Acrinathrin

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  • Identifiers

    CAS number
    101007-06-1

    Molecular formula
    C26H21F6NO5

    SMILES
    CC1([C@H]([C@H]1C(=O)O[C@H](C#N)C2=CC(=CC=C2)OC3=CC=CC=C3)/C=C\C(=O)OC(C(F)(F)F)C(F)(F)F)C

    Safety labels

    Irritant
    Irritant

    Environmental Hazard
    Environmental

  • Odor profile

    Fragrance
    Odorless 45.1%
    Balsamic 29.26%
    Fruity 26.33%
    Woody 26.19%
    Cooling 25.67%
    Floral 25.55%
    Fresh 23.14%
    Dry 21.89%
    Sweet 21.25%
    Amber 20.9%

     

    Flavor
    Bitter 84.09%
    Odorless 43.09%
    Bland 32.26%
    Sweet-like 20.41%
    Mild 20.24%
    Nitrile 18.91%
    Cedarleaf 18.75%
    Heather 18.03%
    Broom 17.85%
    Genet 17.46%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    6.8

    pKa est.
    3.62 (weak acid)

    Molecular weight
    541.4 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    422°C

    Flash point

    • 123.94 ˚C est.

  • Synonyms

    • Acrinathrin
    • 101007-06-1
    • QUI1AZ37K6
    • AGREVO
    • ACR-50
    • Cyclopropanecarboxylic acid, 2,2-dimethyl-3-[(1Z)-3-oxo-3-[2,2,2-trifluoro-1-(trifluoromethyl)ethoxy]-1-propen-1-yl]-, (S)-cyano(3-phenoxyphenyl)methyl ester, (1R,3S)-
    • DTXSID3041584
    • CHEBI:39091
    • RU-38702
    • Cyclopropanecarboxylic acid, 2,2-dimethyl-3-((1Z)-3-oxo-3-(2,2,2-trifluoro-1-(trifluoromethyl)ethoxy)-1-propen-1-yl)-, (S)-cyano(3-phenoxyphenyl)methyl ester, (1R,3S)-
    • (S)-cyano(3-phenoxyphenyl)methyl (1R,3S)-2,2-dimethyl-3-{(1Z)-3-oxo-3-[2,2,2-trifluoro-1-(trifluoromethyl)ethoxy]prop-1-en-1-yl}cyclopropanecarboxylate
    • (S)-cyano(3-phenoxyphenyl)methyl (1R,3S)-2,2-dimethyl-3-((1Z)-3-oxo-3-(2,2,2-trifluoro-1-(trifluoromethyl)ethoxy)prop-1-en-1-yl)cyclopropanecarboxylate
    • (S)-cyano(3-phenoxyphenyl)methyl (1R,3S)-3-((1Z)-3-((1,1,1,3,3,3-hexafluoropropan-2-yl)oxy)-3-oxoprop-1-en-1-yl)-2,2-dimethylcyclopropane-1-carboxylate
    • (S)-Cyano(3-phenoxyphenyl)methyl (1R,3S)-3-{(1Z)-3-[(1,1,1,3,3,3-hexafluoropropan-2-yl)oxy]-3-oxoprop-1-en-1-yl}-2,2-dimethylcyclopropane-1-carboxylate
    • RefChem:109405
    • DTXCID1021584
    • 2,2-dimethyl-3-(3-oxo-3-(2,2,2-trifluoro-1-(trifluoromethyl)ethoxy)-1-propenyl)cyano(3-phenoxyphenyl)cyclopropanecarboxylic acid, methyl ester
    • 600-147-6
    • Rufast
    • Acrinathrin [ISO]
    • [(S)-cyano-(3-phenoxyphenyl)methyl] (1R,3S)-3-[(Z)-3-(1,1,1,3,3,3-hexafluoropropan-2-yloxy)-3-oxoprop-1-enyl]-2,2-dimethylcyclopropane-1-carboxylate
    • Acrinathrin 10 microg/mL in Cyclohexane
    • Acrinathrin 100 microg/mL in Cyclohexane
    • ORYTIS
    • UNII-QUI1AZ37K6
    • ACRINATHRIN [MI]
    • SCHEMBL63236
    • CHEMBL2287507
    • SCHEMBL30014800
    • MSK20224
    • Cy6clopropanecarboxylic acid, 2,2-dimethyl-3-(3-oxo-3-(2,2,2-trifluoro-1-(trifluoromethyl)ethoxy)-1-propenyl)-, cyano(3-phenoxyphenyl)methyl ester, (1R-(1alpha(S*),3alpha(Z)))-
    • CS-0110215
    • NS00009348
    • Acrinathrin, PESTANAL(R), analytical standard
    • C18408
    • H54860
    • Q342726
    • (S)-cyano(3-phenoxyphenyl)methyl (Z)-(1R,3S)-2,2-dimethyl-3-{2-[2,2,2-trifluoro-1- (trifluoromethyl)ethoxycarbonyl]vinyl}cyclopropane-1-carboxylate
    • (S)-Cyano(3-phenoxyphenyl)methyl (Z)-(1R,3S)-2,2-dimethyl[2-(2,2,2-trifluoro-1-trifluoromethylethoxycarbonyl)vinyl]-cyclopropanecarboxylate
    • 101007-06-1

