1-(p-Methoxyphenyl)-2-propanone

Overview IFRA Botanical Request a quote

  • Identifiers

    CAS number
    122-84-9

    Molecular formula
    C10H12O2

    SMILES
    CC(=O)CC1=CC=C(C=C1)OC

    Retention indicies (RI)

    • Carbowax: 2173.0

  • Odor profile

    Fruity 84.16%
    Sweet 81.45%
    Floral 56.0%
    Green 53.32%
    Spicy 48.05%
    Cherry 45.87%
    Anisic 44.03%
    Balsamic 41.62%
    Vanilla 41.29%
    Woody 39.77%

    Scent© AI

  • Properties

    XLogP3-AA
    1.6

    Molecular weight
    164.2 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Very slow

    Melting point expt.

    • 46 °C

    Boiling point

    • 145.00 °C. @ 25.00 mm Hg

    Flash point est.
    107.28 ˚C

    Solubility expt.

    • very slightly
    • insoluble in water; soluble in oils, organic solvents
    • miscible at room temperature (in ethanol)

  • Synonyms

    • 4-Methoxyphenylacetone
    • 122-84-9
    • 2-Propanone, 1-(4-methoxyphenyl)-
    • 1-(4-methoxyphenyl)propan-2-one
    • Anisketone
    • p-Acetonylanisole
    • Anisyl methyl ketone
    • 1-(4-Methoxyphenyl)-2-propanone
    • p-Methoxyphenylacetone
    • Anisic ketone
    • 1-(p-Methoxyphenyl)-2-propanone
    • 4-Methoxybenzyl methyl ketone
    • p-Methoxybenzyl methyl ketone
    • 1-(4-Methoxyphenyl)acetone
    • 1-(p-Anisyl)-2-propanone
    • 4'-Methoxyphenyl-2-propanone
    • p-Anisylactone
    • 2-PROPANONE, 1-(p-METHOXYPHENYL)-
    • P-ANISYLACETONE
    • 2-Propanone, (p-methoxyphenyl)-
    • (p-Methoxyphenyl)-2-propanone
    • FEMA No. 2674
    • NSC 22983
    • para-anisyl methyl ketone
    • EINECS 204-578-7
    • 6XYW3YJJ33
    • MFCD00008773
    • BRN 2044332
    • AI3-37913
    • 1-(p-Methoxyphenyl)-2-propanone (natural)
    • 1-(4-METHOXY-PHENYL)-PROPAN-2-ONE
    • ANISYLMETHYL KETONE
    • NSC-22983
    • NSC-46101
    • DTXSID9059545
    • 4-08-00-00460 (Beilstein Handbook Reference)
    • 1-(P-METHOXYPHENYL)-2-PROPANONE [FHFI]
    • MEBEVERINE HYDROCHLORIDE IMPURITY A [EP IMPURITY]
    • UNII-6XYW3YJJ33
    • MEBEVERINE HYDROCHLORIDE IMPURITY A (EP IMPURITY)
    • Anisylaceton
    • Anisyl ketone
    • Anisylacetone?
    • 4-Acetonylanisole
    • p-methoxy phenylacetone
    • 4-Methoxyphenoxyacetone
    • 4-methoxy phenylacetone
    • 4-methoxyphenyl acetone
    • (p-methoxyphenyl)acetone
    • 4-Methoxy phenyl acetone
    • SCHEMBL48525
    • ghl.PD_Mitscher_leg0.658
    • 4-methoxyphenyl-propan-2-one
    • 1-(4-Methoxyphenyl)acetone #
    • CHEMBL473366
    • DTXCID2033732
    • 4-Methoxyphenylacetone, >=97%
    • FEMA 2674
    • CHEBI:180410
    • 1-(4'-methoxyphenyl)-2-propanone
    • 1-(4-methoxy-phenyl)propan-2-one
    • 1-(4-methoxyphenyl)-propan-2-one
    • NSC22983
    • NSC46101
    • 1-(4Methoxy-phenyl)-propan-2-one
    • BBL027728
    • STL146340
    • AKOS000119418
    • AB00957
    • AC-5625
    • CS-W002045
    • FM25338
    • 3-(4-METHOXYPHENYL)-2-PROPANONE
    • AS-12912
    • PD150881
    • SY001528
    • 1-(p-Methoxyphenyl)-2-propanone, >=97%
    • DB-003502
    • M0675
    • NS00011990
    • Q27265692
    • F0001-0359
    • 204-578-7
    • 915232-26-7

