(Dimethylamino)ethyl methacrylate

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  • Identifiers

    CAS number
    2867-47-2

    Molecular formula
    C8H15NO2

    SMILES
    CC(=C)C(=O)OCCN(C)C

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Fruity 51.77%
    Sweet 38.65%
    Grape 29.59%
    Mint 24.7%
    Ethereal 24.63%
    Herbal 23.46%
    Caramellic 22.87%
    Fresh 22.83%
    Buttery 22.3%
    Odorless 22.22%

     

    Flavor
    Fruity 68.53%
    Berry 31.51%
    Sweet 24.09%
    Tropical 21.98%
    Grape 20.99%
    Light 20.46%
    Herbal 20.37%
    Dried berry 20.31%
    Toffee 20.08%
    Woody 19.99%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    1.2

    pKa est.
    7.27 (neutral)

    Molecular weight
    157.21 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Fast

    Melting point expt.

    • -30 °C (freezing point)
    • -30 °C

    Boiling point

    • 186 °C

    Flash point

    • 65.58 ˚C est.
    • 165 °F (NFPA, 2010)
    • 64 °C (147 °F) - closed cup
    • 165 °F (74 °C) (open cup)
    • 68 °C c.c.

    Solubility expt.

    • In water, 1000 g/L at 20 °C (study performed without adjustment of pH value)
    • Solubility in water, g/100ml at 25 °C: 10.6

  • Synonyms

    • 2-(Dimethylamino)ethyl methacrylate
    • 2867-47-2
    • DMAEMA
    • N,N-DIMETHYLAMINOETHYL METHACRYLATE
    • 2-Dimethylaminoethyl methacrylate
    • 2-Propenoic acid, 2-methyl-, 2-(dimethylamino)ethyl ester
    • Methacrylic acid, 2-(dimethylamino)ethyl ester
    • N,N-Dimethylethanolamine methacrylate
    • (Dimethylamino)ethyl methacrylate
    • Ethanol, 2-(dimethylamino)-, methacrylate
    • beta-Dimethylaminoethyl methacrylate
    • O0V97PV2G1
    • DTXSID1027504
    • DTXCID307504
    • DMAE methacrylate
    • RefChem:6736
    • 220-688-8
    • Dimethylaminoethyl methacrylate
    • Ageflex FM-1
    • 2-(N,N-Dimethylamino)ethyl methacrylate
    • 2-(dimethylamino)ethyl 2-methylprop-2-enoate
    • USAF RH-3
    • NSC 20959
    • MFCD00008589
    • Methacrylic acid 2-(dimethylamino)ethyl ester
    • 2-Dimethylaminoethylester kyseliny methakrylove
    • NSC-20959
    • N,N-(Dimethylamino)ethyl methacrylate
    • .beta.-(Dimethylamino)ethyl methacrylate
    • 2-(Dimethylamino)ethyl methacrylate (stabilized with MEHQ)
    • .beta.-(N,N-Dimethylamino)ethyl methacrylate
    • 2-(Dimethylamino)ethyl Methacrylate (Stabilized with 0.2% 4-methoxyphenol)
    • CCRIS 872
    • HSDB 5464
    • EINECS 220-688-8
    • UN2522
    • BRN 1757048
    • UNII-O0V97PV2G1
    • Basic Butylated Methacrylate Copolymer Imp. C (EP); 2-(Dimethylamino)ethyl Methacrylate; Basic Butylated Methacrylate Copolymer Impurity C
    • Ethanol, methacrylate
    • 2-Dimethylaminoethylester kyseliny methakrylove [Czech]
    • 2-(Dimethylamino)ethyl 2-methyl-2-propenoate
    • EC 220-688-8
    • dimethylaminoethylmethacrylate
    • Sipomer 2M1M (Salt/Mix)
    • SCHEMBL14984
    • 4-04-00-01432 (Beilstein Handbook Reference)
    • CHEMBL1883484
    • WLN: 1UY1&VO2N1&1
    • NSC20959
    • N,N-di-methylaminoethyl methacrylate
    • Tox21_201694
    • methacryloyloxyethyl-N,N-dimethylamine
    • AKOS005207198
    • 2-(dimethylamino)ethyl methylpropenoate
    • AT33769
    • FD37322
    • MSK170611-100A
    • UN 2522
    • 2-(Dimethylamino)ethyl methacrylate CRS
    • NCGC00164097-01
    • NCGC00164097-02
    • NCGC00259243-01
    • LS-13486
    • 2-(Dimethylamino)ethyl 2-methylacrylate #
    • 2-(Dimethylamino)ethyl methacrylateDMAEMA
    • CAS-2867-47-2
    • M0082
    • NS00002830
    • N,N-DIMETHYLAMINOETHYL METHACRYLATE [HSDB]
    • Q27285181
    • 2-Dimethylaminoethyl methacrylate [UN2522] [Poison]
    • 2-methyl-2-propenoic acid 2-(dimethylamino)ethyl ester
    • 2-(Dimethylamino)ethyl Methacrylate, (stabilized with MEHQ)
    • 2-(Dimethylamino)ethyl methacrylate Solution in Acetonitrile, 100ug/mL
    • 2-(Dimethylamino)ethyl Methacrylate (Stabilized with 0.2per cent 4-methoxyphenol)
    • 2-(Dimethylamino)ethyl methacrylate, European Pharmacopoeia (EP) Reference Standard
    • 2-(Dimethylamino)ethyl methacrylate, contains 700-1000 ppm monomethyl ether hydroquinone as inhibitor, 98%
    • 2867-47-2

