Glycidyl methacrylate

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  • Identifiers

    CAS number
    106-91-2

    Molecular formula
    C7H10O3

    SMILES
    CC(=C)C(=O)OCC1CO1

    Safety labels

    Corrosive
    Corrosive

    Acute Toxic
    Acute Toxic

    Health Hazard
    Health

  • Odor profile

    Fragrance
    Caramellic 53.25%
    Sweet 50.63%
    Fruity 43.43%
    Buttery 33.53%
    Nutty 33.22%
    Ethereal 32.35%
    Burnt 31.54%
    Winey 25.35%
    Herbal 24.96%
    Creamy 24.29%

     

    Flavor
    Fruity 39.6%
    Bitter 33.81%
    Mushroom 20.98%
    Toffee 20.31%
    Taco 20.22%
    Cotton candy 19.98%
    Seedy 19.97%
    Bread crust 19.91%
    Mildew 19.86%
    Cooked 19.83%

     

    Odor impact est.
    Medium

  • Properties

    XLogP3-AA
    0.8

    pKa est.
    5.55 (weak acid)

    Molecular weight
    142.15 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Moderately fast

    Melting point expt.

    • freezing pt: -41.5 °C

    Boiling point

    • 372 °F at 760 mmHg (NTP, 1992)
    • 189 °C

    Flash point

    • 78.23 ˚C est.
    • 181 °F (NTP, 1992)
    • 84 °C (Tag open cup)

    Solubility expt.

    • 5 to 10 mg/mL at 68 °F (NTP, 1992)
    • Very soluble in benzene, ethyl ether, ethyl alcohol
    • Solubility in water, g/100ml at 25 °C: 5 (moderate)

  • Synonyms

    • GLYCIDYL METHACRYLATE
    • 106-91-2
    • 2,3-Epoxypropyl methacrylate
    • Glycidol methacrylate
    • SY-Monomer G
    • Acriester G
    • Blemmer G
    • Blemmer GMA
    • Light Ester G
    • oxiran-2-ylmethyl 2-methylprop-2-enoate
    • glycidylmethacrylate
    • Methacrylic acid, 2,3-epoxypropyl ester
    • 2-((Methacryloxy)methyl)oxirane
    • 2-Propenoic acid, 2-methyl-, oxiranylmethyl ester
    • Glycidyl alpha-methylacrylate
    • oxiran-2-ylmethyl methacrylate
    • CP 105
    • Glycidyl alpha-methyl acrylate
    • NSC 24156
    • CCRIS 2626
    • HSDB 494
    • DTXSID0025361
    • 1-Propanol, 2,3-epoxy-, methacrylate
    • Acryester G
    • EINECS 203-441-9
    • R8WN29J8VF
    • SR 379
    • 2,3-Epoxypropyl methacrylic acid ester
    • BRN 0002506
    • 2,3-Epoxypropanol methacrylate
    • Methacrylic Acid Glycidyl Ester
    • NSC-24156
    • Glycidyl methacrylate(GMA)
    • 2-Propenoic acid, 2-methyl-, 2-oxiranylmethyl ester
    • (oxiran-2-yl)methyl 2-methylprop-2-enoate
    • DTXCID305361
    • Glycidyl .alpha.-methylacrylate
    • Glycidyl Methacrylate (stabilized with MEHQ)
    • CHEBI:132844
    • EC 203-441-9
    • 5-17-03-00035 (Beilstein Handbook Reference)
    • GLYCIDYL METHACRYLATE [HSDB]
    • (+/-)-GLYCIDYL METHACRYLATE
    • oxiran-2-ylmethyl 2-methylacrylate
    • Methacrylic acid,3-epoxypropyl ester
    • WLN: T3OTJ B1OVY1 & U1
    • Sta-Lock
    • CAS-106-91-2
    • 2-((METHACRYLOYLOXY)METHYL)OXIRANE
    • 2-[(METHACRYLOYLOXY)METHYL]OXIRANE
    • UNII-R8WN29J8VF
    • monomethacrylate propylene oxide
    • SYMonomer G
    • glycidyl-methacrylate
    • BLEMMER GP
    • epoxypropyl methacrylate
    • Glycidyl alphamethylacrylate
    • SARTOMER 379
    • 2,3epoxypropyl methacrylate
    • Glycidyl alphamethyl acrylate
    • NCIOpen2_000036
    • oxiran-2-ylmethylmethacrylate
    • SCHEMBL15617
    • methacrylic acid-glycidyl ester
    • 2((Methacryloxy)methyl)oxirane
    • CHEMBL1333073
    • 1-propanol-2,3-epoxy methacrylate
    • (+-)-GLYCIDYL METHACRYLATE
    • 1Propanol, 2,3epoxy, methacrylate
    • NSC24156
    • NSC67195
    • Tox21_201494
    • Tox21_303145
    • 2-Oxiranylmethyl 2-methylacrylate #
    • BBL010914
    • CP-105
    • MFCD00005137
    • NSC-67195
    • SR-379
    • STK801798
    • 2,3Epoxypropyl methacrylic acid ester
    • AKOS000276065
    • AKOS016041668
    • (.+-.)-GLYCIDYL METHACRYLATE
    • FG37921
    • Glycidyl methacrylate(GMA) microspheres
    • Methacrylic acid, 2,3epoxypropyl ester
    • Glycidyl methacrylate, >=97.0% (GC)
    • NCGC00091055-01
    • NCGC00091055-02
    • NCGC00256974-01
    • NCGC00259045-01
    • VS-02747
    • 2-methyl-acrylic acid oxiranylmethyl ester
    • CS-0063449
    • Epoxypropyl methacrylate,5 cp(25 degrees c)
    • Glycidyl methacrylate - Stabilized with MEHQ
    • M0590
    • NS00006316
    • Glycidyl Methacrylate, (stabilized with MEHQ)
    • 2-methyl-acrylic acid oxiran-2-yl-methyl ester
    • 2Propenoic acid, 2methyl, oxiranylmethyl ester
    • E75837
    • Glycidyl methacrylate, purum, >=97.0% (GC)
    • 2Propenoic acid, 2methyl, 2oxiranylmethyl ester
    • A801532
    • METHACRYLIC ACID, 2, 3-EPOXYPROPYL ESTER
    • Q2013175
    • Methacrylic Acid Glycidyl Ester (stabilized with MEHQ)
    • Glycidyl methacrylate, 97%, contains 100 ppm monomethyl ether hydroquinone as inhibitor
    • 203-441-9