  • Applications

    1-(p-Methoxyphenyl)-2-propanone (aka 1-(4-methoxyphenyl)-2-propanone, p-anisylacetone; CAS 122-84-9) is a versatile fine-chemical intermediate widely used as a building block to access p-methoxyphenyl-bearing scaffolds via standard transformations such as chemoselective reduction to secondary alcohols, reductive amination to higher aromatic amines, Wittig/Horner–Wadsworth–Emmons and Claisen–Schmidt condensations to enones/chalcones that can be elaborated into pyrazolines, isoxazoles, coumarins, and other heterocycles in pharmaceutical, agrochemical, and materials research; it also serves as an analytical reference and model substrate for catalytic studies (transfer hydrogenation, Baeyer–Villiger oxidation, α-halogenation/alkylation) and reaction kinetics of aryl–alkyl ketones, while related p-anisyl aroma motifs inform flavor and fragrance development; in some jurisdictions the compound and certain transformations are regulated due to diversion risk, so procurement and use should comply with applicable chemical-safety and legal requirements.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 781.06
    methanol 917.67
    isopropanol 582.9
    water 11.06
    ethyl acetate 401.47
    n-propanol 480.71
    acetone 670.52
    n-butanol 401.3
    acetonitrile 715.38
    DMF 1023.15
    toluene 177.76
    isobutanol 295.75
    1,4-dioxane 963.45
    methyl acetate 578.94
    THF 555.33
    2-butanone 465.15
    n-pentanol 253.35
    sec-butanol 365.52
    n-hexane 31.02
    ethylene glycol 481.48
    NMP 443.44
    cyclohexane 29.88
    DMSO 1033.93
    n-butyl acetate 133.12
    n-octanol 96.93
    chloroform 1004.61
    n-propyl acetate 140.1
    acetic acid 603.67
    dichloromethane 826.48
    cyclohexanone 329.79
    propylene glycol 539.28
    isopropyl acetate 155.06
    DMAc 953.58
    2-ethoxyethanol 624.67
    isopentanol 273.0
    n-heptane 14.59
    ethyl formate 227.72
    1,2-dichloroethane 468.78
    n-hexanol 204.54
    2-methoxyethanol 1070.45
    isobutyl acetate 86.93
    tetrachloromethane 125.0
    n-pentyl acetate 73.45
    transcutol 1195.38
    n-heptanol 72.46
    ethylbenzene 80.33
    MIBK 139.03
    2-propoxyethanol 427.8
    tert-butanol 657.97
    MTBE 331.09
    2-butoxyethanol 170.44
    propionic acid 448.25
    o-xylene 106.86
    formic acid 410.61
    diethyl ether 389.99
    m-xylene 105.55
    p-xylene 94.98
    chlorobenzene 195.43
    dimethyl carbonate 162.52
    n-octane 6.83
    formamide 498.31
    cyclopentanone 340.03
    2-pentanone 268.37
    anisole 278.89
    cyclopentyl methyl ether 249.06
    gamma-butyrolactone 381.48
    1-methoxy-2-propanol 646.92
    pyridine 419.86
    3-pentanone 236.14
    furfural 463.85
    n-dodecane 7.17
    diethylene glycol 531.44
    diisopropyl ether 68.21
    tert-amyl alcohol 393.4
    acetylacetone 299.85
    n-hexadecane 8.03
    acetophenone 187.95
    methyl propionate 355.47
    isopentyl acetate 116.69
    trichloroethylene 821.31
    n-nonanol 82.31
    cyclohexanol 259.01
    benzyl alcohol 224.19
    2-ethylhexanol 100.94
    isooctanol 55.84
    dipropyl ether 104.82
