Azoxystrobin

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  • Identifiers

    CAS number
    131860-33-8

    Molecular formula
    C22H17N3O5

    SMILES
    CO/C=C(\C1=CC=CC=C1OC2=NC=NC(=C2)OC3=CC=CC=C3C#N)/C(=O)OC

    Safety labels

    Acute Toxic
    Acute Toxic

    Environmental Hazard
    Environmental

  • Odor profile

    Fragrance
    Sweet 47.74%
    Floral 47.39%
    Spicy 28.8%
    Balsamic 27.61%
    Powdery 27.55%
    Green 26.89%
    Vanilla 26.43%
    Neroli 25.03%
    Aromatic 24.38%
    Fresh 23.03%

     

    Flavor
    Bitter 90.97%
    Odorless 31.87%
    Bland 26.11%
    Sweet-like 19.2%
    Cedarleaf 18.61%
    Parsley 18.55%
    Nitrile 18.38%
    Lovage 18.17%
    Broom 18.06%
    Heather 17.98%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    3.7

    pKa est.
    5.47 (weak acid)

    Molecular weight
    403.4 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    686°C

    Melting point expt.

    • 116 °C
    • MP: 114-116 °C /Technical/

    Flash point

    • 241.78 ˚C est.

    Solubility expt.

    • Solubility (g/L, 20 °C): hexane 0.057, n-octanol 1.4, methanol 20, toluene 55, acetone 86, ethyl acetate 130, acetonitrile 340, dichloromethane 400
    • In water, 6 mg/L at 20 °C

  • Synonyms

    • Azoxystrobin
    • 131860-33-8
    • Amistar
    • Bankit
    • Heritage
    • Quadris
    • Icia-5504
    • DTXSID0032520
    • NYH7Y08IPM
    • Benzeneacetic acid, 2-[[6-(2-cyanophenoxy)-4-pyrimidinyl]oxy]-alpha-(methoxymethylene)-, methyl ester, (alphaE)-
    • CHEBI:40909
    • Benzeneacetic acid, 2-((6-(2-cyanophenoxy)-4-pyrimidinyl)oxy)-alpha-(methoxymethylene)-, methyl ester, (E)-
    • methyl (2E)-2-(2-{[6-(2-cyanophenoxy)pyrimidin-4-yl]oxy}phenyl)-3-methoxyprop-2-enoate
    • DTXCID8012520
    • methyl (2E)-2-(2-(6-(2-cyanophenoxy)pyrimidin-4-yloxy)phenyl)-3-methoxyacrylate
    • methyl (E)-2-[2-[6-(2-cyanophenoxy)pyrimidin-4-yloxy]phenyl]-3-methoxyacrylate
    • azoxy-strobin
    • (alphaE)-2-[[6-(2-cyanophenoxy)-4-pyrimidinyl]oxy]-alpha-(methoxymethylene) benzeneacetic acid methyl ester
    • Benzeneacetic acid, 2-((6-(2-cyanophenoxy)-4-pyrimidinyl)oxy)-alpha-(methoxymethylene)-, methyl ester, (alphaE)-
    • ICIA5504
    • methyl (2E)-2-(2-((6-(2-cyanophenoxy)pyrimidin-4-yl)oxy)phenyl)-3-methoxyprop-2-enoate
    • methyl (e)-2-(2-(6-(2-cyanophenoxy)pyrimidin-4-yloxy)phenyl)-3-methoxyacrylate
    • methyl (E)-2-{2-[6-(2-cyanophenoxy)pyrimidin-4-yloxy]phenyl}-3-methoxyacrylate
    • (alphaE)-2-((6-(2-cyanophenoxy)-4-pyrimidinyl)oxy)-alpha-(methoxymethylene) benzeneacetic acid methyl ester
    • RefChem:5577
