p-Methylphenylpropylene oxide

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  • Identifiers

    CAS number
    18458-01-0

    Molecular formula
    C10H12O

    SMILES
    CC1=CC=C(C=C1)CC2CO2

  • Odor profile

    Floral 80.69%
    Green 71.16%
    Fruity 54.86%
    Rose 54.31%
    Sweet 42.48%
    Fresh 39.49%
    Hyacinth 39.44%
    Earthy 37.57%
    Honey 37.43%
    Woody 31.85%

    Scent© AI

  • Properties

    XLogP3-AA
    2.2

    Molecular weight
    148.2 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Moderate

    Boiling point est.
    228°C

    Flash point est.
    84.11 ˚C

  • Synonyms

    • 2-[(4-methylphenyl)methyl]oxirane
    • p-Methylphenylpropylene oxide
    • 18458-01-0
    • 4-Allylmethylbenzene oxide
    • p-(2,3-Epoxypropyl)toluene
    • CCRIS 1136
    • Toluene, p-(2,3-epoxypropyl)-
    • Oxirane, ((4-methylphenyl)methyl)-
    • BRN 1237533
    • SCHEMBL1445116
    • DTXSID00939846
    • AKOS026730882
    • EN300-698555

  • Applications

    p-Methylphenylpropylene oxide (CAS 18458-01-0) is a versatile aryl epoxide used as a synthetic intermediate in organic chemistry: its oxirane ring undergoes chemo-, regio-, and enantioselective opening with amines, alcohols, thiols, acids, or hydrides to give beta-aryl alcohols, beta-amino alcohols, ethers, thioethers, and 1,2-diols, enabling access to pharmaceutical, agrochemical, and aroma scaffolds; it serves as a model substrate/standard in asymmetric catalysis and biocatalysis (kinetic resolution with epoxide hydrolases, directed ring-opening), and as a functional precursor for polymer modification, coatings, and adhesives via epoxide ring-opening or surface grafting; the para-methyl group tunes reactivity and regioselectivity and offers a benzylic handle for further transformations (oxidation, halogenation, coupling), making the compound valuable for reaction discovery, analytical assays, and the synthesis of materials, fragrances, and performance additives.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 424.52
    methanol 357.52
    isopropanol 261.98
    water 0.38
    ethyl acetate 605.4
    n-propanol 372.88
    acetone 702.83
    n-butanol 269.46
    acetonitrile 568.93
    DMF 419.98
    toluene 238.95
    isobutanol 189.82
    1,4-dioxane 1067.45
    methyl acetate 627.25
    THF 819.67
    2-butanone 641.35
    n-pentanol 195.96
    sec-butanol 232.04
    n-hexane 35.67
    ethylene glycol 163.83
    NMP 248.55
    cyclohexane 40.55
    DMSO 674.42
    n-butyl acetate 267.95
    n-octanol 64.7
    chloroform 1183.27
    n-propyl acetate 270.91
    acetic acid 336.96
    dichloromethane 1015.86
    cyclohexanone 435.76
    propylene glycol 221.98
    isopropyl acetate 262.2
    DMAc 343.86
    2-ethoxyethanol 487.82
    isopentanol 214.38
    n-heptane 20.46
    ethyl formate 216.1
    1,2-dichloroethane 800.52
    n-hexanol 199.37
    2-methoxyethanol 640.21
    isobutyl acetate 166.9
    tetrachloromethane 138.44
    n-pentyl acetate 107.41
    transcutol 1584.18
    n-heptanol 70.46
    ethylbenzene 117.21
    MIBK 228.44
    2-propoxyethanol 439.15
    tert-butanol 325.8
    MTBE 408.19
    2-butoxyethanol 179.57
    propionic acid 308.76
    o-xylene 115.6
    formic acid 131.92
    diethyl ether 646.51
    m-xylene 131.74
    p-xylene 118.75
    chlorobenzene 273.43
    dimethyl carbonate 179.92
    n-octane 6.43
    formamide 219.01
    cyclopentanone 517.71
    2-pentanone 407.44
    anisole 322.59
    cyclopentyl methyl ether 353.48
    gamma-butyrolactone 517.28
    1-methoxy-2-propanol 443.27
    pyridine 668.48
    3-pentanone 371.8
    furfural 462.93
    n-dodecane 5.44
    diethylene glycol 384.05
    diisopropyl ether 131.86
    tert-amyl alcohol 242.77
