N-Isopropylacrylamide

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  • Identifiers

    CAS number
    2210-25-5

    Molecular formula
    C6H11NO

    SMILES
    CC(C)NC(=O)C=C

    Safety labels

    Corrosive
    Corrosive

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Meaty 37.09%
    Roasted 32.04%
    Savory 30.77%
    Pungent 30.18%
    Odorless 29.44%
    Sulfurous 24.78%
    Cooked 24.27%
    Burnt 22.75%
    Mint 22.23%
    Cheesy 21.19%

     

    Flavor
    Odorless 28.35%
    Fruity 24.26%
    Cooked 22.11%
    Roasted 20.93%
    Taco 19.91%
    Matches 19.87%
    Acrid 19.61%
    Nitrile 19.29%
    Filbert 19.24%
    Roasted peanuts 19.23%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    0.9

    pKa est.
    7.96 (neutral)

    Molecular weight
    113.16 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Moderately slow

    Boiling point est.
    206°C

    Melting point expt.

    • 64 °C

    Flash point

    • 66.95 ˚C est.

    Solubility expt.

    • Soluble in water

  • Synonyms

    • N-ISOPROPYLACRYLAMIDE
    • 2210-25-5
    • Nipam
    • Isopropyl acrylamide
    • 2-Propenamide, N-(1-methylethyl)-
    • Acrylamide, N-isopropyl-
    • N-(1-Methylethyl)-2-propenamide
    • B7GFF17L9U
    • Isopropylamid kyseliny akrylove
    • DTXSID0033754
    • NSC-11448
    • DTXCID8013754
    • RefChem:7901
    • 218-638-5
    • N-Isopropyl acrylamide
    • N-Iso-Propylacrylamide
    • N-propan-2-ylprop-2-enamide
    • MFCD00041913
    • N-(propan-2-yl)prop-2-enamide
    • poly(n-isopropyl acrylamide)
    • n-isopropylpropenamide
    • N-isopropylprop-2-enamide
    • HSDB 5868
    • EINECS 218-638-5
    • NSC 11448
    • n-isopropylacryl amide
    • Isopropylamid kyseliny akrylove [Czech]
    • N-isopropyl-acrylamide
    • BRN 1744926
    • AI3-19343
    • N-Isopropylacrylamide, stabilized with MEHQ
    • UNII-B7GFF17L9U
    • N-Isopropylacrylamide, 97%
    • SCHEMBL15072
    • MLS001055455
    • orb1905828
    • SCHEMBL2058730
    • SCHEMBL6425593
    • SCHEMBL6610389
    • WLN: 1Y1&MV1U1
    • N-Isopropylacrylamide, >=99%
    • CHEMBL1527236
    • SCHEMBL13341547
    • SCHEMBL27951587
    • QNILTEGFHQSKFF-UHFFFAOYSA-
    • NSC11448
    • N-ISOPROPYLACRYLAMIDE [HSDB]
    • Tox21_200738
    • MSK163271
    • AKOS000280149
    • CS-W011259
    • FI42940
    • NCGC00090689-01
    • NCGC00090689-02
    • NCGC00258292-01
    • AS-18956
    • FP175716
    • SMR001227200
    • SY010883
    • SY280336
    • CAS-2210-25-5
    • I0401
    • N-Isopropylacrylamide (stabilised with MEHQ)
    • N-Isopropylacrylamide (stabilized with MEHQ)
    • NS00027056
    • EN300-67477
    • N-Isopropylacrylamide, (stabilized with MEHQ)
    • D70366
    • 4-04-00-00517 (Beilstein Handbook Reference)
    • F046835
    • Q21012199
    • InChI=1/C6H11NO/c1-4-6(8)7-5(2)3/h4-5H,1H2,2-3H3,(H,7,8)
    • 2210-25-5

