Methyl 3-methyl-3-phenyloxirane-2-carboxylate

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  • Identifiers

    CAS number
    5441-04-3

    Molecular formula
    C11H12O3

    SMILES
    CC1(C(O1)C(=O)OC)C2=CC=CC=C2

    Safety labels

    Irritant
    Irritant

    Health Hazard
    Health

  • Odor profile

    Fragrance
    Fruity 95.89%
    Sweet 78.12%
    Floral 63.83%
    Berry 60.26%
    Strawberry 42.54%
    Honey 42.02%
    Tropical 36.92%
    Cherry 34.84%
    Powdery 32.52%
    Plum 32.34%

     

    Flavor
    Fruity 66.88%
    Bitter 56.18%
    Floral 45.76%
    Sweet 40.64%
    Green 27.87%
    Herbal 27.8%
    Tropical 26.38%
    Grape 25.97%
    Musty 24.85%
    Fruit 24.26%

     

    Odor impact est.
    Medium

  • Properties

    XLogP3-AA
    1.5

    pKa est.
    5.88 (weak acid)

    Molecular weight
    192.21 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Slow

    Boiling point est.
    264°C

    Flash point

    • 116.59 ˚C est.

  • Synonyms

    • methyl 3-methyl-3-phenyloxirane-2-carboxylate
    • 5441-04-3
    • CHEMBL295309
    • DTXSID40281154
    • 3-Methyl-3-phenyl-2-oxiranecarboxylic Acid Methyl Ester
    • a,ss-Epoxy-ss-methyl-hydrocinnamic Acid Methyl Ester; 3-Methyl-3-phenyl-oxiranecarboxylic Acid Methyl Ester
    • NSC20563
    • SCHEMBL8115242
    • DTXCID40232308
    • AGZSSAGYWIIPFE-UHFFFAOYSA-N
    • methyl 3-phenyl-2,3-epoxybutyrate
    • BDBM50114881
    • NSC-20563
    • AKOS015258353
    • DS-011440
    • CS-0291805
    • EN300-699657
    • METHYL 3-METHYL-3-PHENYL-OXIRANE-2-CARBOXYLATE
    • 3-Methyl-3-phenyl-oxirane-2-carboxylic acid methyl ester

