Methacryloyloxyethyl phosphate

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  • Identifiers

    CAS number
    52628-03-2

    Molecular formula
    C6H13O7P

    SMILES
    CC(=C)C(=O)OCCO.OP(=O)(O)O

    Safety labels

    Corrosive
    Corrosive

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Caramellic 57.0%
    Fruity 48.1%
    Sweet 46.4%
    Ethereal 41.1%
    Buttery 34.06%
    Burnt 33.07%
    Winey 31.64%
    Rummy 30.12%
    Pungent 30.11%
    Sharp 28.48%

     

    Flavor
    Fruity 65.0%
    Sweet 34.96%
    Caramel 33.25%
    Creamy 31.75%
    Buttery 26.85%
    Berry 26.42%
    Floral 24.41%
    Grape 24.33%
    Musty 23.07%
    Butter 22.99%

     

    Odor impact est.
    Medium

  • Properties

    pKa est.
    7.93 (neutral)

    Molecular weight
    228.14 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Moderately slow

    Boiling point est.
    233°C

    Flash point

    • 86.13 ˚C est.

  • Synonyms

    • 2-Hydroxyethyl methacrylate phosphate
    • 52628-03-2
    • 2-Propenoic acid, 2-methyl-, 2-hydroxyethyl ester, phosphate
    • methacryloyloxyethyl phosphate
    • P8914Q0ZMM
    • 2-Propenoic acid, 2-methyl-,2-hydroxyethyl ester,phosphate
    • HEMA-phosphate
    • MOEP cpd
    • RefChem:811293
    • DTXSID4044951
    • 258-053-2
    • 2-hydroxyethyl 2-methylprop-2-enoate;phosphoric acid
    • 2-(methacryloxy)ethyl phosphate
    • UNII-P8914Q0ZMM
    • EINECS 258-053-2
    • Hydroxyethyl methacrylate, phosphated
    • EC 258-053-2
    • 2-Hydroxyethyl 2-methyl-2-propenoate, phosphate
    • SCHEMBL66258
    • C6H13O7P
    • POLZHVHESHDZRD-UHFFFAOYSA-N
    • DTXSID101385874
    • AKOS028108475
    • 2-Hydroxyethyl 2-methyl-2-propenoate phosphated
    • 2-Hydroxyethyl 2-methylprop-2-enoate - phosphoric acid (1:1)
    • 52628-03-2