    • 603-524-3
    • azoxystrobin (ISO); methyl (E)-2-(2-(6-(2-cyanophenoxy)pyrimidin-4-yloxy)phenyl)-3-methoxyacrylate
    • Azoxystrobin [ISO]
    • 215934-32-0
    • TCMDC-125883
    • MFCD08277047
    • METHYL (E)-2-[2-[6-(2-CYANOPHENOXY)PYRIMIDIN-4-YL]OXYPHENYL]-3-METHOXY -PROP-2-ENOATE
    • methyl (E)-2-[2-[6-(2-cyanophenoxy)pyrimidin-4-yl]oxyphenyl]-3-methoxyprop-2-enoate
    • NCGC00163818-04
    • METHYL (2Z)-2-(2-{[6-(2-CYANOPHENOXY)PYRIMIDIN-4-YL]OXY}PHENYL)-3-METHOXYACRYLATE
    • HSDB 7017
    • ICI-A 5504
    • UNII-NYH7Y08IPM
    • Azoxystrobine x
    • EINECS Annex I Index 607-256-00-X
    • 1sqb
    • Bankit; Cruiser Extreme;ICI-A 5504
    • ICI-A-5504
    • 40 - Fungicides
    • Azoxystrobin (Standard)
    • AZOXYSTROBIN [MI]
    • AZOXYSTROBIN [HSDB]
    • Methyl (E)-2-(2-(6-(2-cyanopheoxy)pyrimidin-4-yloxy)phenyl)-3-methoxypropenoate
    • SCHEMBL18823
    • CHEMBL230001
    • orb1705153
    • SCHEMBL29362394
    • HY-B0849A
    • HY-B0849R
    • HMS6018E07
    • DNDI1511705
    • HY-B0849
    • MSK21157
    • Tox21_400087
    • BDBM50487147
    • AKOS015900562
    • DB07401
    • FA40693
    • KS-5365
    • MSK21157-1000B
    • Azoxystrobin 1000 microg/mL in Acetone
    • Azoxystrobin 1000 microg/mL in Toluene
    • NCGC00163818-01
    • NCGC00163818-02
    • NCGC00163818-03
    • NCGC00163818-05
    • AC-24498
    • Azoxystrobin 10 microg/mL in Cyclohexane
    • DA-71252
    • DB-319749
    • CAS-131860-33-8
    • CS-0012863
    • NS00009778
    • Azoxystrobin Solution in Acetone, 1000ug/mL
    • C18558
    • F20623
    • Azoxystrobin, PESTANAL(R), analytical standard
    • 860A338
    • A806322
    • Q2013860
    • Azoxystrobin, certified reference material, TraceCERT(R)
    • (E)-methyl 2-[2-(6- (2-cyanophenoxy)pyrimidin-4-yloxy)phenyl]-3-methoxypropenoate
    • (E)-methyl 2-[2-(6-(2-cyanophenoxy)pyrimidin-4-yloxy)pheny]-3-methoxypropenoate
    • (E)-methyl 2-[2-(6-(2-cyanophenoxy)pyrimidin-4-yloxy)phenyl]-3-methoxypropenoate
    • methyl (E)-2-(2-((6-(2-cyanophenoxy)pyrimidin-4-yl)oxy)phenyl)-3-methoxyacrylate
    • Methyl (e)-2-[2-[6-(2-cyanophenoxy)pyrimidin-4-yl ]oxyphenyl ]-3-methoxy -prop-2-enoate
    • methyl (E)-2-{2-[6-(2-cyano-phenoxy)pyrimidin-4-yloxy]phenyl}-3-methoxyacrylate
    • (.ALPHA.E)-2-((6-(2-CYANOPHENOXY)-4-PYRIMIDINYL)OXY)-.ALPHA.-(METHOXYMETHYLENE)BENZENEACETIC ACID METHYL ESTER
    • (E)-2-[2-[[6-(2-cyanophenoxy)-4-pyrimidinyl]oxy]phenyl]-3-methoxy-2-propenoic acid methyl ester
    • METHYL (.ALPHA.E)-2-((6-(2-CYANOPHENOXY)-4-PYRIMIDINYL)OXY)-.ALPHA.-(METHOXYMETHYLENE)BENZENEACETATE
    • 131860-33-8