    1,2-dichlorobenzene 166.51
    ethyl lactate 123.54
    propylene carbonate 199.55
    n-methylformamide 520.86
    2-pentanol 222.5
    n-pentane 22.44
    1-propoxy-2-propanol 246.59
    1-methoxy-2-propyl acetate 195.44
    2-(2-methoxypropoxy) propanol 226.61
    mesitylene 54.09
    ε-caprolactone 286.49
    p-cymene 43.5
    epichlorohydrin 608.89
    1,1,1-trichloroethane 462.4
    2-aminoethanol 580.39
    morpholine-4-carbaldehyde 666.75
    sulfolane 421.69
    2,2,4-trimethylpentane 14.98
    2-methyltetrahydrofuran 403.68
    n-hexyl acetate 140.2
    isooctane 10.43
    2-(2-butoxyethoxy)ethanol 314.69
    sec-butyl acetate 96.81
    tert-butyl acetate 167.46
    decalin 22.59
    glycerin 631.84
    diglyme 517.74
    acrylic acid 390.1
    isopropyl myristate 58.15
    n-butyric acid 344.15
    acetyl acetate 205.65
    di(2-ethylhexyl) phthalate 65.94
    ethyl propionate 153.93
    nitromethane 922.47
    1,2-diethoxyethane 271.76
    benzonitrile 207.29
    trioctyl phosphate 41.29
    1-bromopropane 261.5
    gamma-valerolactone 549.04
    n-decanol 60.78
    triethyl phosphate 73.82
    4-methyl-2-pentanol 102.02
    propionitrile 372.14
    vinylene carbonate 227.08
    1,1,2-trichlorotrifluoroethane 552.98
    DMS 171.45
    cumene 55.32
    2-octanol 51.12
    2-hexanone 161.86
    octyl acetate 74.87
    limonene 61.52
    1,2-dimethoxyethane 661.8
    ethyl orthosilicate 72.61
    tributyl phosphate 58.77
    diacetone alcohol 263.0
    N,N-dimethylaniline 152.68
    acrylonitrile 428.98
    aniline 312.95
    1,3-propanediol 602.76
    bromobenzene 186.85
    dibromomethane 498.65
    1,1,2,2-tetrachloroethane 658.38
    2-methyl-cyclohexyl acetate 98.13
    tetrabutyl urea 75.94
    diisobutyl methanol 56.69
    2-phenylethanol 163.91
    styrene 114.82
    dioctyl adipate 89.9
    dimethyl sulfate 255.53
    ethyl butyrate 105.0
    methyl lactate 226.03
    butyl lactate 87.3
    diethyl carbonate 90.48
    propanediol butyl ether 219.39
    triethyl orthoformate 85.5
    p-tert-butyltoluene 44.96
    methyl 4-tert-butylbenzoate 135.55
    morpholine 1014.28
    tert-butylamine 300.59
    n-dodecanol 47.87
    dimethoxymethane 496.71
    ethylene carbonate 181.26
    cyrene 191.26
    2-ethoxyethyl acetate 151.78
    2-ethylhexyl acetate 90.45
    1,2,4-trichlorobenzene 220.3
    4-methylpyridine 393.19
    dibutyl ether 98.45
    2,6-dimethyl-4-heptanol 56.69
    DEF 341.99
    dimethyl isosorbide 263.5
    tetrachloroethylene 390.33
    eugenol 152.21
    triacetin 179.2
    span 80 151.9
    1,4-butanediol 289.8
    1,1-dichloroethane 543.97
    2-methyl-1-pentanol 189.55
    methyl formate 351.55
    2-methyl-1-butanol 252.92
    n-decane 11.46
    butyronitrile 294.93
    3,7-dimethyl-1-octanol 94.83
    1-chlorooctane 53.96
    1-chlorotetradecane 22.52
    n-nonane 11.06
    undecane 8.72
    tert-butylcyclohexane 23.23
    cyclooctane 10.4
    cyclopentanol 242.64
    tetrahydropyran 523.03
    tert-amyl methyl ether 218.85
    2,5,8-trioxanonane 379.08
    1-hexene 109.2
    2-isopropoxyethanol 325.26
    2,2,2-trifluoroethanol 241.87
    methyl butyrate 183.8

