Allethrins

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  • Identifiers

    CAS number
    584-79-2

    Molecular formula
    C19H26O3

    SMILES
    CC1=C(C(=O)CC1OC(=O)C2C(C2(C)C)C=C(C)C)CC=C

    Safety labels

    Irritant
    Irritant

    Environmental Hazard
    Environmental

  • Odor profile

    Fragrance
    Fruity 54.09%
    Woody 51.53%
    Herbal 51.17%
    Mint 44.95%
    Sweet 35.83%
    Spicy 33.99%
    Floral 32.6%
    Fresh 31.47%
    Tobacco 28.7%
    Citrus 27.65%

     

    Flavor
    Bitter 66.43%
    Heather 20.59%
    Cedarleaf 20.56%
    Broom 20.4%
    Minty 20.37%
    Genet 20.15%
    Basil 20.1%
    Lovage 19.29%
    Parsley 19.26%
    Leaves 19.04%

     

    Odor impact est.
    Medium

  • Properties

    XLogP3-AA
    4.8

    pKa est.
    6.7 (neutral)

    Molecular weight
    302.4 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Melting point expt.

    • ~4 °C

    Boiling point

    • BP: 140 °C at 0.1 mm Hg. Vaporizes without decomposition when heated at 150 °C.
    • at 0.013kPa: 140 °C
    • at 0.05kPa: 153 °C

    Flash point

    • 121.83 ˚C est.
    • GREATER THAN 140 °F
    • 130 °C
    • 65.6 °C o.c.
    • ~120 °C

    Solubility expt.

    • Solubility in water: none
    • Solubility in water: none
    • Solubility in water: none
    • Solubility in water: none

