3-Methoxyacetophenone

Overview IFRA Botanical Request a quote

  • Identifiers

    CAS number
    586-37-8

    Molecular formula
    C9H10O2

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

    Safety labels

    Irritant
    Irritant

    Retention indicies (RI)

    • DB5: 1297.5
    • Carbowax: 2011.0

  • Odor profile

    Sweet 91.16%
    Floral 82.91%
    Vanilla 66.37%
    Powdery 63.32%
    Hawthorn 61.19%
    Anisic 59.88%
    Cherry 53.04%
    Hay 52.78%
    Balsamic 50.35%
    Coumarinic 47.01%

    Scent© AI

  • Properties

    XLogP3-AA
    1.8

    Molecular weight
    150.17 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Slow

    Boiling point est.
    248°C

    Flash point est.
    96.21 ˚C

  • Synonyms

    • 3'-Methoxyacetophenone
    • 586-37-8
    • 3-Methoxyacetophenone
    • 3-Acetylanisole
    • m-Methoxyacetophenone
    • 1-(3-METHOXYPHENYL)ETHANONE
    • Ethanone, 1-(3-methoxyphenyl)-
    • 1-(3-Methoxyphenyl)ethan-1-one
    • Acetophenone, m-methoxy-
    • NSC 65593
    • Acetophenone, 3'-methoxy-
    • MFCD00008736
    • 1-(3-methoxy-phenyl)-ethanone
    • 1K3UR56Z4N
    • meta-Methoxyacetophenone
    • EINECS 209-573-3
    • NSC-65593
    • AI3-26011
    • DTXSID10207321
    • m-Acetylanisole; m-Methoxyacetophenone
    • m-Acetanisole
    • RIVASTIGMINE HYDROGEN TARTRATE IMPURITY H [EP IMPURITY]
    • 3-METHOXYACETOPHENONE (D3)
    • 1-Acetyl-3-methoxybenzene
    • UNII-1K3UR56Z4N
    • RIVASTIGMINE HYDROGEN TARTRATE IMPURITY H (EP IMPURITY)
    • m-Acetylanisole
    • 3-acetanisole
    • 3-Acetoanisole
    • mMethoxyacetophenone
    • m-Metoxyacetophenone
    • 3'Methoxyacetophenone
    • Acetophenone, mmethoxy
    • m-Methoxy acetophenone
    • 3-methoxy acetophenone
    • 3?-Methoxyacetophenone
    • 3/'-Methoxyacetophenone
    • 3\'-Methoxyacetophenone
    • Acetophenone, 3'methoxy
    • 3-Methoxy-1-acetylbenzene
    • NCIOpen2_000067
    • SCHEMBL52445
    • Ethanone, 1(3methoxyphenyl)
    • Methyl 3-methoxyphenyl ketone
    • 1-(3-methoxyphenyl)-ethanone
    • 3'-Methoxyacetophenone, 97%
    • 1-(3-Methoxyphenyl)ethanone #
    • CHEMBL5270199
    • SCHEMBL12015247
    • Acetophenone, 3'methoxy (8CI)
    • 1-[3-(methyloxy)phenyl]ethanone
    • DTXCID10129812
    • Acetophenone, 3'-methoxy-(8CI)
    • NSC65593
    • STK802448
    • Ethanone, 1(3methoxyphenyl) (9CI)
    • AKOS000119490
    • CS-W020599
    • FM34460
    • PS-5287
    • Ethanone, 1-(3-methoxyphenyl)-(9CI)
    • AC-10020
    • SY003673
    • DB-028538
    • m-Acetylanisole;1-(3-Methoxyphenyl)ethanone
    • M0104
    • NS00020529
    • EN300-16173
    • 3 inverted exclamation marka-Methoxyacetophenone
    • L10020
    • 3 inverted exclamation mark -Methoxyacetophenone
    • Q27252520
    • Z54179675
    • F0001-1530
    • m-Acetanisole; m-Acetylanisole; m-Acetylanisole; m-Acetanisole
    • InChI=1/C9H10O2/c1-7(10)8-4-3-5-9(6-8)11-2/h3-6H,1-2H
    • 209-573-3

