4-Isopropylanisole

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  • Identifiers

    CAS number
    27476-56-8

    Molecular formula
    C10H14O

    SMILES
    CC(C)C1=CC=C(C=C1)OC

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Herbal 77.35%
    Spicy 75.37%
    Phenolic 55.1%
    Woody 53.67%
    Green 50.21%
    Earthy 50.12%
    Medicinal 37.97%
    Leathery 35.55%
    Fresh 33.67%
    Sweet 33.2%

    Scent© AI

  • Properties

    XLogP3-AA
    3.4

    pKa est.
    7.69 (neutral)

    Molecular weight
    150.22 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Moderate

    Boiling point est.
    210°C

    Flash point est.
    78.9 ˚C

  • Synonyms

    • 4-Isopropylanisole
    • 4132-48-3
    • 1-Isopropyl-4-methoxybenzene
    • 4-Methoxycumene
    • p-Isopropylanisole
    • Anisole, p-isopropyl-
    • 1-methoxy-4-propan-2-ylbenzene
    • p-Methoxycumene
    • p-Methoxyisopropylbenzene
    • Benzene, 1-methoxy-4-(1-methylethyl)-
    • 4ZHK779KMX
    • 1-methoxy-4-(1-methylethyl)benzene
    • EINECS 223-952-0
    • MFCD00015033
    • ANISOLE, 4-ISOPROPYL-
    • 4-METHOXYISOPROPYLBENZENE
    • DTXSID60194292
    • 1-methoxy-4-(propan-2-yl)benzene
    • 2-(4-Methoxyphenyl)propane
    • 4-Isopropylanisole, 95%
    • 4-Isopropylanisole, 97%
    • UNII-4ZHK779KMX
    • 2-(p-Methoxyphenyl)propane
    • PARA-ISOPROPYLANISOLE
    • SCHEMBL84040
    • 4-isopropyl-1-methoxybenzene
    • 1-isopropyl-4-methoxy benzene
    • 1-Isopropyl-4-methoxybenzene #
    • SCHEMBL12015215
    • DTXCID70116783
    • 4-(1-methylethyl)-1-methoxybenzene
    • AKOS008952505
    • PS-5749
    • CS-0154278
    • I0588
    • NS00030965
    • EN300-188707
    • Q63409179
    • InChI=1/C10H14O/c1-8(2)9-4-6-10(11-3)7-5-9/h4-8H,1-3H
    • 223-952-0

