Spiromesifen

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  • Identifiers

    CAS number
    283594-90-1

    Molecular formula
    C23H30O4

    SMILES
    CC1=CC(=C(C(=C1)C)C2=C(C3(CCCC3)OC2=O)OC(=O)CC(C)(C)C)C

    Safety labels

    Irritant
    Irritant

    Environmental Hazard
    Environmental

  • Odor profile

    Fragrance
    Fruity 50.87%
    Musk 45.95%
    Woody 41.35%
    Floral 38.98%
    Dry 37.56%
    Animal 31.36%
    Powdery 31.22%
    Tobacco 29.52%
    Amber 29.01%
    Berry 26.63%

     

    Flavor
    Bitter 53.29%
    Woody 29.27%
    Herbal 22.52%
    Camphor 22.09%
    Parsley 21.66%
    Red fruit 21.5%
    Ripe apricot 21.36%
    Heather 20.96%
    Cedarleaf 20.72%
    Lovage 20.57%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    5.1

    pKa est.
    5.98 (weak acid)

    Molecular weight
    370.5 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    541°C

    Melting point expt.

    • 98 °C

    Flash point

    • 165.67 ˚C est.

    Solubility expt.

    • In n-heptane 23, isopropanol 115, n-octanol 60, polyethylene glycol 22, DMSO 55, xylene, 1,2-dichloromethane, acetone, ethyl acetate, and acetonitrile all >250 (all in g/L, 20 °C)
    • In water, 0.13 mg/L at 20 °C

  • Synonyms

    • spiromesifen
    • 283594-90-1
    • Oberon
    • N726NTQ5ZC
    • DTXSID1034929
    • DTXCID9014929
    • CHEBI:38640
    • 2-oxo-3-(2,4,6-trimethylphenyl)-1-oxaspiro[4.4]non-3-en-4-yl 3,3-dimethylbutanoate
    • 2-OXO-3-(2,4,6-TRIMETHYLPHENYL)-1-OXASPIRO(4.4)NON-3-EN-4-YL 3,3-DIMETHYLBUTANOATE
    • RefChem:888844
    • 608-196-5
    • Spiromesifen [ISO]
    • [2-oxo-3-(2,4,6-trimethylphenyl)-1-oxaspiro[4.4]non-3-en-4-yl] 3,3-dimethylbutanoate
    • UNII-N726NTQ5ZC
    • HSDB 7882
    • BSN 2060
    • Spiromesifen 10 microg/mL in Cyclohexane
    • 3-mesityl-2-oxo-1-oxaspiro[4.4]non-3-en-4-yl 3,3-dimethylbutanoate
    • 3-(2,4,6-trimethylphenyl)-4-(3,3-dimethylbutylcarbonyloxy)-5-spirocyclo-pentyl-3-dihydrofuranon-2
    • Oberon(R)
    • Butanoic acid, 3,3-dimethyl-, 2-oxo-3-(2,4,6-trimethylphenyl)-1-oxaspiro[4.4]non-3-en-4-yl ester; BSN 2060; Forbid; Oberon; Spiromesifen
    • SPIROMESIFEN [MI]
    • SCHEMBL25068
    • orb1699256
    • orb3025085
    • CHEMBL2227838
    • GLXC-10775
    • ILA59490
    • MSK20408
    • Tox21_301233
    • EBC-08421
    • MFCD08458959
    • AKOS040749549
    • NCGC00255433-01
    • HY-114591
    • Spiromesifen 100 microg/mL in Acetonitrile
    • CAS-283594-90-1
    • CS-0063491
    • NS00004014
    • C18488
    • H50139
    • Spiromesifen, PESTANAL(R), analytical standard
    • Q1315183
    • Z3301413607
    • 3-MESITYL-2-OXO-1-OXASPIRO(4.4)NON-3-EN-4-YL 3,3-DIMETHYLBUTYRATE
    • BAY BSN 2060; Oberon; 3-Mesityl-2-oxo-1-oxaspiro[4.4]non-3-en-4-yl 3,3-dimethylbutanoate
    • Butanoic acid, 3,3-dimethyl-, 2-oxo-3-(2,4,6-trimethylphenyl)-1-oxaspiro[4.4]non-3-en-4-yl ester
    • Pesticide7_Spiromesifen_C23H30O4_2-Oxo-3-(2,4,6-trimethylphenyl)-1-oxaspiro[4.4]non-3-en-4-yl 3,3-dimethylbutanoate
    • 283594-90-1