  • Applications

    (Dimethylamino)ethyl methacrylate (CAS 2867-47-2) is a functional acrylate monomer used to introduce amine functionality into polymers. In industry, its applications include: as a component in waterborne coatings and paints to improve adhesion to polar substrates; as a monomer unit in adhesives and sealants where amine groups enable crosslinking with epoxy or isocyanate hardeners; as a precursor for surfactants and specialty polymers used in paper processing and industrial cleaning; after polymerization it can be quaternized to form ammonium-containing polymers with antimicrobial properties for coatings and surface treatments; in pharmaceutical and biomedical R&D it serves as a building block for water-soluble polymers used in drug and gene delivery; and in ink formulations and electronic/optical coatings where tailored polymer properties are desired. These applications are subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 1165.89
    methanol 1691.52
    isopropanol 638.69
    water 214.53
    ethyl acetate 303.06
    n-propanol 730.46
    acetone 386.01
    n-butanol 552.11
    acetonitrile 319.09
    DMF 543.67
    toluene 67.83
    isobutanol 467.37
    1,4-dioxane 480.23
    methyl acetate 426.93
    THF 345.53
    2-butanone 285.41
    n-pentanol 263.06
    sec-butanol 560.24
    n-hexane 18.97
    ethylene glycol 486.52
    NMP 608.39
    cyclohexane 33.87
    DMSO 306.07
    n-butyl acetate 177.34
    n-octanol 86.02
    chloroform 812.96
    n-propyl acetate 151.78
    acetic acid 3073.22
    dichloromethane 537.69
    cyclohexanone 430.93
    propylene glycol 438.35
    isopropyl acetate 164.64
    DMAc 597.32
    2-ethoxyethanol 485.78
    isopentanol 344.38
    n-heptane 9.54
    ethyl formate 401.44
    1,2-dichloroethane 268.43
    n-hexanol 245.65
    2-methoxyethanol 1082.04
    isobutyl acetate 97.28
    tetrachloromethane 190.96
    n-pentyl acetate 98.87
    transcutol 675.69
    n-heptanol 115.71
    ethylbenzene 45.25
    MIBK 100.85
    2-propoxyethanol 371.77
    tert-butanol 601.36
    MTBE 267.57
    2-butoxyethanol 240.36
    propionic acid 918.24
    o-xylene 77.84
    formic acid 2096.52
    diethyl ether 179.84
    m-xylene 59.7
    p-xylene 77.34
    chlorobenzene 129.66
    dimethyl carbonate 102.87
    n-octane 4.64
    formamide 1519.4
    cyclopentanone 349.7
    2-pentanone 171.46
    anisole 110.28
    cyclopentyl methyl ether 187.72
    gamma-butyrolactone 523.02
    1-methoxy-2-propanol 443.82
    pyridine 334.69
    3-pentanone 146.78
    furfural 591.45
    n-dodecane 4.06
    diethylene glycol 397.05
    diisopropyl ether 44.54
    tert-amyl alcohol 609.31
    acetylacetone 204.91
    n-hexadecane 4.4
    acetophenone 154.0
    methyl propionate 229.29
    isopentyl acetate 177.6
    trichloroethylene 756.69
    n-nonanol 74.73
    cyclohexanol 425.93
    benzyl alcohol 188.79
    2-ethylhexanol 121.24
    isooctanol 87.15
    dipropyl ether 56.48
    1,2-dichlorobenzene 145.65
    ethyl lactate 122.22
    propylene carbonate 372.58
    n-methylformamide 656.65