  • Applications

    3‑Methoxyacetophenone (CAS 586‑37‑8) is a versatile organic building block used mainly as an intermediate in pharmaceuticals and agrochemicals, enabling installation of the 3‑methoxy‑phenyl motif via reactions such as Claisen–Schmidt condensations to make chalcones/flavonoids, formation of imines/oximes/hydrazones, and halogenation followed by cross‑coupling (Suzuki, Heck, Buchwald–Hartwig) to access derivative libraries; it also finds use in fragrance/flavor work as a component or precursor imparting warm anisic/vanillic notes, as a model substrate in catalytic/biocatalytic studies for reductions, O‑demethylation or carbonyl transformations, and as a reference/standard in chromatographic–mass spectrometric monitoring of synthetic processes.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 332.13
    methanol 364.03
    isopropanol 269.37
    water 6.87
    ethyl acetate 360.72
    n-propanol 250.07
    acetone 362.0
    n-butanol 198.15
    acetonitrile 635.74
    DMF 543.45
    toluene 236.38
    isobutanol 189.0
    1,4-dioxane 829.93
    methyl acetate 540.27
    THF 467.45
    2-butanone 359.34
    n-pentanol 131.93
    sec-butanol 244.78
    n-hexane 15.61
    ethylene glycol 188.97
    NMP 346.9
    cyclohexane 51.7
    DMSO 554.71
    n-butyl acetate 136.17
    n-octanol 94.71
    chloroform 1140.89
    n-propyl acetate 162.67
    acetic acid 283.63
    dichloromethane 1319.87
    cyclohexanone 354.69
    propylene glycol 145.02
    isopropyl acetate 136.0
    DMAc 585.77
    2-ethoxyethanol 297.57
    isopentanol 140.11
    n-heptane 25.13
    ethyl formate 314.45
    1,2-dichloroethane 581.43
    n-hexanol 139.99
    2-methoxyethanol 472.18
    isobutyl acetate 87.99
    tetrachloromethane 172.01
    n-pentyl acetate 87.02
    transcutol 480.1
    n-heptanol 73.58
    ethylbenzene 128.42
    MIBK 105.14
    2-propoxyethanol 252.43
    tert-butanol 342.57
    MTBE 215.49
    2-butoxyethanol 136.98
    propionic acid 269.75
    o-xylene 165.62
    formic acid 134.56
    diethyl ether 240.5
    m-xylene 137.12
    p-xylene 163.83
    chlorobenzene 253.38
    dimethyl carbonate 158.02
    n-octane 14.25
    formamide 282.39
    cyclopentanone 355.84
    2-pentanone 185.06
    anisole 295.47
    cyclopentyl methyl ether 193.82
    gamma-butyrolactone 469.63
    1-methoxy-2-propanol 281.95
    pyridine 499.23
    3-pentanone 200.36
    furfural 490.77
    n-dodecane 15.14
    diethylene glycol 247.41
    diisopropyl ether 53.08
    tert-amyl alcohol 246.93
    acetylacetone 246.73
    n-hexadecane 17.12
    acetophenone 226.77
    methyl propionate 302.42
    isopentyl acetate 113.85
    trichloroethylene 1012.85
    n-nonanol 84.59
    cyclohexanol 212.55
    benzyl alcohol 212.84
    2-ethylhexanol 92.48
    isooctanol 60.92
    dipropyl ether 114.49
    1,2-dichlorobenzene 230.09
    ethyl lactate 99.73
    propylene carbonate 267.84
    n-methylformamide 349.12
    2-pentanol 119.97
    n-pentane 18.95
    1-propoxy-2-propanol 144.95
    1-methoxy-2-propyl acetate 163.77
    2-(2-methoxypropoxy) propanol 161.58
    mesitylene 73.89