  • Applications

    Glycidyl methacrylate is an epoxy-functional methacrylate monomer used to introduce epoxy groups into polymers and enable crosslinking. Real-world applications include coatings and paints (including UV-curable systems) for durable surface protection, adhesives and sealants where epoxy functionality enhances adhesion and toughness, specialty polymers and resins that incorporate epoxy groups for post-polymerization crosslinking, UV-curable inks and resin systems for printing, and electronic materials such as encapsulants or potting resins for electrical devices.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 411.43
    methanol 678.12
    isopropanol 215.86
    water 12.29
    ethyl acetate 192.95
    n-propanol 231.34
    acetone 287.26
    n-butanol 204.34
    acetonitrile 387.7
    DMF 272.2
    toluene 105.45
    isobutanol 144.57
    1,4-dioxane 310.9
    methyl acetate 251.73
    THF 330.51
    2-butanone 255.08
    n-pentanol 186.99
    sec-butanol 189.07
    n-hexane 12.23
    ethylene glycol 122.91
    NMP 227.01
    cyclohexane 26.51
    DMSO 338.26
    n-butyl acetate 146.86
    n-octanol 98.7
    chloroform 425.52
    n-propyl acetate 162.5
    acetic acid 474.4
    dichloromethane 551.22
    cyclohexanone 219.28
    propylene glycol 87.66
    isopropyl acetate 107.11
    DMAc 334.04
    2-ethoxyethanol 355.65
    isopentanol 170.29
    n-heptane 15.74
    ethyl formate 212.31
    1,2-dichloroethane 233.41
    n-hexanol 118.18
    2-methoxyethanol 389.93
    isobutyl acetate 86.57
    tetrachloromethane 51.12
    n-pentyl acetate 92.42
    transcutol 533.99
    n-heptanol 78.54
    ethylbenzene 76.41
    MIBK 109.44
    2-propoxyethanol 202.16
    tert-butanol 225.55
    MTBE 167.22
    2-butoxyethanol 158.36
    propionic acid 184.4
    o-xylene 86.3
    formic acid 366.82
    diethyl ether 167.43
    m-xylene 70.79
    p-xylene 101.39
    chlorobenzene 123.41
    dimethyl carbonate 65.18
    n-octane 9.34
    formamide 513.67
    cyclopentanone 231.62
    2-pentanone 171.31
    anisole 172.49
    cyclopentyl methyl ether 127.82
    gamma-butyrolactone 265.04
    1-methoxy-2-propanol 207.9
    pyridine 320.76
    3-pentanone 121.11
    furfural 302.76
    n-dodecane 8.74
    diethylene glycol 184.7
    diisopropyl ether 47.88
    tert-amyl alcohol 200.94
    acetylacetone 171.34
    n-hexadecane 9.69
    acetophenone 176.69
    methyl propionate 134.49
    isopentyl acetate 125.98
    trichloroethylene 438.6
    n-nonanol 84.3
    cyclohexanol 135.18
    benzyl alcohol 189.08
    2-ethylhexanol 88.48
    isooctanol 68.5
    dipropyl ether 85.01
    1,2-dichlorobenzene 107.79
    ethyl lactate 80.32
    propylene carbonate 154.6
    n-methylformamide 263.52
    2-pentanol 127.16
    n-pentane 17.15
    1-propoxy-2-propanol 129.94
    1-methoxy-2-propyl acetate 112.09
    2-(2-methoxypropoxy) propanol 153.72
    mesitylene 44.36
