Methyl 3,3-dimethyloxirane-2-carboxylate

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  • Identifiers

    CAS number
    5584-70-3

    Molecular formula
    C6H10O3

    SMILES
    CC1(C(O1)C(=O)OC)C

    Safety labels

    Flammable
    Flammable

    Irritant
    Irritant

    Health Hazard
    Health

  • Odor profile

    Fragrance
    Fruity 90.32%
    Caramellic 42.02%
    Sweet 39.23%
    Berry 38.16%
    Tropical 36.57%
    Buttery 32.77%
    Nutty 29.6%
    Strawberry 29.19%
    Ethereal 28.67%
    Pineapple 26.1%

     

    Flavor
    Fruity 79.65%
    Bitter 41.8%
    Sweet 39.24%
    Tropical 34.42%
    Fruit 28.47%
    Berry 28.18%
    Green 28.07%
    Citrus 27.19%
    Grape 24.49%
    Herbal 23.85%

     

    Odor impact est.
    Medium

  • Properties

    XLogP3-AA
    0.4

    pKa est.
    5.57 (weak acid)

    Molecular weight
    130.14 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Very fast

    Boiling point est.
    155°C

    Flash point

    • 62.96 ˚C est.

  • Synonyms

    • 5584-70-3
    • methyl 3,3-dimethyloxirane-2-carboxylate
    • DTXSID00971241
    • RefChem:814639
    • DTXCID001398757
    • 994-977-9
    • Methyl 3,3-dimethylglycidate
    • Oxiranecarboxylic acid, 3,3-dimethyl-, methyl ester (9CI)
    • SCHEMBL903246
    • Oxiranecarboxylic acid, 3,3-dimethyl-, methyl ester
    • MFCD00622184
    • AKOS013568794
    • methyl3,3-dimethyloxirane-2-carboxylate
    • SY407813
    • EN300-699546
    • 3,3-Dimethyloxirane-2-carboxylic acid, methyl ester
    • Z1216813947
    • 5584-70-3