    ε-caprolactone 319.19
    p-cymene 72.16
    epichlorohydrin 657.28
    1,1,1-trichloroethane 546.89
    2-aminoethanol 237.5
    morpholine-4-carbaldehyde 538.7
    sulfolane 422.22
    2,2,4-trimethylpentane 15.08
    2-methyltetrahydrofuran 378.68
    n-hexyl acetate 141.66
    isooctane 9.24
    2-(2-butoxyethoxy)ethanol 201.28
    sec-butyl acetate 99.06
    tert-butyl acetate 132.73
    decalin 28.23
    glycerin 208.76
    diglyme 409.79
    acrylic acid 243.31
    isopropyl myristate 71.69
    n-butyric acid 232.65
    acetyl acetate 229.56
    di(2-ethylhexyl) phthalate 70.34
    ethyl propionate 168.24
    nitromethane 617.9
    1,2-diethoxyethane 191.79
    benzonitrile 272.39
    trioctyl phosphate 48.44
    1-bromopropane 274.55
    gamma-valerolactone 494.58
    n-decanol 67.02
    triethyl phosphate 89.57
    4-methyl-2-pentanol 60.0
    propionitrile 365.28
    vinylene carbonate 322.53
    1,1,2-trichlorotrifluoroethane 381.32
    DMS 169.39
    cumene 82.92
    2-octanol 56.6
    2-hexanone 147.24
    octyl acetate 89.87
    limonene 96.48
    1,2-dimethoxyethane 510.08
    ethyl orthosilicate 80.12
    tributyl phosphate 59.76
    diacetone alcohol 167.7
    N,N-dimethylaniline 179.76
    acrylonitrile 458.19
    aniline 262.18
    1,3-propanediol 256.9
    bromobenzene 279.6
    dibromomethane 700.9
    1,1,2,2-tetrachloroethane 679.33
    2-methyl-cyclohexyl acetate 114.36
    tetrabutyl urea 84.61
    diisobutyl methanol 57.94
    2-phenylethanol 164.69
    styrene 162.55
    dioctyl adipate 105.09
    dimethyl sulfate 226.7
    ethyl butyrate 152.18
    methyl lactate 148.22
    butyl lactate 74.43
    diethyl carbonate 134.51
    propanediol butyl ether 119.07
    triethyl orthoformate 102.15
    p-tert-butyltoluene 66.41
    methyl 4-tert-butylbenzoate 154.66
    morpholine 718.24
    tert-butylamine 193.34
    n-dodecanol 55.12
    dimethoxymethane 341.43
    ethylene carbonate 267.6
    cyrene 165.64
    2-ethoxyethyl acetate 147.29
    2-ethylhexyl acetate 89.29
    1,2,4-trichlorobenzene 273.1
    4-methylpyridine 450.02
    dibutyl ether 99.97
    2,6-dimethyl-4-heptanol 57.94
    DEF 294.36
    dimethyl isosorbide 245.69
    tetrachloroethylene 421.97
    eugenol 159.99
    triacetin 166.37
    span 80 119.13
    1,4-butanediol 116.82
    1,1-dichloroethane 605.12
    2-methyl-1-pentanol 116.64
    methyl formate 323.3
    2-methyl-1-butanol 155.19
    n-decane 22.05
    butyronitrile 272.45
    3,7-dimethyl-1-octanol 85.26
    1-chlorooctane 74.68
    1-chlorotetradecane 36.48
    n-nonane 21.64
    undecane 17.78
    tert-butylcyclohexane 25.03
    cyclooctane 16.01
    cyclopentanol 214.28
    tetrahydropyran 446.75
    tert-amyl methyl ether 152.18
    2,5,8-trioxanonane 310.11
    1-hexene 64.23
    2-isopropoxyethanol 188.11
    2,2,2-trifluoroethanol 158.77
    methyl butyrate 218.96

    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
Ketaki (India) Pandanus fascicularis Lam., var. Ketaki, fam. Pandanaceae 2.3%
Lemon leaf (petitgrain) (Italy) 6 hybrid 'Milam' Citrus jambhiri Lush x Citrus sinensis L., fam. Rutaceae 8.5%