Methacrylic anhydride

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  • Identifiers

    CAS number
    760-93-0

    Molecular formula
    C8H10O3

    SMILES
    CC(=C)C(=O)OC(=O)C(=C)C

    Safety labels

    Corrosive
    Corrosive

    Acute Toxic
    Acute Toxic

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Pungent 42.73%
    Caramellic 41.27%
    Fruity 39.43%
    Sharp 35.28%
    Burnt 34.69%
    Ethereal 33.65%
    Sweet 31.28%
    Sour 29.54%
    Chamomile 29.12%
    Apple 27.41%

     

    Flavor
    Nutty 28.47%
    Fruity 24.87%
    Toffee 21.12%
    Bread crust 21.03%
    Taco 20.81%
    Extremely sweet 20.81%
    Molasses 20.77%
    Cotton candy 20.72%
    Broccoli 20.61%
    Filbert 20.56%

     

    Odor impact est.
    High

  • Properties

    XLogP3-AA
    1.8

    pKa est.
    7.45 (neutral)

    Molecular weight
    154.16 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Moderate

    Boiling point

    • 192 °F at 5 mmHg (EPA, 1998)
    • 89 °C at 5 mm Hg

    Flash point

    • 65.87 ˚C est.

    Solubility expt.

    • > 10% in ether
    • > 10% in ethanol

  • Synonyms

    • METHACRYLIC ANHYDRIDE
    • Methacrylic acid anhydride
    • Methacryloyl anhydride
    • 2-Methyl-2-propenoic acid anhydride
    • 2-Propenoic acid, 2-methyl-, anhydride
    • HSDB 6407
    • EINECS 212-084-8
    • NSC 24159
    • UNII-N2RJR03340
    • BRN 1761982
    • N2RJR03340
    • NSC-24159
    • DTXSID60862404
    • 2-Propenoic acid, 2-methyl-, 1,1'-anhydride
    • EC 212-084-8
    • 4-02-00-01537 (Beilstein Handbook Reference)
    • METHACRYLIC ANHYDRIDE [HSDB]
    • BIS(METHACRYLIC ACID) ANHYDRIDE
    • RefChem:156841
    • 2Methyl2propenoic acid anhydride
    • DTXCID80811176
    • 2Propenoic acid, 2methyl, anhydride
    • 212-084-8
    • DCUFMVPCXCSVNP-UHFFFAOYSA-N
    • 760-93-0
    • 2-methylprop-2-enoyl 2-methylprop-2-enoate
    • 2-methylacrylic anhydride
    • MFCD00008586
    • 25300-99-6
    • Methacrylic Anhydride [stabilized with 1,1,3-Tris(3-tert-butyl-4-hydroxy-6-methylphenyl)butane]
    • dimethacrylic anhydride
    • Methacrylic anhydride(3.0 cp(20 degrees c))
    • Bis(methacrylic acid) anhydride; Dimethacrylic acid anhydride; Methacrylic acid anhydride; Methacryloyl anhydride
    • methylacrylic acid anhydride
    • 1-Methylacrylic anhydride #
    • SCHEMBL15963
    • orb1905861
    • 2-Methylprop-2-enoic anhydride
    • AAA76093
    • NSC24159
    • AKOS009029007
    • LS-13428
    • M3139
    • NS00002060
    • EN300-19247
    • D78220
    • A838605
    • F791500
    • Q6823543
    • F0001-1926
    • Methacrylic anhydride, contains 2,000 ppm topanol A as inhibitor, 94%
    • Methacrylic anhydride, 94%, stab. with ca 0.2% 2,4-dimethyl-6-tert-butylphenol
    • 760-93-0

