Metrafenone

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  • Identifiers

    CAS number
    220899-03-6

    Molecular formula
    C19H21BrO5

    SMILES
    CC1=CC(=C(C(=C1C(=O)C2=C(C=CC(=C2C)Br)OC)OC)OC)OC

    Safety labels

    Environmental Hazard
    Environmental

  • Odor profile

    Fragrance
    Sweet 51.24%
    Spicy 49.6%
    Floral 49.21%
    Woody 44.44%
    Phenolic 44.37%
    Powdery 43.85%
    Vanilla 41.1%
    Balsamic 35.87%
    Fruity 33.89%
    Dry 33.79%

     

    Flavor
    Bitter 79.29%
    Bland 27.97%
    Odorless 24.11%
    Parsley 22.33%
    Eugenol 20.54%
    Cedarleaf 20.38%
    Sweet-like 20.05%
    Lovage 19.53%
    Heather 19.41%
    Ripe apricot 19.3%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    4.6

    pKa est.
    5.75 (weak acid)

    Molecular weight
    409.3 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    587°C

    Flash point

    • 169.46 ˚C est.

  • Synonyms

    • Metrafenone
    • 220899-03-6
    • (3-bromo-6-methoxy-2-methylphenyl)(2,3,4-trimethoxy-6-methylphenyl)methanone
    • S04CWW41HM
    • (3-bromo-6-methoxy-2-methylphenyl)-(2,3,4-trimethoxy-6-methylphenyl)methanone
    • BAS 560 02F
    • DTXSID9058020
    • BAS 560 F
    • CHEBI:83345
    • 3'-bromo-2,3,4,6'-tetramethoxy-2',6-dimethylbenzophenone
    • CL-375839
    • RefChem:158399
    • DTXCID8031788
    • 606-928-8
    • Metrafenone [ISO]
    • Metrafenone 10 microg/mL in Acetonitrile
    • Flexity
    • Vivando
    • METRAFENONE [MI]
    • UNII-S04CWW41HM
    • SCHEMBL20788
    • C19H21BrO5
    • CHEMBL2288405
    • SCHEMBL29408434
    • SCHEMBL30013482
    • MSK21116
    • MFCD08273825
    • NS00000497
    • Metrafenone, PESTANAL(R), analytical standard
    • Q1925667
    • 3'-Bromo-2,3,4,6'-tetramethoxy-2', 6-dimethylbenzophenone
    • 5-bromo-2',6-dimethyl-2,4',5',6'-tetramethoxybenzophenone
    • 5-bromo-6,6'-dimethyl-2,2',3',4'-tetramethoxy-benzophenone
    • 5-bromo-6,6'-dimethyl-2,2'3',4'-tetramethoxy-benzophenone
    • (3-bromo-6-methoxy-2-methyl-phenyl)-(2,3,4-trimethoxy-6-methyl-phenyl)methanone
    • Methanone, (3-bromo-6-methoxy-2-methylphenyl)(2,3,4-trimethoxy-6-methylphenyl)-
    • 220899-03-6