    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
Star anise (China) 1 8007-70-3 Illicium verum Hooker fil., fam. Magnoliaceae (Illiciaceae) 0.2%
Star anise (China, Yunnan) 5 8007-70-3 Illicium verum Hooker fil., fam. Magnoliaceae (Illiciaceae) 1.02%
Star anise (Vietnam) 1 8007-70-3 Illicium verum Hooker fil., fam. Magnoliaceae (Illiciaceae) 0.15%
Anise (Egypt) 8007-70-3 Pimpinella anisum L., fam. Apiaceae (Umbelliferae) 0.78%
Chervil (France) 8000-44-0 Anthriscus cerefolium (L.) Hoffm. (Cerefolium sativum Lam.), fam. Apiaceae 0.1%
Fennel, pepper (Turkey) Foeniculum vulgare Miller, ssp. piperitum, fam. Apiaceae (Umbelliferae) 0.22%
Fennel, sweet (Turkey) 8006-84-6 Foeniculum vulgare Miller, var. dulce DC, fam. Apiaceae (Umbelliferae) 0.5%
Fennel, sweet (Russia) 8006-84-6 Foeniculum vulgare Miller, var. dulce DC, fam. Apiaceae (Umbelliferae) 0.3%
Fennel, bitter, stem (Turkey) 8006-84-6 Foeniculum vulgare Miller, var. vulgare DC, fam. Apiaceae (Umbelliferae) 0.01%
Fennel, bitter, leaf (Turkey) 8006-84-6 Foeniculum vulgare Miller, var. vulgare DC, fam. Apiaceae (Umbelliferae) 0.23%
Fennel, bitter, flower (Turkey) 8006-84-6 Foeniculum vulgare Miller, var. vulgare DC, fam. Apiaceae (Umbelliferae) 0.01%
Fennel, bitter, fruit (Turkey) 8006-84-6 Foeniculum vulgare Miller, var. vulgare DC, fam. Apiaceae (Umbelliferae) 1.12%
Star anise (China, Shangyou) 4 8007-70-3 Illicium verum Hooker fil., fam. Magnoliaceae (Illiciaceae) 0.06%
Achillea biebersteinii (Turkey) 1 Achillea biebersteinii Afan., fam. Asteraceae (Compositae) 0.01%
Ajowan 2 seed Trachyspermum copticum (L.) Link., fam. Apiaceae (Umbelliferae) 0.01%
Fennel, bitter (China) 1 8006-84-6 Foeniculum vulgare Miller, var. vulgare DC, fam. Apiaceae (Umbelliferae) 0.13%
Ravensara anisata (Madagascar) Ravensara anisata Danguy, fam. Lauraceae 0.38%
Anise seed 4 8007-70-3 Pimpinella anisum L., fam. Apiaceae (Umbelliferae) 0.02%
Anise (Turkey) 2 8007-70-3 Pimpinella anisum L., fam. Apiaceae (Umbelliferae) 0.45%
Anise (Colombia) 8007-70-3 Pimpinella anisum L., fam. Apiaceae (Umbelliferae) 0.04%
Illicium griffithii Illicium griffithii Hook. f. et Thoms., fam. Magnoliaceae (Illiciaceae) 11.8%
Tagetes lucida Tagetes lucida Cav. ssp. lucida, fam. Asteraceae (Compositae) 0.01%
Fennel, bitter 3a, fruit headspace Foeniculum vulgare Miller, var. vulgare DC, fam. Apiaceae (Umbelliferae) 0.81%
Fennel, bitter 3b, fruit oil 8006-84-6 Foeniculum vulgare Miller, var. vulgare DC, fam. Apiaceae (Umbelliferae) 0.22%
Leea guineensis (Cameroon) 1a wood Leea guineensis G. Don, fam. Leeaceae 0.2%
Heracleum persicum (Iran) 1b leaf b Heracleum persicum L., fam. Apiaceae (Umbelliferae) 18.1%