    acetylacetone 420.61
    n-hexadecane 6.44
    acetophenone 219.2
    methyl propionate 448.22
    isopentyl acetate 219.99
    trichloroethylene 1283.39
    n-nonanol 59.4
    cyclohexanol 173.63
    benzyl alcohol 200.08
    2-ethylhexanol 112.46
    isooctanol 62.32
    dipropyl ether 193.34
    1,2-dichlorobenzene 217.54
    ethyl lactate 123.05
    propylene carbonate 228.1
    n-methylformamide 273.17
    2-pentanol 186.83
    n-pentane 29.96
    1-propoxy-2-propanol 269.74
    1-methoxy-2-propyl acetate 322.07
    2-(2-methoxypropoxy) propanol 218.05
    mesitylene 79.92
    ε-caprolactone 352.08
    p-cymene 61.84
    epichlorohydrin 907.13
    1,1,1-trichloroethane 542.61
    2-aminoethanol 267.02
    morpholine-4-carbaldehyde 431.92
    sulfolane 467.92
    2,2,4-trimethylpentane 20.07
    2-methyltetrahydrofuran 565.58
    n-hexyl acetate 154.5
    isooctane 18.55
    2-(2-butoxyethoxy)ethanol 320.45
    sec-butyl acetate 183.46
    tert-butyl acetate 267.78
    decalin 27.8
    glycerin 263.73
    diglyme 637.64
    acrylic acid 261.72
    isopropyl myristate 65.79
    n-butyric acid 302.14
    acetyl acetate 279.51
    di(2-ethylhexyl) phthalate 66.62
    ethyl propionate 248.16
    nitromethane 693.6
    1,2-diethoxyethane 424.83
    benzonitrile 220.65
    trioctyl phosphate 42.4
    1-bromopropane 390.31
    gamma-valerolactone 662.45
    n-decanol 44.36
    triethyl phosphate 93.77
    4-methyl-2-pentanol 124.28
    propionitrile 390.86
    vinylene carbonate 225.43
    1,1,2-trichlorotrifluoroethane 538.5
    DMS 218.04
    cumene 75.7
    2-octanol 42.8
    2-hexanone 271.15
    octyl acetate 77.18
    limonene 82.12
    1,2-dimethoxyethane 600.16
    ethyl orthosilicate 91.03
    tributyl phosphate 61.67
    diacetone alcohol 282.48
    N,N-dimethylaniline 150.74
    acrylonitrile 433.65
    aniline 276.96
    1,3-propanediol 305.41
    bromobenzene 293.98
    dibromomethane 666.66
    1,1,2,2-tetrachloroethane 893.84
    2-methyl-cyclohexyl acetate 141.03
    tetrabutyl urea 68.38
    diisobutyl methanol 80.08
    2-phenylethanol 188.27
    styrene 158.85
    dioctyl adipate 100.48
    dimethyl sulfate 220.65
    ethyl butyrate 186.32
    methyl lactate 176.35
    butyl lactate 104.49
    diethyl carbonate 139.59
    propanediol butyl ether 176.0
    triethyl orthoformate 139.93
    p-tert-butyltoluene 63.25
    methyl 4-tert-butylbenzoate 142.17
    morpholine 986.77
    tert-butylamine 198.14
    n-dodecanol 34.98
    dimethoxymethane 454.57
    ethylene carbonate 203.46
    cyrene 168.5
    2-ethoxyethyl acetate 251.33
    2-ethylhexyl acetate 175.6
    1,2,4-trichlorobenzene 285.34
    4-methylpyridine 412.56
    dibutyl ether 122.34
    2,6-dimethyl-4-heptanol 80.08
    DEF 307.86
    dimethyl isosorbide 290.06
    tetrachloroethylene 510.42
    eugenol 143.08
    triacetin 202.4
    span 80 145.88
    1,4-butanediol 137.09
    1,1-dichloroethane 665.37
    2-methyl-1-pentanol 174.04
    methyl formate 205.53
    2-methyl-1-butanol 187.83
    n-decane 8.92
    butyronitrile 291.25
    3,7-dimethyl-1-octanol 90.58
    1-chlorooctane 50.99
    1-chlorotetradecane 20.97
    n-nonane 8.32
    undecane 6.72
    tert-butylcyclohexane 29.95
    cyclooctane 15.55
    cyclopentanol 173.2
    tetrahydropyran 703.25
    tert-amyl methyl ether 249.72
    2,5,8-trioxanonane 365.98
    1-hexene 146.05
    2-isopropoxyethanol 315.25
    2,2,2-trifluoroethanol 116.29
    methyl butyrate 262.79

    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

Botanical

Name CAS Botanical Proportion
Wormwood (Mugwort) 1 8008-93-3 Artemisia absinthium L., fam. Asteraceae (Compositae) 2.2%
Wormwood (Mugwort), headspace 8008-93-3 Artemisia absinthium L., fam. Asteraceae (Compositae) 0.7%