  • Synonyms

    • Allethrins
    • D-trans Allethrin
    • d-cis,trans-Allethrin
    • d-cis-trans-Allethrin
    • Allyl cinerin
    • Cyclopropanecarboxylic acid, 2,2-dimethyl-3-(2-methyl-1-propenyl)-, 2-methyl-4-oxo-3-(2-propenyl)-2-cyclopenten-1-yl ester, (1-alpha(S*),3-beta)-(+-)-
    • Cyclopropanecarboxylic acid, 2,2-dimethyl-3-(2-methyl-1-propenyl)-, (1R)-2-methyl-4-oxo-3-(2-propenyl)-2-cyclopenten-1-yl ester. (1S.3S)-rel-
    • Cyclopropanecarboxylic acid, 2,2-dimethyl-3-(2-methyl-1-propenyl)-, (1R)-2-methyl-4-oxo-3-(2-propenyl)-2-cyclopenten-1-yl ester, (1S,3S)-rel-
    • HSDB 1511
    • PYNAMIN (JAPAN)
    • RefChem:554622
    • PALLETHRINE (FRANCE)
    • Pesticide Code: 004001
    • OMS 468
    • (RS)-Allethronyl (1R, cis)-chrysanthemate /d-cis-Allethrin/
    • (S)-Allethronyl (1R, trans)-chrysanthemate /S-Bioallethrin/
    • (RS)-Allethronyl (1R, cis, trans)-chrysanthemate /d-Allethrin/
    • (S)-Allethronyl (1R, cis, trans)-chrysanthemate /GZ1925000/
    • (RS)-Allethronyl (1R, trans) chrysanthemate /d-trans-Allethrin/ /Esbiothrin/
    • (RS)-3-Allyl-2-methyl-4-oxocyclopent-2-enyl (1RS, cis, trans)-2,2-dimethyl-3-(2,2-dimethylvinyl)cyclopropane-carboxylate /Allethrin/ /d-Allethrin/ /d-cis-Allethrin/ /d-trans-Allethrin/ /Esbiothrin/ /S-Bioallethrin/
    • 2-Methyl-4-oxo-3-(2-propenyl)-2-cyclo-penten-1-yl 2,2-dimethyl 3-(2-methyl-1-propenyl) cyclopropanecarboxylate /Allethrin/ /d-Allethrin/ /d-cis-Allethrin/ /d-trans-Allethrin/ /Esbiothrin/ /S-Bioallethrin/
    • d-trans-Chrysanthemum monocarboxylic acid ester of d-2-allyl-4-hydroxy-3-methyl-2-cyclopenten-1-one /S-Bioallethrin/
    • ALLETHRIN
    • 584-79-2
    • Esbiothrin
    • Pynamin
    • 84030-86-4
    • D-Allethrin
    • 22431-63-6
    • 42534-61-2
    • alpha-dl-trans-Allethrin
    • D-TRANS-ALLETHRIN
    • Pallethrine
    • Allethrine
    • Pyresin
    • Pyresyn
    • Allyl cinerin I
    • Necarboxylic acid
    • MFCD00045443
    • (2-methyl-4-oxo-3-prop-2-enylcyclopent-2-en-1-yl) 2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropane-1-carboxylate
    • Bioaletrina
    • Cinerin I allyl homolog
    • 3-Allyl-2-methyl-4-oxo-2-cyclopenten-1-yl chrysanthemate
    • 3972-20-1
    • DTXSID8035180
    • trans-chrysanthemummonocarboxylate
    • Allyl homolog of cinerin I
    • (1R)-2,2-Dimethyl-3-(2-methyl-1-propen-1-yl)cyclopropanecarboxylicacid 2-methyl-4-oxo-3-(2-propen-1-yl)-2-cyclopenten-1-ylester
    • Cyclopropanecarboxylic acid, 2,2-dimethyl-3-(2-methyl-1-propenyl)-, 2-methyl-4-oxo-3-(2-propenyl)-2-cyclopenten-1-yl ester
    • FMC 249
    • NCGC00163953-03
    • NIA 249
    • FDA 1446
    • 28434-00-6
    • (3-allyl-2-methyl-4-oxo-cyclopent-2-en-1-yl) 2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropanecarboxylate
    • 2-methyl-4-oxo-3-(prop-2-en-1-yl)cyclopent-2-en-1-yl 2,2-dimethyl-3-(2-methylprop-1-en-1-yl)cyclopropane-1-carboxylate
