
    Very mild 25.12%
    Cooked 23.81%
    Yeast 21.86%
    Taco 21.09%
    Nitrile 20.88%
    Bread crust 20.85%
    Roasted peanuts 20.55%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    0.1

    pKa est.
    7.71 (neutral)

    Molecular weight
    154.17 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra fast

    Boiling point est.
    158°C

    Melting point expt.

    • 365 °F (with decomposition) (NTP, 1992)

    Flash point

    • 165.15 ˚C est.

    Solubility expt.

    • 0.1 to 1 mg/mL at 64 °F (NTP, 1992)

  • Synonyms

    • N,N'-METHYLENEBISACRYLAMIDE
    • 110-26-9
    • N,N'-Methylenediacrylamide
    • n,n-methylenebisacrylamide
    • N,N'-Methylene-bis-acrylamide
    • Methylenebisacrylamide
    • Bisacrylamide
    • Methylenediacrylamide
    • Bis-acrylamide
    • N,N'-Methylenebis(acrylamide)
    • 2-Propenamide, N,N'-methylenebis-
    • N-[(prop-2-enoylamino)methyl]prop-2-enamide
    • N,N'-Methylidenebisacrylamide
    • Acrylamide, N,N'-methylenebis-
    • N,N'-Methylenebis(2-propenamide)
    • CCRIS 4672
    • NSC 406836
    • UNII-EDK4RIE19C
    • EINECS 203-750-9
    • BRN 1706297
    • MBAA
    • DTXSID8025595
    • AI3-08643
    • N-[(prop-2-enamido)methyl]prop-2-enamide
    • Methylenebis[acrylamide]
    • MFCD00008625
    • EDK4RIE19C
    • NSC-406836
    • MLS001055454
    • DTXCID205595
    • N,N'-Diacryloylmethylenediamine
    • N,N'-Methylidenebis[acrylamide]
    • METHYLENEBIS-ACRYLAMIDE, N,N'-
    • Bisacrylamide; MBA;Methylenebisacrylamide
    • NCGC00090721-03
    • methylenebis(acrylamide)
    • SMR001227199
    • Acrylamide,N'-methylenebis-
    • N-((PROP-2-ENOYLAMINO)METHYL)PROP-2-ENAMIDE
    • N,N'-Methylenebis[acrylamide]
    • 2-Propenamide,N'-methylenebis-
    • N,N'-Methylidenebis(acrylamide)
    • bis acrylamide
    • NAPP
    • n,n'methylenediacrylamide
    • n,n'methylenebisacrylamide
    • cid_8041
    • N,N'Methylidenebisacrylamide
    • n,n'-methylenebis-acrylamide
    • N,N'Methylenebis2propenamide
    • N,N'-methylene bisacrylamide
    • SCHEMBL20000
    • Acrylamide, N,N'methylenebis
    • Methyleneacrylamide,N,N',bis
    • N,N'Methylenebis(acrylamide)
    • N,N\'-Methylenebisacrylamide
    • N,N'Diacryloylmethylenediamine
    • N-(acrylamidomethyl)acrylamide
    • N,N' methylene bis acrylamide
    • N,N'-Methylene bis acrylamide
    • N,N`-Methylene-bis-acrylamide
    • 2Propenamide, N,N'methylenebis
    • n,n'-methylene-bis(acrylamide)
    • N,N'Methylenebis(2propenamide)
    • CHEMBL1401480
    • BDBM74235
    • NSC7774
    • N,N'-methanediylbisprop-2-enamide
    • 2-propenamide, N,N'-methyl-enebis
    • HY-D0848
    • N,N'-Methylenebis-Acrylamide, 2%
    • NSC-7774
    • Tox21_400038
    • NSC406836
    • STL186175
    • STL257389
    • AKOS005206740
    • AKOS025264600
    • N,N'-Methylenebis(acrylamide), 99%
    • N-[(Acryloylamino)methyl]acrylamide #
    • FM34808
    • N,N'-METHYLENEBIS-2-PROPENAMIDE
    • NCGC00090721-01
    • NCGC00090721-02
    • NCGC00090721-04
    • CAS-110-26-9
    • NCI60_041713
    • N,N'-METHYLENEBISACRYLAMIDE [INCI]
    • N,N'-Methylenebisacrylamide, p.a., 98%
    • N,N'-Methylenebis(acrylamide), >=99.0%
    • CS-0014818
    • CS-0202692
    • M0506
    • M2877
    • NS00015710
    • E80374
    • EN300-104853
    • N-[(1-oxoprop-2-enylamino)methyl]-2-propenamide
    • (1Z,1'Z)-N,N'-methanediylbisprop-2-enimidic acid
    • Q3869308
    • N,N'-Methylenebis(acrylamide), Vetec(TM) reagent grade
    • Bis-acrylamide, Molecular biology and electrophoresis grade
    • N,N'-Methylenebisacrylamide, for molecular biology, >=98%
    • N,N'-Methylenebisacrylamide, powder, for molecular biology, for electrophoresis, >=99.5%
    • N,N'-Methylenebisacrylamide,for electrophoresis, inverted exclamation markY99.0%(T)
    • 26949-19-9
    • N,N'-Methylene-bis-acrylamide, ? 99.5% , suitable for electrophoresis,conductivity ? 10 micromho/cm
    • N,N'-Methylenebisacrylamide, suitable for electrophoresis (after filtration or allowing insolubles to settle)