  • Applications

    Acrinathrin is a pyrethroid insecticide used as the active ingredient in crop-protection formulations to control pest insects on crops. Formulations such as emulsifiable concentrates (EC) and wettable powders (WP) are applied in field and greenhouse settings to protect vegetables, fruits, ornamentals, and other crops from pests like aphids and mites. As a contact and stomach poison for insects, it is typically used in short- to mid-term pest-management programs and is commonly integrated into IPM programs, with application practices aligned to crop type and local regulations.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 22.91
    methanol 33.18
    isopropanol 11.25
    water 0.03
    ethyl acetate 31.19
    n-propanol 14.62
    acetone 94.9
    n-butanol 9.43
    acetonitrile 44.95
    DMF 112.39
    toluene 7.34
    isobutanol 8.13
    1,4-dioxane 35.39
    methyl acetate 54.92
    THF 123.88
    2-butanone 62.53
    n-pentanol 7.46
    sec-butanol 10.17
    n-hexane 0.32
    ethylene glycol 8.97
    NMP 129.38
    cyclohexane 0.49
    DMSO 195.91
    n-butyl acetate 14.24
    n-octanol 3.48
    chloroform 72.28
    n-propyl acetate 21.87
    acetic acid 94.1
    dichloromethane 79.31
    cyclohexanone 55.22
    propylene glycol 10.97
    isopropyl acetate 16.84
    DMAc 152.41
    2-ethoxyethanol 29.86
    isopentanol 6.31
    n-heptane 0.36
    ethyl formate 29.38
    1,2-dichloroethane 38.55
    n-hexanol 5.39
    2-methoxyethanol 52.48
    isobutyl acetate 9.35
    tetrachloromethane 5.07
    n-pentyl acetate 11.26
    transcutol 36.28
    n-heptanol 4.07
    ethylbenzene 3.3
    MIBK 13.18
    2-propoxyethanol 27.3
    tert-butanol 9.11
    MTBE 8.64
    2-butoxyethanol 17.81
    propionic acid 31.55
    o-xylene 3.56
    formic acid 47.26
    diethyl ether 11.94
    m-xylene 2.85
    p-xylene 4.13
    chlorobenzene 10.58
    dimethyl carbonate 29.46
    n-octane 0.19
    formamide 75.2
    cyclopentanone 101.4
    2-pentanone 32.74
    anisole 14.18
    cyclopentyl methyl ether 16.49
    gamma-butyrolactone 115.05
    1-methoxy-2-propanol 30.82
    pyridine 53.91
    3-pentanone 26.79
    furfural 81.41
    n-dodecane 0.18
    diethylene glycol 21.01
    diisopropyl ether 2.02
    tert-amyl alcohol 9.2
    acetylacetone 57.86
    n-hexadecane 0.2
    acetophenone 21.2
    methyl propionate 36.03
    isopentyl acetate 9.74
    trichloroethylene 96.72
    n-nonanol 3.71
    cyclohexanol 7.1
    benzyl alcohol 13.51
    2-ethylhexanol 3.15
    isooctanol 2.91
    dipropyl ether 6.56
    1,2-dichlorobenzene 9.26
    ethyl lactate 15.83
    propylene carbonate 42.03
    n-methylformamide 67.9
    2-pentanol 4.96
    n-pentane 0.39
    1-propoxy-2-propanol 16.5
    1-methoxy-2-propyl acetate 21.38
    2-(2-methoxypropoxy) propanol 18.4
    mesitylene 1.17