  • Applications

    Spiromesifen (CAS 283594-90-1) is a miticide/insecticide used in agriculture to control mites and certain soft-bodied pests on commercial crops. Typical applications include foliar treatments in both open-field and greenhouse production, targeting vegetables, fruits, and ornamental plants. Products are commonly formulated as emulsifiable concentrates (EC) or suspension concentrates (SC) and may be used within integrated pest management programs. It acts as a lipid biosynthesis inhibitor in pests, interfering with lipid formation and development, making it valuable for suppressing mite populations while contributing to crop protection programs.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 608.55
    methanol 416.42
    isopropanol 487.62
    water 0.32
    ethyl acetate 1087.74
    n-propanol 650.41
    acetone 1151.19
    n-butanol 742.42
    acetonitrile 672.07
    DMF 2229.5
    toluene 979.58
    isobutanol 574.17
    1,4-dioxane 1169.12
    methyl acetate 993.02
    THF 2283.8
    2-butanone 1254.56
    n-pentanol 507.3
    sec-butanol 662.09
    n-hexane 88.82
    ethylene glycol 81.28
    NMP 3039.9
    cyclohexane 116.95
    DMSO 785.67
    n-butyl acetate 838.42
    n-octanol 245.66
    chloroform 3241.98
    n-propyl acetate 639.48
    acetic acid 1138.2
    dichloromethane 2774.22
    cyclohexanone 1906.32
    propylene glycol 190.33
    isopropyl acetate 828.56
    DMAc 2590.15
    2-ethoxyethanol 677.6
    isopentanol 742.54
    n-heptane 37.99
    ethyl formate 702.37
    1,2-dichloroethane 2130.08
    n-hexanol 564.0
    2-methoxyethanol 1090.06
    isobutyl acetate 523.04
    tetrachloromethane 306.96
    n-pentyl acetate 601.6
    transcutol 1395.23
    n-heptanol 267.78
    ethylbenzene 428.63
    MIBK 806.31
    2-propoxyethanol 1086.67
    tert-butanol 459.66
    MTBE 715.52
    2-butoxyethanol 630.53
    propionic acid 662.15
    o-xylene 504.72
    formic acid 351.12
    diethyl ether 777.59
    m-xylene 596.62
    p-xylene 501.71
    chlorobenzene 1384.18
    dimethyl carbonate 591.42
    n-octane 18.85
    formamide 511.49
    cyclopentanone 2055.74
    2-pentanone 1190.15
    anisole 717.1
    cyclopentyl methyl ether 1318.15
    gamma-butyrolactone 2049.99
    1-methoxy-2-propanol 936.54
    pyridine 1763.43
    3-pentanone 916.53
    furfural 1649.8
    n-dodecane 15.29
    diethylene glycol 495.11
    diisopropyl ether 285.8
    tert-amyl alcohol 593.77
    acetylacetone 1201.84
    n-hexadecane 18.39
    acetophenone 752.69
    methyl propionate 997.4
    isopentyl acetate 867.48
    trichloroethylene 4049.15
    n-nonanol 236.99
    cyclohexanol 816.15
    benzyl alcohol 585.99
    2-ethylhexanol 366.33
    isooctanol 238.02
    dipropyl ether 323.02
    1,2-dichlorobenzene 1154.15
    ethyl lactate 334.81
    propylene carbonate 1295.61
    n-methylformamide 953.32
    2-pentanol 597.77
    n-pentane 92.37
    1-propoxy-2-propanol 631.55
    1-methoxy-2-propyl acetate 866.4
    2-(2-methoxypropoxy) propanol 546.15