  • Applications

    N,N'-Methylenebisacrylamide (CAS 110-26-9) is a bifunctional crosslinking agent used in radical polymerization to form crosslinked polyacrylamide networks. In practice it is the standard crosslinker for polyacrylamide gels used in electrophoresis and related separations; it is employed as a crosslinking component in hydrogel formulations for sensors and other functional materials; it helps tailor the properties of polyacrylamide-based flocculants and other water-treatment polymers by forming three-dimensional networks; it is used in coatings and adhesives to improve network strength and chemical resistance; and it is involved in the synthesis of specialty polymers and plastics where controlled crosslink density enhances performance.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 15.13
    methanol 34.67
    isopropanol 8.7
    water 3.14
    ethyl acetate 8.41
    n-propanol 9.23
    acetone 26.47
    n-butanol 7.03
    acetonitrile 11.56
    DMF 219.12
    toluene 2.11
    isobutanol 6.49
    1,4-dioxane 10.93
    methyl acetate 15.63
    THF 39.38
    2-butanone 23.77
    n-pentanol 6.42
    sec-butanol 9.5
    n-hexane 0.66
    ethylene glycol 5.7
    NMP 272.73
    cyclohexane 0.28
    DMSO 234.08
    n-butyl acetate 7.1
    n-octanol 1.69
    chloroform 10.39
    n-propyl acetate 6.31
    acetic acid 40.4
    dichloromethane 13.32
    cyclohexanone 29.12
    propylene glycol 8.16
    isopropyl acetate 5.25
    DMAc 288.53
    2-ethoxyethanol 19.55
    isopentanol 6.74
    n-heptane 0.29
    ethyl formate 13.21
    1,2-dichloroethane 10.44
    n-hexanol 3.84
    2-methoxyethanol 33.65
    isobutyl acetate 3.27
    tetrachloromethane 1.77
    n-pentyl acetate 3.75
    transcutol 44.26
    n-heptanol 2.05
    ethylbenzene 1.92
    MIBK 6.69
    2-propoxyethanol 13.99
    tert-butanol 11.27
    MTBE 9.95
    2-butoxyethanol 7.99
    propionic acid 21.6
    o-xylene 3.25
    formic acid 41.17
    diethyl ether 5.03
    m-xylene 1.83
    p-xylene 3.1
    chlorobenzene 5.02
    dimethyl carbonate 9.88
    n-octane 0.11
    formamide 68.11
    cyclopentanone 56.6
    2-pentanone 11.32
    anisole 8.28
    cyclopentyl methyl ether 9.37
    gamma-butyrolactone 71.55
    1-methoxy-2-propanol 20.68
    pyridine 20.15
    3-pentanone 12.23
    furfural 73.29
    n-dodecane 0.09
    diethylene glycol 15.06
    diisopropyl ether 1.33
    tert-amyl alcohol 13.95
    acetylacetone 14.86
    n-hexadecane 0.1
    acetophenone 14.3
    methyl propionate 13.85
    isopentyl acetate 7.08
    trichloroethylene 23.72
    n-nonanol 1.78
    cyclohexanol 5.83
    benzyl alcohol 9.57
    2-ethylhexanol 2.8
    isooctanol 1.9
    dipropyl ether 3.05
    1,2-dichlorobenzene 6.83
    ethyl lactate 7.59
    propylene carbonate 29.19
    n-methylformamide 57.87
    2-pentanol 4.23
    n-pentane 0.39
    1-propoxy-2-propanol 9.47
    1-methoxy-2-propyl acetate 10.87
    2-(2-methoxypropoxy) propanol 16.73