  • Applications

    Methacrylic anhydride (CAS 760-93-0) is a reactive reagent used to introduce methacryloyl groups into molecules, enabling the formation of methacrylate derivatives for polymers and coatings. In practice, its applications include: (1) methacrylation of natural polymers and biomaterials (e.g., gelatin, cellulose, chitosan) to produce methacrylate-functional polymers suitable for UV-curable hydrogels and coatings; (2) synthesis of methacrylate monomers and intermediates used in UV-curable resins, coatings, and inks; (3) functionalization of polymers to improve adhesion, curing efficiency, and crosslinking in coatings and adhesives; (4) production of methacrylate-modified polymers for electronics, optics, and industrial plastics; (5) used as a functionalization reagent for surface modifiers and binder systems, depending on regulations and formulation.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 173.39
    methanol 146.57
    isopropanol 174.57
    water 0.85
    ethyl acetate 116.39
    n-propanol 163.62
    acetone 197.07
    n-butanol 179.46
    acetonitrile 127.79
    DMF 333.71
    toluene 173.59
    isobutanol 137.93
    1,4-dioxane 228.5
    methyl acetate 175.3
    THF 320.49
    2-butanone 263.07
    n-pentanol 166.79
    sec-butanol 232.97
    n-hexane 37.31
    ethylene glycol 24.16
    NMP 331.13
    cyclohexane 38.52
    DMSO 161.8
    n-butyl acetate 146.59
    n-octanol 141.97
    chloroform 267.01
    n-propyl acetate 105.82
    acetic acid 83.2
    dichloromethane 226.4
    cyclohexanone 242.34
    propylene glycol 42.43
    isopropyl acetate 78.09
    DMAc 407.73
    2-ethoxyethanol 167.94
    isopentanol 174.34
    n-heptane 26.84
    ethyl formate 127.56
    1,2-dichloroethane 146.62
    n-hexanol 162.84
    2-methoxyethanol 206.81
    isobutyl acetate 66.07
    tetrachloromethane 44.18
    n-pentyl acetate 107.7
    transcutol 209.15
    n-heptanol 112.88
    ethylbenzene 149.51
    MIBK 106.28
    2-propoxyethanol 178.79
    tert-butanol 234.93
    MTBE 230.63
    2-butoxyethanol 147.54
    propionic acid 88.66
    o-xylene 143.66
    formic acid 36.12
    diethyl ether 151.16
    m-xylene 115.22
    p-xylene 183.43
    chlorobenzene 127.7
    dimethyl carbonate 48.44
    n-octane 21.48
    formamide 71.98
    cyclopentanone 239.92
    2-pentanone 166.14
    anisole 195.96
    cyclopentyl methyl ether 153.36
    gamma-butyrolactone 206.93
    1-methoxy-2-propanol 164.62
    pyridine 266.69
    3-pentanone 129.88
    furfural 247.47
    n-dodecane 20.02
    diethylene glycol 95.3
    diisopropyl ether 56.06
    tert-amyl alcohol 279.77
    acetylacetone 118.62
    n-hexadecane 21.84
    acetophenone 182.64
    methyl propionate 119.47
    isopentyl acetate 147.99
    trichloroethylene 265.6
    n-nonanol 122.69
    cyclohexanol 153.32
    benzyl alcohol 160.5
    2-ethylhexanol 122.15
    isooctanol 92.65
    dipropyl ether 89.79
    1,2-dichlorobenzene 108.63
    ethyl lactate 56.03
    propylene carbonate 135.18
    n-methylformamide 139.55
    2-pentanol 147.79
    n-pentane 36.13
    1-propoxy-2-propanol 136.49
    1-methoxy-2-propyl acetate 104.05
    2-(2-methoxypropoxy) propanol 125.2
    mesitylene 68.79
    ε-caprolactone 211.56
    p-cymene 81.61
    epichlorohydrin 266.67
    1,1,1-trichloroethane 141.24
    2-aminoethanol 64.12
    morpholine-4-carbaldehyde 269.8
    sulfolane 197.48
    2,2,4-trimethylpentane 28.5
    2-methyltetrahydrofuran 328.97
    n-hexyl acetate 164.39
    isooctane 16.52
    2-(2-butoxyethoxy)ethanol 150.8
    sec-butyl acetate 82.26
    tert-butyl acetate 99.34
    decalin 34.64
    glycerin 42.66
    diglyme 233.91
    acrylic acid 69.46
    isopropyl myristate 70.68
    n-butyric acid 120.12
    acetyl acetate 54.81
    di(2-ethylhexyl) phthalate 66.19
    ethyl propionate 92.81
    nitromethane 153.89
    1,2-diethoxyethane 130.18
    benzonitrile 162.81
    trioctyl phosphate 52.12
    1-bromopropane 156.35
    gamma-valerolactone 298.02
    n-decanol 91.67
    triethyl phosphate 52.27
    4-methyl-2-pentanol 93.19
    propionitrile 131.81
    vinylene carbonate 124.76
    1,1,2-trichlorotrifluoroethane 148.61
    DMS 79.11
    cumene 99.66
    2-octanol 104.7
    2-hexanone 161.43
    octyl acetate 97.96
    limonene 105.15
    1,2-dimethoxyethane 304.54
    ethyl orthosilicate 55.38
    tributyl phosphate 53.39
    diacetone alcohol 144.42
    N,N-dimethylaniline 170.92
    acrylonitrile 140.63
    aniline 138.78
    1,3-propanediol 104.82
    bromobenzene 134.18
    dibromomethane 183.72
    1,1,2,2-tetrachloroethane 231.98
    2-methyl-cyclohexyl acetate 104.8
    tetrabutyl urea 89.67
    diisobutyl methanol 76.5
    2-phenylethanol 146.45
    styrene 143.9
    dioctyl adipate 87.77
    dimethyl sulfate 60.43
    ethyl butyrate 98.47
    methyl lactate 57.99
    butyl lactate 82.5
    diethyl carbonate 67.56
    propanediol butyl ether 115.27
    triethyl orthoformate 71.99
    p-tert-butyltoluene 82.1
    methyl 4-tert-butylbenzoate 138.14
    morpholine 277.05
    tert-butylamine 166.38
    n-dodecanol 70.73
    dimethoxymethane 160.55
    ethylene carbonate 91.5
    cyrene 128.08
    2-ethoxyethyl acetate 109.07
    2-ethylhexyl acetate 118.65
    1,2,4-trichlorobenzene 129.21
    4-methylpyridine 319.07
    dibutyl ether 114.55
    2,6-dimethyl-4-heptanol 76.5
    DEF 202.0
    dimethyl isosorbide 179.96
    tetrachloroethylene 136.44
    eugenol 132.59
    triacetin 90.36
    span 80 107.93
    1,4-butanediol 61.05
    1,1-dichloroethane 162.15
    2-methyl-1-pentanol 187.63
    methyl formate 109.54
    2-methyl-1-butanol 178.26
    n-decane 30.42
    butyronitrile 158.24
    3,7-dimethyl-1-octanol 121.74
    1-chlorooctane 91.8
    1-chlorotetradecane 42.49
    n-nonane 28.75
    undecane 23.87
    tert-butylcyclohexane 36.67
    cyclooctane 17.52
    cyclopentanol 148.54
    tetrahydropyran 242.5
    tert-amyl methyl ether 222.39
    2,5,8-trioxanonane 178.53
    1-hexene 116.4
    2-isopropoxyethanol 130.55
    2,2,2-trifluoroethanol 33.11
    methyl butyrate 149.35

    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