  • Applications

    4-Isopropylanisole (p-isopropylanisole; CAS 27476-56-8) is used mainly as a fragrance ingredient and as a versatile intermediate: it has a warm, sweet anisic odour with woody and spicy nuances and is blended into amber, oriental and fougère accords for fine fragrance, personal care, detergents and air care; in synthesis, the methoxy-activated ring makes it a convenient starting point for Friedel–Crafts acylation/alkylation, formylation, selective halogenation followed by cross-coupling, demethylation to 4-isopropylphenol, and for building pharmaceutical and agrochemical scaffolds; at research scale it is also employed as a low-polarity, high-boiling aromatic medium and as a model substrate to study electrophilic aromatic substitution and catalytic C–O bond activation.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 1540.16
    methanol 1121.74
    isopropanol 855.87
    water 1.09
    ethyl acetate 3589.87
    n-propanol 1275.55
    acetone 2482.11
    n-butanol 1238.07
    acetonitrile 2194.57
    DMF 1410.26
    toluene 1117.1
    isobutanol 803.42
    1,4-dioxane 5652.2
    methyl acetate 2153.86
    THF 3996.68
    2-butanone 1901.77
    n-pentanol 601.77
    sec-butanol 757.04
    n-hexane 213.72
    ethylene glycol 251.17
    NMP 1058.84
    cyclohexane 573.88
    DMSO 1325.76
    n-butyl acetate 1439.94
    n-octanol 180.47
    chloroform 5296.71
    n-propyl acetate 984.41
    acetic acid 1339.57
    dichloromethane 5681.48
    cyclohexanone 2348.78
    propylene glycol 255.08
    isopropyl acetate 1362.54
    DMAc 985.52
    2-ethoxyethanol 1101.81
    isopentanol 971.59
    n-heptane 119.28
    ethyl formate 1277.17
    1,2-dichloroethane 4272.56
    n-hexanol 816.7
    2-methoxyethanol 2201.47
    isobutyl acetate 524.28
    tetrachloromethane 893.12
    n-pentyl acetate 426.86
    transcutol 3662.41
    n-heptanol 208.92
    ethylbenzene 350.07
    MIBK 709.86
    2-propoxyethanol 1491.93
    tert-butanol 1201.53
    MTBE 1992.81
    2-butoxyethanol 512.55
    propionic acid 909.95
    o-xylene 403.81
    formic acid 394.4
    diethyl ether 4004.52
    m-xylene 479.76
    p-xylene 409.21
    chlorobenzene 1533.62
    dimethyl carbonate 637.81
    n-octane 32.74
    formamide 845.61
    cyclopentanone 2107.47
    2-pentanone 1705.45
    anisole 990.76
    cyclopentyl methyl ether 1904.52
    gamma-butyrolactone 2288.36
    1-methoxy-2-propanol 1125.15
    pyridine 2984.07
    3-pentanone 1442.34
    furfural 1861.8
    n-dodecane 23.44
    diethylene glycol 945.66
    diisopropyl ether 641.46
    tert-amyl alcohol 849.18
    acetylacetone 1655.5
    n-hexadecane 28.3
    acetophenone 578.64
    methyl propionate 1795.49
    isopentyl acetate 1024.96
    trichloroethylene 6200.96
    n-nonanol 176.31
    cyclohexanol 1086.94
    benzyl alcohol 546.71
    2-ethylhexanol 419.48
    isooctanol 167.89
    dipropyl ether 984.28
    1,2-dichlorobenzene 1165.38
    ethyl lactate 262.37
    propylene carbonate 1211.86
    n-methylformamide 884.7
    2-pentanol 682.89
    n-pentane 237.59
    1-propoxy-2-propanol 810.41
    1-methoxy-2-propyl acetate 1257.22
    2-(2-methoxypropoxy) propanol 494.73
    mesitylene 286.7
    ε-caprolactone 1879.85
    p-cymene 194.74
    epichlorohydrin 3868.75
    1,1,1-trichloroethane 3257.58
    2-aminoethanol 507.6
    morpholine-4-carbaldehyde 1996.31
    sulfolane 1722.7
    2,2,4-trimethylpentane 89.9
    2-methyltetrahydrofuran 3229.79
    n-hexyl acetate 587.19
    isooctane 70.99
    2-(2-butoxyethoxy)ethanol 760.83
    sec-butyl acetate 628.85
    tert-butyl acetate 1250.92
    decalin 141.7
    glycerin 360.99
    diglyme 1807.16
    acrylic acid 737.93
    isopropyl myristate 226.14
    n-butyric acid 1602.37
    acetyl acetate 1638.21
    di(2-ethylhexyl) phthalate 197.35
    ethyl propionate 965.2
    nitromethane 2580.79
    1,2-diethoxyethane 1806.52
    benzonitrile 769.41
    trioctyl phosphate 128.27
    1-bromopropane 2063.98
    gamma-valerolactone 2874.43
    n-decanol 128.78
    triethyl phosphate 331.37
    4-methyl-2-pentanol 330.76
    propionitrile 1398.5
    vinylene carbonate 1205.95
    1,1,2-trichlorotrifluoroethane 1589.33
    DMS 704.32
    cumene 194.98
    2-octanol 119.04
    2-hexanone 751.73
    octyl acetate 262.93
    limonene 332.69
    1,2-dimethoxyethane 2150.21
    ethyl orthosilicate 357.26
    tributyl phosphate 205.73
    diacetone alcohol 833.93
    N,N-dimethylaniline 399.92
    acrylonitrile 1353.82
    aniline 1115.55
    1,3-propanediol 960.36
    bromobenzene 1727.89
    dibromomethane 3430.92
    1,1,2,2-tetrachloroethane 4337.91
    2-methyl-cyclohexyl acetate 516.22
    tetrabutyl urea 216.1
    diisobutyl methanol 228.7
    2-phenylethanol 620.99
    styrene 553.91
    dioctyl adipate 351.88
    dimethyl sulfate 689.94
    ethyl butyrate 903.43
    methyl lactate 386.36
    butyl lactate 256.1
    diethyl carbonate 593.95
    propanediol butyl ether 312.45
    triethyl orthoformate 599.11
    p-tert-butyltoluene 203.25
    methyl 4-tert-butylbenzoate 384.44
    morpholine 5139.94
    tert-butylamine 872.52
    n-dodecanol 100.51
    dimethoxymethane 1913.81
    ethylene carbonate 1157.36
    cyrene 391.62
    2-ethoxyethyl acetate 892.4
    2-ethylhexyl acetate 827.0
    1,2,4-trichlorobenzene 1329.25
    4-methylpyridine 2171.44
    dibutyl ether 497.47
    2,6-dimethyl-4-heptanol 228.7
    DEF 1584.86
    dimethyl isosorbide 998.61
    tetrachloroethylene 2942.88
    eugenol 360.45
    triacetin 557.29
    span 80 389.52
    1,4-butanediol 232.01
    1,1-dichloroethane 3289.86
    2-methyl-1-pentanol 548.7
    methyl formate 767.58
    2-methyl-1-butanol 847.16
    n-decane 41.51
    butyronitrile 1483.73
    3,7-dimethyl-1-octanol 219.79
    1-chlorooctane 200.38
    1-chlorotetradecane 79.07
    n-nonane 40.22
    undecane 29.75
    tert-butylcyclohexane 117.64
    cyclooctane 150.91
    cyclopentanol 827.74
    tetrahydropyran 4623.54
    tert-amyl methyl ether 1061.09
    2,5,8-trioxanonane 1027.63
    1-hexene 585.22
    2-isopropoxyethanol 671.91
    2,2,2-trifluoroethanol 438.02
    methyl butyrate 1072.57

    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
Orange leaf, sweet (North Africa) 1 Citrus sinensis (L.) Osbeck, cultivar Portuguese, fam. Rutaceae 0.1%
Orange leaf, sweet (North Africa) 4 Citrus sinensis (L.) Osbeck, cultivar Washington navel, fam. Rutaceae 0.32%
Cypress (Algeria) 8013-86-3 Cupressus sempervirens L. (C. fastigiata DC), fam. Cupressaceae 0.01%