  • Applications

    Metrafenone may be used as an active ingredient in agricultural fungicide formulations to control fungal diseases such as powdery mildew on crops, notably grapes, tomatoes, and other vegetables; it is applied in field and greenhouse spray programs for farm-scale or commercial crop production; it is commonly used in tank-mixed formulations or integrated pest management programs; in some systems it may be considered an active component within plant-protection strategies, with compliance to local regulations and label restrictions.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 8.47
    methanol 7.02
    isopropanol 7.8
    water 0.03
    ethyl acetate 95.03
    n-propanol 10.44
    acetone 88.53
    n-butanol 10.82
    acetonitrile 40.79
    DMF 154.28
    toluene 27.79
    isobutanol 9.62
    1,4-dioxane 108.37
    methyl acetate 90.08
    THF 163.79
    2-butanone 69.11
    n-pentanol 14.37
    sec-butanol 10.85
    n-hexane 3.08
    ethylene glycol 5.33
    NMP 253.86
    cyclohexane 6.26
    DMSO 129.16
    n-butyl acetate 63.56
    n-octanol 10.84
    chloroform 253.75
    n-propyl acetate 65.44
    acetic acid 59.61
    dichloromethane 261.79
    cyclohexanone 128.63
    propylene glycol 5.19
    isopropyl acetate 60.11
    DMAc 196.15
    2-ethoxyethanol 43.43
    isopentanol 12.74
    n-heptane 3.92
    ethyl formate 52.6
    1,2-dichloroethane 156.83
    n-hexanol 18.27
    2-methoxyethanol 48.14
    isobutyl acetate 43.79
    tetrachloromethane 45.7
    n-pentyl acetate 48.15
    transcutol 56.76
    n-heptanol 13.94
    ethylbenzene 21.16
    MIBK 44.19
    2-propoxyethanol 56.75
    tert-butanol 15.48
    MTBE 28.66
    2-butoxyethanol 36.1
    propionic acid 33.48
    o-xylene 25.2
    formic acid 17.81
    diethyl ether 37.22
    m-xylene 21.79
    p-xylene 28.46
    chlorobenzene 69.83
    dimethyl carbonate 94.37
    n-octane 2.31
    formamide 35.8
    cyclopentanone 186.76
    2-pentanone 63.48
    anisole 50.95
    cyclopentyl methyl ether 71.85
    gamma-butyrolactone 251.45
    1-methoxy-2-propanol 38.08
    pyridine 101.74
    3-pentanone 68.04
    furfural 208.61
    n-dodecane 1.88
    diethylene glycol 45.35
    diisopropyl ether 15.54
    tert-amyl alcohol 18.09
    acetylacetone 149.25
    n-hexadecane 2.29
    acetophenone 74.83
    methyl propionate 92.76
    isopentyl acetate 56.19
    trichloroethylene 372.71
    n-nonanol 12.34
    cyclohexanol 22.66
    benzyl alcohol 37.97
    2-ethylhexanol 20.33
    isooctanol 13.7
    dipropyl ether 29.13
    1,2-dichlorobenzene 91.35
    ethyl lactate 37.49
    propylene carbonate 143.85
    n-methylformamide 54.3
    2-pentanol 10.54
    n-pentane 2.52
    1-propoxy-2-propanol 40.89
    1-methoxy-2-propyl acetate 86.78
    2-(2-methoxypropoxy) propanol 42.35
    mesitylene 15.83
    ε-caprolactone 128.03
    p-cymene 19.43
    epichlorohydrin 238.95
    1,1,1-trichloroethane 167.01
    2-aminoethanol 8.83
    morpholine-4-carbaldehyde 186.06
    sulfolane 303.8
    2,2,4-trimethylpentane 2.93
    2-methyltetrahydrofuran 99.9
    n-hexyl acetate 44.22
    isooctane 1.75
    2-(2-butoxyethoxy)ethanol 39.66
    sec-butyl acetate 48.4
    tert-butyl acetate 68.43
    decalin 5.36
    glycerin 15.82
    diglyme 97.18
    acrylic acid 47.77
    isopropyl myristate 21.38
    n-butyric acid 42.98
    acetyl acetate 115.25
    di(2-ethylhexyl) phthalate 30.1
    ethyl propionate 65.19
    nitromethane 185.1
    1,2-diethoxyethane 44.03
    benzonitrile 55.16
    trioctyl phosphate 20.61
    1-bromopropane 47.46
    gamma-valerolactone 223.68
    n-decanol 9.99
    triethyl phosphate 49.42
    4-methyl-2-pentanol 9.6
    propionitrile 31.07
    vinylene carbonate 134.82
    1,1,2-trichlorotrifluoroethane 185.77
    DMS 88.8
    cumene 17.29
    2-octanol 10.27
    2-hexanone 52.42
    octyl acetate 27.26
    limonene 26.0
    1,2-dimethoxyethane 92.19
    ethyl orthosilicate 41.35
    tributyl phosphate 25.4
    diacetone alcohol 60.6
    N,N-dimethylaniline 40.59
    acrylonitrile 53.89
    aniline 37.64
    1,3-propanediol 14.41
    bromobenzene 78.7
    dibromomethane 137.17
    1,1,2,2-tetrachloroethane 238.31
    2-methyl-cyclohexyl acetate 60.83
    tetrabutyl urea 36.91
    diisobutyl methanol 13.41
    2-phenylethanol 45.29
    styrene 26.76
    dioctyl adipate 40.43
    dimethyl sulfate 181.56
    ethyl butyrate 59.39
    methyl lactate 49.05
    butyl lactate 33.27
    diethyl carbonate 52.79
    propanediol butyl ether 21.16
    triethyl orthoformate 50.02
    p-tert-butyltoluene 17.96
    methyl 4-tert-butylbenzoate 62.5
    morpholine 97.56
    tert-butylamine 9.99
    n-dodecanol 8.14
    dimethoxymethane 99.95
    ethylene carbonate 106.02
    cyrene 87.81
    2-ethoxyethyl acetate 74.73
    2-ethylhexyl acetate 53.97
    1,2,4-trichlorobenzene 106.42
    4-methylpyridine 84.26
    dibutyl ether 18.66
    2,6-dimethyl-4-heptanol 13.41
    DEF 102.55
    dimethyl isosorbide 111.91
    tetrachloroethylene 175.63
    eugenol 56.66
    triacetin 75.04
    span 80 32.49
    1,4-butanediol 10.02
    1,1-dichloroethane 104.86
    2-methyl-1-pentanol 17.9
    methyl formate 68.67
    2-methyl-1-butanol 12.77
    n-decane 2.96
    butyronitrile 28.55
    3,7-dimethyl-1-octanol 13.59
    1-chlorooctane 13.78
    1-chlorotetradecane 6.85
    n-nonane 2.58
    undecane 2.3
    tert-butylcyclohexane 4.27
    cyclooctane 2.92
    cyclopentanol 30.89
    tetrahydropyran 69.42
    tert-amyl methyl ether 31.24
    2,5,8-trioxanonane 68.86
    1-hexene 10.21
    2-isopropoxyethanol 37.62
    2,2,2-trifluoroethanol 57.56
    methyl butyrate 73.64

    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