    2-pentanol 275.32
    n-pentane 22.11
    1-propoxy-2-propanol 203.03
    1-methoxy-2-propyl acetate 173.74
    2-(2-methoxypropoxy) propanol 180.55
    mesitylene 39.41
    ε-caprolactone 500.06
    p-cymene 43.72
    epichlorohydrin 473.87
    1,1,1-trichloroethane 358.45
    2-aminoethanol 770.33
    morpholine-4-carbaldehyde 609.8
    sulfolane 452.91
    2,2,4-trimethylpentane 23.01
    2-methyltetrahydrofuran 380.38
    n-hexyl acetate 150.8
    isooctane 9.75
    2-(2-butoxyethoxy)ethanol 235.76
    sec-butyl acetate 111.15
    tert-butyl acetate 170.15
    decalin 17.79
    glycerin 614.9
    diglyme 406.62
    acrylic acid 864.56
    isopropyl myristate 44.99
    n-butyric acid 967.98
    acetyl acetate 268.45
    di(2-ethylhexyl) phthalate 80.79
    ethyl propionate 125.59
    nitromethane 1701.86
    1,2-diethoxyethane 125.13
    benzonitrile 157.06
    trioctyl phosphate 49.42
    1-bromopropane 132.87
    gamma-valerolactone 654.56
    n-decanol 50.63
    triethyl phosphate 73.41
    4-methyl-2-pentanol 114.31
    propionitrile 207.85
    vinylene carbonate 380.13
    1,1,2-trichlorotrifluoroethane 879.2
    DMS 149.02
    cumene 44.61
    2-octanol 65.37
    2-hexanone 110.49
    octyl acetate 69.29
    limonene 68.24
    1,2-dimethoxyethane 382.3
    ethyl orthosilicate 73.02
    tributyl phosphate 67.23
    diacetone alcohol 247.42
    N,N-dimethylaniline 95.53
    acrylonitrile 286.45
    aniline 208.93
    1,3-propanediol 887.55
    bromobenzene 91.9
    dibromomethane 309.88
    1,1,2,2-tetrachloroethane 650.78
    2-methyl-cyclohexyl acetate 129.76
    tetrabutyl urea 74.89
    diisobutyl methanol 53.75
    2-phenylethanol 172.03
    styrene 50.02
    dioctyl adipate 86.01
    dimethyl sulfate 170.53
    ethyl butyrate 112.24
    methyl lactate 186.34
    butyl lactate 121.36
    diethyl carbonate 90.49
    propanediol butyl ether 201.83
    triethyl orthoformate 94.91
    p-tert-butyltoluene 41.6
    methyl 4-tert-butylbenzoate 143.99
    morpholine 686.75
    tert-butylamine 322.35
    n-dodecanol 35.54
    dimethoxymethane 215.56
    ethylene carbonate 302.89
    cyrene 200.62
    2-ethoxyethyl acetate 159.83
    2-ethylhexyl acetate 131.79
    1,2,4-trichlorobenzene 220.09
    4-methylpyridine 305.39
    dibutyl ether 49.25
    2,6-dimethyl-4-heptanol 53.75
    DEF 316.1
    dimethyl isosorbide 250.86
    tetrachloroethylene 597.44
    eugenol 156.52
    triacetin 173.73
    span 80 165.6
    1,4-butanediol 283.52
    1,1-dichloroethane 322.33
    2-methyl-1-pentanol 236.79
    methyl formate 485.96
    2-methyl-1-butanol 417.93
    n-decane 6.74
    butyronitrile 212.68
    3,7-dimethyl-1-octanol 84.28
    1-chlorooctane 33.74
    1-chlorotetradecane 13.29
    n-nonane 6.02
    undecane 5.0
    tert-butylcyclohexane 18.35
    cyclooctane 9.89
    cyclopentanol 402.48
    tetrahydropyran 325.09
    tert-amyl methyl ether 217.12
    2,5,8-trioxanonane 239.9
    1-hexene 60.32
    2-isopropoxyethanol 266.05
    2,2,2-trifluoroethanol 1158.83
    methyl butyrate 192.98

    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