  • Applications

    Methyl 3,3-dimethyloxirane-2-carboxylate (CAS 5584-70-3) is a reactive epoxide ester commonly used as an organic synthesis intermediate and as a functional epoxy monomer in polymer and coating applications. It serves as a building block for epoxy-functional monomers and specialty polymers with bulky gem-dimethyl groups, enabling tuning of thermal stability and chemical resistance in polymer systems. In coatings, inks, adhesives, and epoxy resins, it is often employed as a monomer component or reactive diluent to optimize cure performance and film properties. It can also function as a precursor for electronics-related epoxy materials and substrates where epoxy functionality provides adhesion and dielectric characteristics, depending on processing conditions and local regulations. In general organic synthesis and fine chemical production, it may be used as an intermediate to access epoxy-containing compounds or as a starting point for more complex synthetic sequences, with use dependent on safety considerations and regulatory controls.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 291.6
    methanol 526.65
    isopropanol 228.59
    water 46.75
    ethyl acetate 170.49
    n-propanol 205.41
    acetone 311.6
    n-butanol 151.23
    acetonitrile 285.18
    DMF 492.63
    toluene 44.11
    isobutanol 148.11
    1,4-dioxane 270.91
    methyl acetate 239.16
    THF 334.31
    2-butanone 209.21
    n-pentanol 112.37
    sec-butanol 207.85
    n-hexane 14.73
    ethylene glycol 297.21
    NMP 345.07
    cyclohexane 17.96
    DMSO 335.15
    n-butyl acetate 79.73
    n-octanol 84.03
    chloroform 520.08
    n-propyl acetate 102.5
    acetic acid 562.54
    dichloromethane 393.98
    cyclohexanone 203.34
    propylene glycol 319.23
    isopropyl acetate 105.73
    DMAc 368.66
    2-ethoxyethanol 231.94
    isopentanol 114.71
    n-heptane 11.94
    ethyl formate 154.62
    1,2-dichloroethane 185.31
    n-hexanol 122.2
    2-methoxyethanol 441.26
    isobutyl acetate 68.75
    tetrachloromethane 63.49
    n-pentyl acetate 61.41
    transcutol 271.1
    n-heptanol 68.04
    ethylbenzene 39.81
    MIBK 99.12
    2-propoxyethanol 232.36
    tert-butanol 243.54
    MTBE 141.99
    2-butoxyethanol 125.32
    propionic acid 276.28
    o-xylene 48.82
    formic acid 388.57
    diethyl ether 117.91
    m-xylene 46.13
    p-xylene 57.48
    chlorobenzene 91.55
    dimethyl carbonate 109.68
    n-octane 7.04
    formamide 353.24
    cyclopentanone 276.06
    2-pentanone 151.65
    anisole 104.95
    cyclopentyl methyl ether 131.72
    gamma-butyrolactone 348.72
    1-methoxy-2-propanol 337.87
    pyridine 162.63
    3-pentanone 122.99
    furfural 304.92
    n-dodecane 8.08
    diethylene glycol 295.21
    diisopropyl ether 44.04
    tert-amyl alcohol 216.05
    acetylacetone 203.57
    n-hexadecane 8.43
    acetophenone 115.09
    methyl propionate 172.9
    isopentyl acetate 75.23
    trichloroethylene 417.92
    n-nonanol 71.95
    cyclohexanol 143.63
    benzyl alcohol 109.46
    2-ethylhexanol 68.77
    isooctanol 56.13
    dipropyl ether 56.58
    1,2-dichlorobenzene 100.83
    ethyl lactate 110.65
    propylene carbonate 206.9
    n-methylformamide 312.34
    2-pentanol 124.9
    n-pentane 15.98
    1-propoxy-2-propanol 145.7
    1-methoxy-2-propyl acetate 112.86
    2-(2-methoxypropoxy) propanol 135.11
    mesitylene 33.9
    ε-caprolactone 203.06
    p-cymene 33.57
    epichlorohydrin 307.01
    1,1,1-trichloroethane 204.47
    2-aminoethanol 309.83
    morpholine-4-carbaldehyde 322.18
    sulfolane 371.37
    2,2,4-trimethylpentane 14.0
    2-methyltetrahydrofuran 202.79
    n-hexyl acetate 109.17
    isooctane 10.61
    2-(2-butoxyethoxy)ethanol 156.95
    sec-butyl acetate 73.45
    tert-butyl acetate 120.24
    decalin 14.44
    glycerin 424.76
    diglyme 223.33
    acrylic acid 302.62
    isopropyl myristate 48.45
    n-butyric acid 227.36
    acetyl acetate 135.47
    di(2-ethylhexyl) phthalate 58.01
    ethyl propionate 107.76
    nitromethane 602.29
    1,2-diethoxyethane 77.57
    benzonitrile 119.64
    trioctyl phosphate 46.05
    1-bromopropane 94.19
    gamma-valerolactone 318.09
    n-decanol 56.91
    triethyl phosphate 56.66
    4-methyl-2-pentanol 78.5
    propionitrile 161.78
    vinylene carbonate 207.66
    1,1,2-trichlorotrifluoroethane 365.15
    DMS 110.31
    cumene 36.12
    2-octanol 56.75
    2-hexanone 103.74
    octyl acetate 66.0
    limonene 44.62
    1,2-dimethoxyethane 269.8
    ethyl orthosilicate 49.44
    tributyl phosphate 51.45
    diacetone alcohol 192.1
    N,N-dimethylaniline 80.15
    acrylonitrile 225.7
    aniline 98.24
    1,3-propanediol 275.94
    bromobenzene 80.57
    dibromomethane 228.75
    1,1,2,2-tetrachloroethane 339.74
    2-methyl-cyclohexyl acetate 78.41
    tetrabutyl urea 64.0
    diisobutyl methanol 43.85
    2-phenylethanol 105.8
    styrene 43.18
    dioctyl adipate 69.92
    dimethyl sulfate 187.99
    ethyl butyrate 71.65
    methyl lactate 176.77
    butyl lactate 76.68
    diethyl carbonate 59.61
    propanediol butyl ether 162.25
    triethyl orthoformate 58.37
    p-tert-butyltoluene 35.14
    methyl 4-tert-butylbenzoate 113.32
    morpholine 272.73
    tert-butylamine 136.84
    n-dodecanol 45.42
    dimethoxymethane 242.65
    ethylene carbonate 150.04
    cyrene 164.9
    2-ethoxyethyl acetate 86.1
    2-ethylhexyl acetate 59.23
    1,2,4-trichlorobenzene 133.67
    4-methylpyridine 146.79
    dibutyl ether 50.56
    2,6-dimethyl-4-heptanol 43.85
    DEF 169.72
    dimethyl isosorbide 173.14
    tetrachloroethylene 217.45
    eugenol 115.38
    triacetin 125.4
    span 80 118.59
    1,4-butanediol 150.18
    1,1-dichloroethane 235.6
    2-methyl-1-pentanol 95.65
    methyl formate 273.98
    2-methyl-1-butanol 122.91
    n-decane 11.81
    butyronitrile 137.53
    3,7-dimethyl-1-octanol 75.8
    1-chlorooctane 44.96
    1-chlorotetradecane 21.26
    n-nonane 11.26
    undecane 9.48
    tert-butylcyclohexane 15.71
    cyclooctane 7.67
    cyclopentanol 183.0
    tetrahydropyran 162.49
    tert-amyl methyl ether 114.77
    2,5,8-trioxanonane 175.26
    1-hexene 42.99
    2-isopropoxyethanol 159.72
    2,2,2-trifluoroethanol 261.68
    methyl butyrate 133.54

    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