  • Applications

    Methyl 3-methyl-3-phenyloxirane-2-carboxylate (CAS 5441-04-3) is a reactive glycidyl ester used as a versatile intermediate in epoxy resin technology. It serves as a building block for epoxy resin formulations in coatings, adhesives, and plastics; it is also a useful precursor for fine chemicals and chiral pharmaceutical intermediates. In electronics and advanced materials, glycidyl derivatives derived from this compound feed epoxy-based resists and specialty resins. The epoxide function enables controlled ring-opening to form crosslinked networks in polymer systems.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 177.67
    methanol 257.38
    isopropanol 125.44
    water 0.84
    ethyl acetate 186.44
    n-propanol 136.39
    acetone 264.72
    n-butanol 99.04
    acetonitrile 235.65
    DMF 328.07
    toluene 69.9
    isobutanol 87.81
    1,4-dioxane 394.55
    methyl acetate 240.07
    THF 335.15
    2-butanone 205.81
    n-pentanol 73.99
    sec-butanol 104.27
    n-hexane 2.49
    ethylene glycol 114.64
    NMP 153.5
    cyclohexane 8.17
    DMSO 287.56
    n-butyl acetate 79.87
    n-octanol 28.6
    chloroform 521.75
    n-propyl acetate 109.93
    acetic acid 188.2
    dichloromethane 537.28
    cyclohexanone 204.26
    propylene glycol 74.16
    isopropyl acetate 107.6
    DMAc 223.91
    2-ethoxyethanol 222.78
    isopentanol 88.89
    n-heptane 2.99
    ethyl formate 122.7
    1,2-dichloroethane 341.44
    n-hexanol 69.05
    2-methoxyethanol 396.88
    isobutyl acetate 73.63
    tetrachloromethane 38.32
    n-pentyl acetate 46.75
    transcutol 327.96
    n-heptanol 33.57
    ethylbenzene 45.07
    MIBK 100.67
    2-propoxyethanol 159.74
    tert-butanol 166.11
    MTBE 117.73
    2-butoxyethanol 85.2
    propionic acid 121.5
    o-xylene 46.17
    formic acid 148.34
    diethyl ether 137.98
    m-xylene 46.75
    p-xylene 56.53
    chlorobenzene 117.6
    dimethyl carbonate 106.89
    n-octane 1.9
    formamide 316.51
    cyclopentanone 248.92
    2-pentanone 144.16
    anisole 130.32
    cyclopentyl methyl ether 108.93
    gamma-butyrolactone 280.59
    1-methoxy-2-propanol 218.8
    pyridine 237.31
    3-pentanone 115.38
    furfural 264.69
    n-dodecane 2.56
    diethylene glycol 203.93
    diisopropyl ether 33.44
    tert-amyl alcohol 118.3
    acetylacetone 201.0
    n-hexadecane 2.96
    acetophenone 112.7
    methyl propionate 155.78
    isopentyl acetate 79.41
    trichloroethylene 545.76
    n-nonanol 28.34
    cyclohexanol 83.46
    benzyl alcohol 102.26
    2-ethylhexanol 40.26
    isooctanol 30.78
    dipropyl ether 39.02
    1,2-dichlorobenzene 109.38
    ethyl lactate 64.65
    propylene carbonate 136.72
    n-methylformamide 209.76
    2-pentanol 67.79
    n-pentane 2.85
    1-propoxy-2-propanol 89.0
    1-methoxy-2-propyl acetate 105.75
    2-(2-methoxypropoxy) propanol 88.4
    mesitylene 27.86
    ε-caprolactone 163.61
    p-cymene 25.45
    epichlorohydrin 430.61
    1,1,1-trichloroethane 188.4
    2-aminoethanol 143.04
    morpholine-4-carbaldehyde 237.63
    sulfolane 240.97
    2,2,4-trimethylpentane 4.11
    2-methyltetrahydrofuran 190.92
    n-hexyl acetate 64.75
    isooctane 3.39
    2-(2-butoxyethoxy)ethanol 113.6
    sec-butyl acetate 77.81
    tert-butyl acetate 114.87
    decalin 6.56
    glycerin 137.76
    diglyme 224.52
    acrylic acid 120.83
    isopropyl myristate 29.57
    n-butyric acid 133.93
    acetyl acetate 118.28
    di(2-ethylhexyl) phthalate 34.36
    ethyl propionate 100.87
    nitromethane 396.1
    1,2-diethoxyethane 92.07
    benzonitrile 114.14
    trioctyl phosphate 22.52
    1-bromopropane 106.75
    gamma-valerolactone 296.46
    n-decanol 22.19
    triethyl phosphate 43.42
    4-methyl-2-pentanol 46.31
    propionitrile 161.48
    vinylene carbonate 156.07
    1,1,2-trichlorotrifluoroethane 246.22
    DMS 98.01
    cumene 30.62
    2-octanol 21.79
    2-hexanone 98.15
    octyl acetate 35.47
    limonene 31.52
    1,2-dimethoxyethane 297.13
    ethyl orthosilicate 39.9
    tributyl phosphate 27.05
    diacetone alcohol 141.2
    N,N-dimethylaniline 69.42
    acrylonitrile 214.39
    aniline 105.11
    1,3-propanediol 185.64
    bromobenzene 120.33
    dibromomethane 292.34
    1,1,2,2-tetrachloroethane 365.91
    2-methyl-cyclohexyl acetate 63.35
    tetrabutyl urea 35.73
    diisobutyl methanol 27.82
    2-phenylethanol 86.89
    styrene 58.8
    dioctyl adipate 45.81
    dimethyl sulfate 141.87
    ethyl butyrate 67.17
    methyl lactate 90.21
    butyl lactate 41.8
    diethyl carbonate 58.41
    propanediol butyl ether 66.38
    triethyl orthoformate 50.41
    p-tert-butyltoluene 24.38
    methyl 4-tert-butylbenzoate 79.64
    morpholine 352.96
    tert-butylamine 73.62
    n-dodecanol 17.6
    dimethoxymethane 265.23
    ethylene carbonate 124.27
    cyrene 102.98
    2-ethoxyethyl acetate 90.45
    2-ethylhexyl acetate 61.27
    1,2,4-trichlorobenzene 126.47
    4-methylpyridine 169.88
    dibutyl ether 31.86
    2,6-dimethyl-4-heptanol 27.82
    DEF 134.19
    dimethyl isosorbide 135.04
    tetrachloroethylene 232.86
    eugenol 81.7
    triacetin 82.85
    span 80 55.68
    1,4-butanediol 69.86
    1,1-dichloroethane 237.19
    2-methyl-1-pentanol 69.78
    methyl formate 183.23
    2-methyl-1-butanol 75.85
    n-decane 3.56
    butyronitrile 116.62
    3,7-dimethyl-1-octanol 35.62
    1-chlorooctane 19.96
    1-chlorotetradecane 9.82
    n-nonane 2.74
    undecane 2.96
    tert-butylcyclohexane 6.07
    cyclooctane 2.71
    cyclopentanol 95.44
    tetrahydropyran 214.17
    tert-amyl methyl ether 81.0
    2,5,8-trioxanonane 154.24
    1-hexene 18.03
    2-isopropoxyethanol 142.05
    2,2,2-trifluoroethanol 95.05
    methyl butyrate 121.83

    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