    • (+)-Allelrethonyl (+)-cis,trans-chrysanthemate
    • 3-Allyl-4-keto-2-methylcyclopentenyl chrysanthemum monocarboxylate
    • Allethrolone ester of chrysanthemummonocarboxylic acid
    • Bioallethrin (BAN)
    • (+/-)-Allerethonyl (+/-)-cis,trans-chrysanthemate
    • 0X03II877M
    • 28057-48-9
    • (+)-trans-Bioallethrin
    • ALLETHRIN [HSDB]
    • ALLETHRIN I [MI]
    • Duocide [veterinary] (TN)
    • SCHEMBL26963
    • orb1305382
    • CHEMBL1872535
    • DTXCID6015180
    • CHEBI:34572
    • D,L-chrysanthemum monocarboxylate
    • [(1S)-2-methyl-4-oxo-3-prop-2-enylcyclopent-2-en-1-yl] (1R,3R)-2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropane-1-carboxylate
    • HY-B1559
    • MSK20484
    • NSC11782
    • Tox21_400074
    • D-allethrolone d-trans-chrysanthemate
    • ENT 16275
    • ENT 17510
    • AKOS015900219
    • EBC-618389
    • NCGC00163953-01
    • NCGC00163953-02
    • NCGC00163953-04
    • NCGC00164471-01
    • AS-11751
    • CAS-584-79-2
    • Cyclopropanecarboxylic acid, 2,2-dimethyl-3-(2-methyl-1-propenyl)-, 2-methyl-4-oxo-3-(2-propenyl)-2-cyclopenten-1-yl ester, [1R-[1.alpha.(S*),3.beta.]]-
    • DB-047389
    • ()-Allerethonyl ()-cis,trans-chrysanthemate
    • CS-0013441
    • NS00008969
    • Allethrin, PESTANAL(R), analytical standard
    • Esbiothrin, PESTANAL(R), analytical standard
    • D07530
    • H54861
    • Bioallethrin, PESTANAL(R), analytical standard
    • 584A792
    • Q1851694
    • (.+-.)-Allelrethonyl (.+-.)-cis,trans-chrysanthemate
    • (+)-trans-Chrysanthemumic acid ester of (.+-.)-allethrolone
    • WLN: L5V BUTJ B2U1 C1 DOV- BL3TJ A1 A1 C1UY1&1
    • 2-Allyl-4-hydroxy-3-methyl-2-cyclopenten-1-one ester of 2,2-dimethyl-3-(2-methyl propenyl) cyclopropane carboxylic acid
    • 2-methyl-4-oxo-3-(prop-2-en-1-yl)cyclopent-2-en-1-yl 2,2-dimethyl-3-(2-methylprop-1-en-1-yl)cyclopropanecarboxylate
    • 3-Allyl-2-methyl-4-oxo-2-cyclopenten-1-yl 2,2-dimethyl-3-(2-methyl-1-propenyl)cyclopropanecarboxylate, (1R-(1.alpha.(S*),3.beta.))-
    • 3-allyl-2-methyl-4-oxocyclopent-2-en-1-yl 2,2-dimethyl-3-(2-methylprop-1-en-1-yl)cyclopropanecarboxylate
    • Cyclopropanecarboxylic acid, 2,2-dimethyl-3-(2-methylpropenyl)-, ester with 2-allyl-4-hydroxy-3-methyl-2-cyclopenten-1-one
    • Cyclopropanecarboxylic acid,2-dimethyl-3-(2-methyl-1-propenyl)-, 2-methyl-4-oxo-3-(2-propenyl)-2-cyclopenten-1-yl ester (VA
    • Cyclopropanecarboxylic acid,2-dimethyl-3-(2-methyl-1-propenyl)-, 2-methyl-4-oxo-3-(2-propenyl)-2-cyclopenten-1-yl ester, d-trans-
    • Cyclopropanecarboxylic acid,2-dimethyl-3-(2-methyl-1-propenyl)-, 2-methyl-4-oxo-3-(2-propenyl)-2-cyclopentene-1-yl ester
    • Cyclopropanecarboxylic acid,2-dimethyl-3-(2-methylpropenyl)-, ester with 2-allyl-4-hydroxy-3-methyl-2-cyclopenten-1-one
    • D-trans-Allethrin, (S)-3-Allyl-2-methyl-4-oxocyclopent-2-enyl-(1R,3R)-2,2-dimethyl-3-(2-methyl-prop-1-enyl)cyclopropancarboxylate
    • 584-79-2