    ε-caprolactone 203.3
    p-cymene 51.04
    epichlorohydrin 333.68
    1,1,1-trichloroethane 158.26
    2-aminoethanol 183.49
    morpholine-4-carbaldehyde 304.28
    sulfolane 213.68
    2,2,4-trimethylpentane 12.63
    2-methyltetrahydrofuran 254.37
    n-hexyl acetate 140.37
    isooctane 8.86
    2-(2-butoxyethoxy)ethanol 206.72
    sec-butyl acetate 100.01
    tert-butyl acetate 109.58
    decalin 15.4
    glycerin 122.31
    diglyme 350.3
    acrylic acid 184.83
    isopropyl myristate 58.6
    n-butyric acid 212.01
    acetyl acetate 124.55
    di(2-ethylhexyl) phthalate 65.31
    ethyl propionate 120.22
    nitromethane 555.77
    1,2-diethoxyethane 194.91
    benzonitrile 187.01
    trioctyl phosphate 46.12
    1-bromopropane 139.58
    gamma-valerolactone 288.54
    n-decanol 64.34
    triethyl phosphate 54.07
    4-methyl-2-pentanol 74.76
    propionitrile 213.49
    vinylene carbonate 163.86
    1,1,2-trichlorotrifluoroethane 227.84
    DMS 85.89
    cumene 56.3
    2-octanol 57.65
    2-hexanone 158.4
    octyl acetate 76.97
    limonene 66.23
    1,2-dimethoxyethane 411.0
    ethyl orthosilicate 52.45
    tributyl phosphate 53.01
    diacetone alcohol 150.6
    N,N-dimethylaniline 119.43
    acrylonitrile 276.24
    aniline 140.51
    1,3-propanediol 243.09
    bromobenzene 119.32
    dibromomethane 328.58
    1,1,2,2-tetrachloroethane 272.54
    2-methyl-cyclohexyl acetate 97.6
    tetrabutyl urea 75.36
    diisobutyl methanol 57.27
    2-phenylethanol 133.5
    styrene 98.51
    dioctyl adipate 91.23
    dimethyl sulfate 83.09
    ethyl butyrate 127.21
    methyl lactate 77.86
    butyl lactate 79.71
    diethyl carbonate 88.04
    propanediol butyl ether 133.99
    triethyl orthoformate 78.25
    p-tert-butyltoluene 43.82
    methyl 4-tert-butylbenzoate 115.96
    morpholine 332.53
    tert-butylamine 136.88
    n-dodecanol 50.07
    dimethoxymethane 189.68
    ethylene carbonate 121.79
    cyrene 142.21
    2-ethoxyethyl acetate 131.62
    2-ethylhexyl acetate 95.99
    1,2,4-trichlorobenzene 132.92
    4-methylpyridine 262.6
    dibutyl ether 98.09
    2,6-dimethyl-4-heptanol 57.27
    DEF 204.18
    dimethyl isosorbide 190.82
    tetrachloroethylene 199.71
    eugenol 128.02
    triacetin 131.1
    span 80 116.25
    1,4-butanediol 132.37
    1,1-dichloroethane 214.92
    2-methyl-1-pentanol 173.27
    methyl formate 208.08
    2-methyl-1-butanol 157.96
    n-decane 13.75
    butyronitrile 216.33
    3,7-dimethyl-1-octanol 101.16
    1-chlorooctane 53.5
    1-chlorotetradecane 23.19
    n-nonane 12.6
    undecane 10.45
    tert-butylcyclohexane 14.01
    cyclooctane 10.44
    cyclopentanol 136.66
    tetrahydropyran 216.86
    tert-amyl methyl ether 129.6
    2,5,8-trioxanonane 246.8
    1-hexene 54.5
    2-isopropoxyethanol 214.59
    2,2,2-trifluoroethanol 152.69
    methyl butyrate 180.83

    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