    ε-caprolactone 42.55
    p-cymene 1.93
    epichlorohydrin 111.88
    1,1,1-trichloroethane 27.84
    2-aminoethanol 15.05
    morpholine-4-carbaldehyde 78.72
    sulfolane 135.64
    2,2,4-trimethylpentane 0.2
    2-methyltetrahydrofuran 35.37
    n-hexyl acetate 10.99
    isooctane 0.1
    2-(2-butoxyethoxy)ethanol 19.54
    sec-butyl acetate 11.12
    tert-butyl acetate 14.31
    decalin 0.27
    glycerin 18.41
    diglyme 40.1
    acrylic acid 40.34
    isopropyl myristate 4.03
    n-butyric acid 27.7
    acetyl acetate 29.63
    di(2-ethylhexyl) phthalate 6.29
    ethyl propionate 18.55
    nitromethane 213.66
    1,2-diethoxyethane 12.25
    benzonitrile 15.86
    trioctyl phosphate 3.96
    1-bromopropane 15.07
    gamma-valerolactone 122.02
    n-decanol 2.66
    triethyl phosphate 6.78
    4-methyl-2-pentanol 2.61
    propionitrile 23.7
    vinylene carbonate 40.63
    1,1,2-trichlorotrifluoroethane 91.63
    DMS 17.21
    cumene 1.85
    2-octanol 2.33
    2-hexanone 24.02
    octyl acetate 6.52
    limonene 2.76
    1,2-dimethoxyethane 46.85
    ethyl orthosilicate 5.3
    tributyl phosphate 4.87
    diacetone alcohol 22.51
    N,N-dimethylaniline 8.25
    acrylonitrile 42.22
    aniline 11.69
    1,3-propanediol 17.61
    bromobenzene 9.61
    dibromomethane 38.27
    1,1,2,2-tetrachloroethane 61.38
    2-methyl-cyclohexyl acetate 9.86
    tetrabutyl urea 8.91
    diisobutyl methanol 1.63
    2-phenylethanol 10.89
    styrene 4.55
    dioctyl adipate 8.93
    dimethyl sulfate 52.51
    ethyl butyrate 12.4
    methyl lactate 28.97
    butyl lactate 11.56
    diethyl carbonate 9.63
    propanediol butyl ether 12.53
    triethyl orthoformate 7.98
    p-tert-butyltoluene 1.61
    methyl 4-tert-butylbenzoate 14.09
    morpholine 49.51
    tert-butylamine 3.43
    n-dodecanol 1.92
    dimethoxymethane 55.82
    ethylene carbonate 28.72
    cyrene 29.31
    2-ethoxyethyl acetate 20.34
    2-ethylhexyl acetate 7.5
    1,2,4-trichlorobenzene 15.63
    4-methylpyridine 34.33
    dibutyl ether 4.19
    2,6-dimethyl-4-heptanol 1.63
    DEF 34.76
    dimethyl isosorbide 32.39
    tetrachloroethylene 30.32
    eugenol 16.24
    triacetin 21.87
    span 80 12.99
    1,4-butanediol 7.76
    1,1-dichloroethane 30.95
    2-methyl-1-pentanol 5.68
    methyl formate 62.94
    2-methyl-1-butanol 7.1
    n-decane 0.3
    butyronitrile 17.86
    3,7-dimethyl-1-octanol 2.78
    1-chlorooctane 2.0
    1-chlorotetradecane 0.79
    n-nonane 0.25
    undecane 0.23
    tert-butylcyclohexane 0.2
    cyclooctane 0.15
    cyclopentanol 14.69
    tetrahydropyran 23.6
    tert-amyl methyl ether 7.7
    2,5,8-trioxanonane 28.14
    1-hexene 2.24
    2-isopropoxyethanol 16.81
    2,2,2-trifluoroethanol 31.87
    methyl butyrate 25.49

    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