    mesitylene 1.36
    ε-caprolactone 26.93
    p-cymene 1.72
    epichlorohydrin 41.42
    1,1,1-trichloroethane 6.02
    2-aminoethanol 11.66
    morpholine-4-carbaldehyde 81.72
    sulfolane 136.9
    2,2,4-trimethylpentane 0.55
    2-methyltetrahydrofuran 22.0
    n-hexyl acetate 5.32
    isooctane 0.2
    2-(2-butoxyethoxy)ethanol 14.76
    sec-butyl acetate 4.26
    tert-butyl acetate 7.05
    decalin 0.46
    glycerin 18.7
    diglyme 31.15
    acrylic acid 26.87
    isopropyl myristate 2.18
    n-butyric acid 16.98
    acetyl acetate 6.75
    di(2-ethylhexyl) phthalate 5.8
    ethyl propionate 6.81
    nitromethane 81.49
    1,2-diethoxyethane 7.23
    benzonitrile 9.57
    trioctyl phosphate 2.83
    1-bromopropane 4.68
    gamma-valerolactone 67.73
    n-decanol 1.32
    triethyl phosphate 7.17
    4-methyl-2-pentanol 2.72
    propionitrile 8.88
    vinylene carbonate 24.82
    1,1,2-trichlorotrifluoroethane 43.57
    DMS 9.57
    cumene 1.82
    2-octanol 1.26
    2-hexanone 9.16
    octyl acetate 3.02
    limonene 2.58
    1,2-dimethoxyethane 32.92
    ethyl orthosilicate 5.91
    tributyl phosphate 4.36
    diacetone alcohol 14.45
    N,N-dimethylaniline 8.74
    acrylonitrile 15.2
    aniline 8.08
    1,3-propanediol 13.41
    bromobenzene 3.4
    dibromomethane 7.54
    1,1,2,2-tetrachloroethane 18.6
    2-methyl-cyclohexyl acetate 7.4
    tetrabutyl urea 7.45
    diisobutyl methanol 1.93
    2-phenylethanol 6.43
    styrene 2.33
    dioctyl adipate 5.67
    dimethyl sulfate 38.8
    ethyl butyrate 6.64
    methyl lactate 14.87
    butyl lactate 6.63
    diethyl carbonate 6.13
    propanediol butyl ether 8.87
    triethyl orthoformate 6.35
    p-tert-butyltoluene 1.53
    methyl 4-tert-butylbenzoate 12.98
    morpholine 21.95
    tert-butylamine 5.31
    n-dodecanol 0.99
    dimethoxymethane 24.94
    ethylene carbonate 15.55
    cyrene 25.73
    2-ethoxyethyl acetate 7.7
    2-ethylhexyl acetate 5.95
    1,2,4-trichlorobenzene 10.16
    4-methylpyridine 22.68
    dibutyl ether 2.32
    2,6-dimethyl-4-heptanol 1.93
    DEF 32.89
    dimethyl isosorbide 28.44
    tetrachloroethylene 11.7
    eugenol 12.41
    triacetin 11.04
    span 80 10.16
    1,4-butanediol 6.27
    1,1-dichloroethane 6.61
    2-methyl-1-pentanol 6.92
    methyl formate 33.67
    2-methyl-1-butanol 7.61
    n-decane 0.15
    butyronitrile 7.81
    3,7-dimethyl-1-octanol 2.27
    1-chlorooctane 0.84
    1-chlorotetradecane 0.37
    n-nonane 0.14
    undecane 0.11
    tert-butylcyclohexane 0.46
    cyclooctane 0.13
    cyclopentanol 10.03
    tetrahydropyran 7.79
    tert-amyl methyl ether 10.06
    2,5,8-trioxanonane 24.98
    1-hexene 2.41
    2-isopropoxyethanol 10.66
    2,2,2-trifluoroethanol 21.3
    methyl butyrate 11.48

    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
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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