    mesitylene 314.14
    ε-caprolactone 1749.19
    p-cymene 197.6
    epichlorohydrin 3008.18
    1,1,1-trichloroethane 1878.06
    2-aminoethanol 276.89
    morpholine-4-carbaldehyde 2283.6
    sulfolane 2005.23
    2,2,4-trimethylpentane 69.16
    2-methyltetrahydrofuran 1985.52
    n-hexyl acetate 834.97
    isooctane 43.34
    2-(2-butoxyethoxy)ethanol 705.57
    sec-butyl acetate 582.93
    tert-butyl acetate 787.72
    decalin 87.69
    glycerin 252.69
    diglyme 1199.23
    acrylic acid 616.47
    isopropyl myristate 266.81
    n-butyric acid 1145.65
    acetyl acetate 768.48
    di(2-ethylhexyl) phthalate 293.26
    ethyl propionate 625.05
    nitromethane 1790.27
    1,2-diethoxyethane 611.91
    benzonitrile 817.37
    trioctyl phosphate 199.99
    1-bromopropane 1236.09
    gamma-valerolactone 2847.52
    n-decanol 161.83
    triethyl phosphate 264.16
    4-methyl-2-pentanol 373.76
    propionitrile 657.95
    vinylene carbonate 1184.47
    1,1,2-trichlorotrifluoroethane 1614.87
    DMS 690.9
    cumene 267.3
    2-octanol 195.25
    2-hexanone 728.66
    octyl acetate 364.9
    limonene 311.73
    1,2-dimethoxyethane 982.96
    ethyl orthosilicate 263.23
    tributyl phosphate 259.51
    diacetone alcohol 778.13
    N,N-dimethylaniline 531.96
    acrylonitrile 798.22
    aniline 909.67
    1,3-propanediol 492.3
    bromobenzene 1494.97
    dibromomethane 1760.99
    1,1,2,2-tetrachloroethane 3014.29
    2-methyl-cyclohexyl acetate 516.56
    tetrabutyl urea 381.77
    diisobutyl methanol 173.93
    2-phenylethanol 623.12
    styrene 522.1
    dioctyl adipate 375.05
    dimethyl sulfate 805.55
    ethyl butyrate 522.65
    methyl lactate 504.67
    butyl lactate 451.11
    diethyl carbonate 350.68
    propanediol butyl ether 434.09
    triethyl orthoformate 364.42
    p-tert-butyltoluene 189.81
    methyl 4-tert-butylbenzoate 566.72
    morpholine 1791.12
    tert-butylamine 310.19
    n-dodecanol 113.37
    dimethoxymethane 1087.78
    ethylene carbonate 972.99
    cyrene 579.62
    2-ethoxyethyl acetate 824.54
    2-ethylhexyl acetate 750.13
    1,2,4-trichlorobenzene 1307.76
    4-methylpyridine 2145.79
    dibutyl ether 304.02
    2,6-dimethyl-4-heptanol 173.93
    DEF 1598.85
    dimethyl isosorbide 920.91
    tetrachloroethylene 1537.2
    eugenol 535.12
    triacetin 603.56
    span 80 447.06
    1,4-butanediol 193.71
    1,1-dichloroethane 1936.99
    2-methyl-1-pentanol 616.61
    methyl formate 705.52
    2-methyl-1-butanol 799.18
    n-decane 28.72
    butyronitrile 810.89
    3,7-dimethyl-1-octanol 306.52
    1-chlorooctane 220.11
    1-chlorotetradecane 78.81
    n-nonane 25.62
    undecane 20.31
    tert-butylcyclohexane 73.83
    cyclooctane 43.1
    cyclopentanol 757.35
    tetrahydropyran 1421.36
    tert-amyl methyl ether 742.99
    2,5,8-trioxanonane 701.34
    1-hexene 363.31
    2-isopropoxyethanol 515.22
    2,2,2-trifluoroethanol 442.45
    methyl butyrate 825.86

    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