  • Applications

    Methacryloyloxyethyl phosphate (CAS 52628-03-2) is a polymerizable phosphate ester monomer used to introduce phosphorus-containing functionality into coatings, adhesives and resin polymers. In practice it is employed as a reactive monomer to formulate UV-curable coatings and paints to enhance flame retardancy and enable crosslinking; it serves as a crosslinking/compatibilizing component in phosphate-containing polyacrylates and related networks; it is used in electronic encapsulants and potting materials where flame retardancy is desirable; it can act as an intermediate for synthesizing other phosphorus-containing polymers; and it is suitable for use in inks and other industrial formulations depending on local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 788.73
    methanol 1392.05
    isopropanol 568.91
    water 68.41
    ethyl acetate 236.34
    n-propanol 497.31
    acetone 619.9
    n-butanol 427.9
    acetonitrile 494.25
    DMF 869.33
    toluene 62.76
    isobutanol 344.55
    1,4-dioxane 551.52
    methyl acetate 340.6
    THF 562.97
    2-butanone 404.54
    n-pentanol 328.72
    sec-butanol 451.12
    n-hexane 23.15
    ethylene glycol 341.27
    NMP 624.92
    cyclohexane 34.42
    DMSO 1020.25
    n-butyl acetate 218.6
    n-octanol 167.14
    chloroform 332.98
    n-propyl acetate 196.59
    acetic acid 690.87
    dichloromethane 569.83
    cyclohexanone 356.67
    propylene glycol 260.18
    isopropyl acetate 130.32
    DMAc 720.89
    2-ethoxyethanol 616.02
    isopentanol 328.02
    n-heptane 28.92
    ethyl formate 325.72
    1,2-dichloroethane 336.34
    n-hexanol 228.18
    2-methoxyethanol 856.11
    isobutyl acetate 106.62
    tetrachloromethane 50.46
    n-pentyl acetate 138.77
    transcutol 732.92
    n-heptanol 140.85
    ethylbenzene 69.57
    MIBK 152.2
    2-propoxyethanol 382.61
    tert-butanol 637.75
    MTBE 317.43
    2-butoxyethanol 256.0
    propionic acid 364.02
    o-xylene 82.61
    formic acid 549.57
    diethyl ether 260.66
    m-xylene 63.73
    p-xylene 95.35
    chlorobenzene 110.15
    dimethyl carbonate 109.33
    n-octane 16.58
    formamide 612.47
    cyclopentanone 448.53
    2-pentanone 267.71
    anisole 188.95
    cyclopentyl methyl ether 209.26
    gamma-butyrolactone 513.69
    1-methoxy-2-propanol 489.32
    pyridine 269.85
    3-pentanone 189.45
    furfural 490.77
    n-dodecane 15.52
    diethylene glycol 369.73
    diisopropyl ether 68.71
    tert-amyl alcohol 515.39
    acetylacetone 258.64
    n-hexadecane 16.64
    acetophenone 207.43
    methyl propionate 214.37
    isopentyl acetate 187.86
    trichloroethylene 455.92
    n-nonanol 136.33
    cyclohexanol 248.5
    benzyl alcohol 208.02
    2-ethylhexanol 147.89
    isooctanol 114.45
    dipropyl ether 148.1
    1,2-dichlorobenzene 120.29
    ethyl lactate 135.99
    propylene carbonate 271.46
    n-methylformamide 552.36
    2-pentanol 262.16
    n-pentane 33.25
    1-propoxy-2-propanol 265.19
    1-methoxy-2-propyl acetate 175.06
    2-(2-methoxypropoxy) propanol 241.42
    mesitylene 48.35
    ε-caprolactone 314.17
    p-cymene 64.76
    epichlorohydrin 533.64
    1,1,1-trichloroethane 164.95
    2-aminoethanol 432.28
    morpholine-4-carbaldehyde 621.83
    sulfolane 626.2
    2,2,4-trimethylpentane 24.32
    2-methyltetrahydrofuran 428.55
    n-hexyl acetate 201.19
    isooctane 15.26
    2-(2-butoxyethoxy)ethanol 306.3
    sec-butyl acetate 108.57
    tert-butyl acetate 160.37
    decalin 22.84
    glycerin 353.9
    diglyme 535.63
    acrylic acid 348.78
    isopropyl myristate 83.96
    n-butyric acid 370.89
    acetyl acetate 132.37
    di(2-ethylhexyl) phthalate 99.53
    ethyl propionate 146.99
    nitromethane 929.21
    1,2-diethoxyethane 260.43
    benzonitrile 201.91
    trioctyl phosphate 84.12
    1-bromopropane 172.93
    gamma-valerolactone 548.4
    n-decanol 107.38
    triethyl phosphate 87.05
    4-methyl-2-pentanol 131.85
    propionitrile 295.71
    vinylene carbonate 269.19
    1,1,2-trichlorotrifluoroethane 394.22
    DMS 129.64
    cumene 62.0
    2-octanol 105.87
    2-hexanone 218.84
    octyl acetate 120.74
    limonene 92.2
    1,2-dimethoxyethane 744.73
    ethyl orthosilicate 83.92
    tributyl phosphate 95.89
    diacetone alcohol 254.33
    N,N-dimethylaniline 161.67
    acrylonitrile 381.95
    aniline 139.27
    1,3-propanediol 525.54
    bromobenzene 92.95
    dibromomethane 318.65
    1,1,2,2-tetrachloroethane 344.78
    2-methyl-cyclohexyl acetate 140.97
    tetrabutyl urea 134.57
    diisobutyl methanol 92.18
    2-phenylethanol 153.95
    styrene 81.5
    dioctyl adipate 138.8
    dimethyl sulfate 180.02
    ethyl butyrate 175.66
    methyl lactate 154.69
    butyl lactate 136.78
    diethyl carbonate 117.5
    propanediol butyl ether 251.96
    triethyl orthoformate 117.34
    p-tert-butyltoluene 61.54
    methyl 4-tert-butylbenzoate 185.2
    morpholine 582.27
    tert-butylamine 350.23
    n-dodecanol 86.06
    dimethoxymethane 439.67
    ethylene carbonate 209.81
    cyrene 233.39
    2-ethoxyethyl acetate 181.96
    2-ethylhexyl acetate 135.25
    1,2,4-trichlorobenzene 152.42
    4-methylpyridine 258.24
    dibutyl ether 135.63
    2,6-dimethyl-4-heptanol 92.18
    DEF 376.78
    dimethyl isosorbide 300.56
    tetrachloroethylene 239.46
    eugenol 195.16
    triacetin 193.38
    span 80 191.38
    1,4-butanediol 304.82
    1,1-dichloroethane 248.2
    2-methyl-1-pentanol 278.03
    methyl formate 449.05
    2-methyl-1-butanol 323.89
    n-decane 23.02
    butyronitrile 303.24
    3,7-dimethyl-1-octanol 152.15
    1-chlorooctane 79.4
    1-chlorotetradecane 36.84
    n-nonane 22.71
    undecane 18.15
    tert-butylcyclohexane 23.45
    cyclooctane 14.77
    cyclopentanol 323.9
    tetrahydropyran 351.77
    tert-amyl methyl ether 263.59
    2,5,8-trioxanonane 384.93
    1-hexene 83.26
    2-isopropoxyethanol 363.76
    2,2,2-trifluoroethanol 251.5
    methyl butyrate 248.81

    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