  • Applications

    Azoxystrobin is a systemic fungicide in the strobilurin class used widely in agriculture to protect a broad range of crops from fungal diseases. It is formulated for seed treatments and foliar sprays and is commonly applied in crop protection programs for cereals, fruits and vegetables (including grapes), as well as ornamental crops. It is also used in turfgrass management and in greenhouse or protected-culture systems to guard against foliar and root pathogens. In some cropping systems it may be employed for post-harvest disease management on certain fruits and vegetables. Use is subject to local regulations and label instructions.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 8.27
    methanol 17.6
    isopropanol 3.69
    water 0.1
    ethyl acetate 93.86
    n-propanol 5.75
    acetone 94.95
    n-butanol 3.9
    acetonitrile 103.62
    DMF 65.79
    toluene 22.08
    isobutanol 3.57
    1,4-dioxane 46.32
    methyl acetate 85.4
    THF 123.86
    2-butanone 65.59
    n-pentanol 4.41
    sec-butanol 3.72
    n-hexane 0.34
    ethylene glycol 6.91
    NMP 116.22
    cyclohexane 0.96
    DMSO 163.02
    n-butyl acetate 15.98
    n-octanol 2.57
    chloroform 153.02
    n-propyl acetate 30.06
    acetic acid 81.29
    dichloromethane 223.32
    cyclohexanone 76.67
    propylene glycol 3.39
    isopropyl acetate 26.06
    DMAc 142.08
    2-ethoxyethanol 20.27
    isopentanol 3.16
    n-heptane 0.46
    ethyl formate 54.21
    1,2-dichloroethane 104.15
    n-hexanol 3.56
    2-methoxyethanol 32.52
    isobutyl acetate 10.84
    tetrachloromethane 11.85
    n-pentyl acetate 10.63
    transcutol 23.87
    n-heptanol 3.05
    ethylbenzene 6.84
    MIBK 11.46
    2-propoxyethanol 19.41
    tert-butanol 3.54
    MTBE 4.02
    2-butoxyethanol 12.35
    propionic acid 30.0
    o-xylene 8.39
    formic acid 51.45
    diethyl ether 11.35
    m-xylene 7.27
    p-xylene 9.8
    chlorobenzene 39.07
    dimethyl carbonate 61.53
    n-octane 0.24
    formamide 88.78
    cyclopentanone 137.72
    2-pentanone 33.46
    anisole 18.36
    cyclopentyl methyl ether 20.52
    gamma-butyrolactone 177.12
    1-methoxy-2-propanol 14.02
    pyridine 112.9
    3-pentanone 40.24
    furfural 152.72
    n-dodecane 0.31
    diethylene glycol 21.6
    diisopropyl ether 1.76
    tert-amyl alcohol 3.32
    acetylacetone 82.47
    n-hexadecane 0.36
    acetophenone 32.45
    methyl propionate 73.95
    isopentyl acetate 11.06
    trichloroethylene 252.33
    n-nonanol 2.85
    cyclohexanol 6.62
    benzyl alcohol 20.28
    2-ethylhexanol 3.41
    isooctanol 2.6
    dipropyl ether 6.66
    1,2-dichlorobenzene 32.15
    ethyl lactate 16.67
    propylene carbonate 70.91
    n-methylformamide 60.0
    2-pentanol 2.15
    n-pentane 0.29
    1-propoxy-2-propanol 9.73
    1-methoxy-2-propyl acetate 21.78
    2-(2-methoxypropoxy) propanol 12.58
    mesitylene 2.85
    ε-caprolactone 61.76
    p-cymene 3.61
    epichlorohydrin 177.82
    1,1,1-trichloroethane 61.16
    2-aminoethanol 7.19
    morpholine-4-carbaldehyde 70.26
    sulfolane 150.96
    2,2,4-trimethylpentane 0.16
    2-methyltetrahydrofuran 39.74
    n-hexyl acetate 9.39
    isooctane 0.08
    2-(2-butoxyethoxy)ethanol 14.32
    sec-butyl acetate 13.98
    tert-butyl acetate 13.47
    decalin 0.51
    glycerin 9.81
    diglyme 33.18
    acrylic acid 44.81
    isopropyl myristate 4.51
    n-butyric acid 28.63
    acetyl acetate 82.31
    di(2-ethylhexyl) phthalate 7.7
    ethyl propionate 34.17
    nitromethane 275.45
    1,2-diethoxyethane 11.55
    benzonitrile 40.57
    trioctyl phosphate 4.78
    1-bromopropane 23.86
    gamma-valerolactone 127.79
    n-decanol 2.38
    triethyl phosphate 11.51
    4-methyl-2-pentanol 1.4
    propionitrile 41.44
    vinylene carbonate 81.43
    1,1,2-trichlorotrifluoroethane 133.76
    DMS 25.26
    cumene 3.51
    2-octanol 1.68
    2-hexanone 21.68
    octyl acetate 6.7
    limonene 3.9
    1,2-dimethoxyethane 36.69
    ethyl orthosilicate 8.67
    tributyl phosphate 6.26
    diacetone alcohol 14.65
    N,N-dimethylaniline 10.22
    acrylonitrile 78.88
    aniline 25.35
    1,3-propanediol 9.02
    bromobenzene 41.59
    dibromomethane 94.32
    1,1,2,2-tetrachloroethane 131.93
    2-methyl-cyclohexyl acetate 11.6
    tetrabutyl urea 9.39
    diisobutyl methanol 1.72
    2-phenylethanol 15.65
    styrene 10.55
    dioctyl adipate 10.43
    dimethyl sulfate 92.04
    ethyl butyrate 19.06
    methyl lactate 29.07
    butyl lactate 8.95
    diethyl carbonate 17.99
    propanediol butyl ether 6.56
    triethyl orthoformate 11.78
    p-tert-butyltoluene 2.59
    methyl 4-tert-butylbenzoate 15.47
    morpholine 42.96
    tert-butylamine 1.47
    n-dodecanol 1.97
    dimethoxymethane 51.33
    ethylene carbonate 60.54
    cyrene 26.62
    2-ethoxyethyl acetate 21.66
    2-ethylhexyl acetate 9.4
    1,2,4-trichlorobenzene 44.27
    4-methylpyridine 65.98
    dibutyl ether 4.22
    2,6-dimethyl-4-heptanol 1.72
    DEF 46.28
    dimethyl isosorbide 28.43
    tetrachloroethylene 84.0
    eugenol 17.86
    triacetin 19.83
    span 80 9.26
    1,4-butanediol 5.18
    1,1-dichloroethane 64.21
    2-methyl-1-pentanol 4.18
    methyl formate 77.11
    2-methyl-1-butanol 3.33
    n-decane 0.43
    butyronitrile 24.8
    3,7-dimethyl-1-octanol 2.48
    1-chlorooctane 2.35
    1-chlorotetradecane 1.29
    n-nonane 0.34
    undecane 0.36
    tert-butylcyclohexane 0.29
    cyclooctane 0.27
    cyclopentanol 11.03
    tetrahydropyran 27.53
    tert-amyl methyl ether 4.44
    2,5,8-trioxanonane 24.74
    1-hexene 2.2
    2-isopropoxyethanol 11.93
    2,2,2-trifluoroethanol 46.88
    methyl butyrate 37.86

    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