  • Applications

    N-Isopropylacrylamide (CAS 2210-25-5) is mainly used as the monomer for poly(N-isopropylacrylamide) and thermally responsive hydrogels, enabling smart materials across polymers/plastics and coatings/inks. Real-world applications include thermally responsive materials for electronics and microfluidics (valves and actuators), hydrogels used in pharmaceutical research and bioseparation (drug delivery and bioseparation), agricultural hydrogels for water retention and controlled nutrient release, and thermoresponsive coatings and adhesives based on polymer systems. Its use remains focused in specialty polymers and hydrogel applications, with final implementations subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 41.43
    methanol 94.01
    isopropanol 49.01
    water 4.86
    ethyl acetate 35.26
    n-propanol 48.76
    acetone 64.1
    n-butanol 50.45
    acetonitrile 30.52
    DMF 129.22
    toluene 14.74
    isobutanol 52.13
    1,4-dioxane 54.92
    methyl acetate 43.01
    THF 120.26
    2-butanone 62.14
    n-pentanol 44.51
    sec-butanol 60.95
    n-hexane 12.91
    ethylene glycol 26.32
    NMP 228.78
    cyclohexane 6.37
    DMSO 111.72
    n-butyl acetate 44.01
    n-octanol 48.51
    chloroform 73.55
    n-propyl acetate 28.33
    acetic acid 81.86
    dichloromethane 52.18
    cyclohexanone 98.58
    propylene glycol 50.69
    isopropyl acetate 31.85
    DMAc 182.45
    2-ethoxyethanol 43.04
    isopentanol 52.73
    n-heptane 7.38
    ethyl formate 27.25
    1,2-dichloroethane 32.11
    n-hexanol 72.18
    2-methoxyethanol 68.11
    isobutyl acetate 28.53
    tetrachloromethane 12.22
    n-pentyl acetate 36.53
    transcutol 124.73
    n-heptanol 40.0
    ethylbenzene 16.91
    MIBK 42.81
    2-propoxyethanol 78.84
    tert-butanol 76.73
    MTBE 58.35
    2-butoxyethanol 50.0
    propionic acid 68.34
    o-xylene 21.36
    formic acid 27.99
    diethyl ether 30.69
    m-xylene 19.83
    p-xylene 25.46
    chlorobenzene 30.31
    dimethyl carbonate 19.12
    n-octane 4.39
    formamide 14.57
    cyclopentanone 130.21
    2-pentanone 51.23
    anisole 34.66
    cyclopentyl methyl ether 61.5
    gamma-butyrolactone 131.26
    1-methoxy-2-propanol 73.18
    pyridine 39.47
    3-pentanone 45.06
    furfural 100.71
    n-dodecane 4.88
    diethylene glycol 62.8
    diisopropyl ether 16.25
    tert-amyl alcohol 81.31
    acetylacetone 59.76
    n-hexadecane 5.31
    acetophenone 45.65
    methyl propionate 40.59
    isopentyl acetate 52.28
    trichloroethylene 74.1
    n-nonanol 41.73
    cyclohexanol 56.16
    benzyl alcohol 37.68
    2-ethylhexanol 46.09
    isooctanol 36.62
    dipropyl ether 28.02
    1,2-dichlorobenzene 36.57
    ethyl lactate 35.21
    propylene carbonate 83.59
    n-methylformamide 37.5
    2-pentanol 45.53
    n-pentane 8.11
    1-propoxy-2-propanol 69.03
    1-methoxy-2-propyl acetate 53.15
    2-(2-methoxypropoxy) propanol 75.1
    mesitylene 16.24
    ε-caprolactone 87.23
    p-cymene 20.58
    epichlorohydrin 76.78
    1,1,1-trichloroethane 40.15
    2-aminoethanol 38.86
    morpholine-4-carbaldehyde 119.99
    sulfolane 220.8
    2,2,4-trimethylpentane 9.62
    2-methyltetrahydrofuran 93.69
    n-hexyl acetate 66.84
    isooctane 6.41
    2-(2-butoxyethoxy)ethanol 75.55
    sec-butyl acetate 26.5
    tert-butyl acetate 46.2
    decalin 8.72
    glycerin 65.7
    diglyme 89.7
    acrylic acid 67.24
    isopropyl myristate 32.19
    n-butyric acid 69.74
    acetyl acetate 29.98
    di(2-ethylhexyl) phthalate 44.62
    ethyl propionate 31.21
    nitromethane 70.14
    1,2-diethoxyethane 36.83
    benzonitrile 41.55
    trioctyl phosphate 33.06
    1-bromopropane 26.74
    gamma-valerolactone 126.11
    n-decanol 33.2
    triethyl phosphate 28.98
    4-methyl-2-pentanol 35.65
    propionitrile 33.49
    vinylene carbonate 65.0
    1,1,2-trichlorotrifluoroethane 84.82
    DMS 48.62
    cumene 18.57
    2-octanol 33.71
    2-hexanone 44.13
    octyl acetate 41.43
    limonene 29.8
    1,2-dimethoxyethane 67.02
    ethyl orthosilicate 27.71
    tributyl phosphate 37.36
    diacetone alcohol 68.86
    N,N-dimethylaniline 36.77
    acrylonitrile 37.93
    aniline 27.64
    1,3-propanediol 42.5
    bromobenzene 26.13
    dibromomethane 38.67
    1,1,2,2-tetrachloroethane 71.3
    2-methyl-cyclohexyl acetate 48.72
    tetrabutyl urea 48.47
    diisobutyl methanol 29.57
    2-phenylethanol 45.92
    styrene 17.31
    dioctyl adipate 46.21
    dimethyl sulfate 51.79
    ethyl butyrate 32.32
    methyl lactate 48.46
    butyl lactate 45.94
    diethyl carbonate 25.75
    propanediol butyl ether 71.66
    triethyl orthoformate 28.63
    p-tert-butyltoluene 20.81
    methyl 4-tert-butylbenzoate 64.09
    morpholine 59.82
    tert-butylamine 49.61
    n-dodecanol 26.58
    dimethoxymethane 47.66
    ethylene carbonate 47.49
    cyrene 78.23
    2-ethoxyethyl acetate 39.85
    2-ethylhexyl acetate 41.06
    1,2,4-trichlorobenzene 50.44
    4-methylpyridine 51.67
    dibutyl ether 32.14
    2,6-dimethyl-4-heptanol 29.57
    DEF 66.35
    dimethyl isosorbide 110.03
    tetrachloroethylene 43.26
    eugenol 64.65
    triacetin 65.57
    span 80 73.07
    1,4-butanediol 29.23
    1,1-dichloroethane 39.4
    2-methyl-1-pentanol 54.01
    methyl formate 33.44
    2-methyl-1-butanol 58.03
    n-decane 7.29
    butyronitrile 37.07
    3,7-dimethyl-1-octanol 49.57
    1-chlorooctane 26.5
    1-chlorotetradecane 13.11
    n-nonane 7.1
    undecane 5.79
    tert-butylcyclohexane 11.7
    cyclooctane 3.34
    cyclopentanol 71.89
    tetrahydropyran 56.07
    tert-amyl methyl ether 54.86
    2,5,8-trioxanonane 85.67
    1-hexene 30.79
    2-isopropoxyethanol 39.85
    2,2,2-trifluoroethanol 30.12
    methyl butyrate 42.09

    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