  • Applications

    Allethrins are synthetic pyrethroids (CAS 584-79-2) that act as fast-acting contact insecticides by disrupting insect nervous system function. In practice, they appear in household pest control products such as aerosols, liquids, mosquito coils and vaporizers; in public health vector-control formulations targeting mosquitoes and other biting insects; in agricultural and stored-product pest control sprays for crops and facilities; and in industrial or warehouse pest-control treatments to protect premises from infestation. Formulations are commonly paired with synergists such as piperonyl butoxide, and use is subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 431.32
    methanol 278.02
    isopropanol 510.89
    water 0.16
    ethyl acetate 634.25
    n-propanol 422.43
    acetone 827.9
    n-butanol 418.28
    acetonitrile 309.66
    DMF 894.21
    toluene 275.0
    isobutanol 407.65
    1,4-dioxane 786.06
    methyl acetate 623.56
    THF 1642.85
    2-butanone 786.46
    n-pentanol 319.02
    sec-butanol 520.06
    n-hexane 33.11
    ethylene glycol 56.79
    NMP 768.64
    cyclohexane 35.29
    DMSO 443.86
    n-butyl acetate 404.36
    n-octanol 168.28
    chloroform 1276.01
    n-propyl acetate 429.43
    acetic acid 398.67
    dichloromethane 902.18
    cyclohexanone 816.23
    propylene glycol 162.6
    isopropyl acetate 563.72
    DMAc 916.05
    2-ethoxyethanol 469.85
    isopentanol 461.21
    n-heptane 15.31
    ethyl formate 283.11
    1,2-dichloroethane 631.65
    n-hexanol 346.75
    2-methoxyethanol 657.46
    isobutyl acetate 354.15
    tetrachloromethane 117.67
    n-pentyl acetate 309.76
    transcutol 1003.47
    n-heptanol 167.91
    ethylbenzene 177.6
    MIBK 514.06
    2-propoxyethanol 701.64
    tert-butanol 582.23
    MTBE 606.14
    2-butoxyethanol 361.59
    propionic acid 320.89
    o-xylene 163.38
    formic acid 102.98
    diethyl ether 504.93
    m-xylene 211.22
    p-xylene 236.44
    chlorobenzene 353.42
    dimethyl carbonate 274.87
    n-octane 10.71
    formamide 168.16
    cyclopentanone 1049.57
    2-pentanone 667.43
    anisole 371.66
    cyclopentyl methyl ether 659.89
    gamma-butyrolactone 970.05
    1-methoxy-2-propanol 729.82
    pyridine 534.51
    3-pentanone 443.12
    furfural 562.07
    n-dodecane 10.89
    diethylene glycol 399.19
    diisopropyl ether 196.77
    tert-amyl alcohol 519.65
    acetylacetone 712.7
    n-hexadecane 12.69
    acetophenone 361.43
    methyl propionate 510.24
    isopentyl acetate 449.93
    trichloroethylene 1249.38
    n-nonanol 158.24
    cyclohexanol 381.31
    benzyl alcohol 284.39
    2-ethylhexanol 189.3
    isooctanol 163.58
    dipropyl ether 182.23
    1,2-dichlorobenzene 308.97
    ethyl lactate 211.47
    propylene carbonate 566.02
    n-methylformamide 315.74
    2-pentanol 382.4
    n-pentane 30.19
    1-propoxy-2-propanol 439.39
    1-methoxy-2-propyl acetate 537.51
    2-(2-methoxypropoxy) propanol 357.02
    mesitylene 118.57
    ε-caprolactone 724.95
    p-cymene 89.01
    epichlorohydrin 1268.79
    1,1,1-trichloroethane 697.05
    2-aminoethanol 167.36
    morpholine-4-carbaldehyde 754.4
    sulfolane 799.63
    2,2,4-trimethylpentane 28.23
    2-methyltetrahydrofuran 1087.65
    n-hexyl acetate 443.62
    isooctane 22.98
    2-(2-butoxyethoxy)ethanol 441.81
    sec-butyl acetate 371.0
    tert-butyl acetate 570.61
    decalin 36.18
    glycerin 187.41
    diglyme 676.83
    acrylic acid 243.53
    isopropyl myristate 164.05
    n-butyric acid 484.04
    acetyl acetate 384.73
    di(2-ethylhexyl) phthalate 160.49
    ethyl propionate 364.14
    nitromethane 646.48
    1,2-diethoxyethane 396.62
    benzonitrile 302.6
    trioctyl phosphate 115.5
    1-bromopropane 415.1
    gamma-valerolactone 1054.51
    n-decanol 116.03
    triethyl phosphate 138.87
    4-methyl-2-pentanol 272.3
    propionitrile 315.7
    vinylene carbonate 443.99
    1,1,2-trichlorotrifluoroethane 606.99
    DMS 397.08
    cumene 127.28
    2-octanol 140.75
    2-hexanone 442.12
    octyl acetate 210.35
    limonene 127.56
    1,2-dimethoxyethane 681.67
    ethyl orthosilicate 136.78
    tributyl phosphate 142.19
    diacetone alcohol 578.65
    N,N-dimethylaniline 237.91
    acrylonitrile 328.09
    aniline 315.36
    1,3-propanediol 312.25
    bromobenzene 368.83
    dibromomethane 590.7
    1,1,2,2-tetrachloroethane 990.07
    2-methyl-cyclohexyl acetate 270.83
    tetrabutyl urea 178.04
    diisobutyl methanol 118.03
    2-phenylethanol 323.22
    styrene 188.92
    dioctyl adipate 208.72
    dimethyl sulfate 368.34
    ethyl butyrate 257.27
    methyl lactate 282.0
    butyl lactate 230.68
    diethyl carbonate 182.37
    propanediol butyl ether 304.92
    triethyl orthoformate 188.15
    p-tert-butyltoluene 86.98
    methyl 4-tert-butylbenzoate 312.68
    morpholine 950.55
    tert-butylamine 323.73
    n-dodecanol 86.03
    dimethoxymethane 709.1
    ethylene carbonate 394.72
    cyrene 337.02
    2-ethoxyethyl acetate 443.71
    2-ethylhexyl acetate 332.76
    1,2,4-trichlorobenzene 392.13
    4-methylpyridine 671.4
    dibutyl ether 179.67
    2,6-dimethyl-4-heptanol 118.03
    DEF 519.17
    dimethyl isosorbide 551.83
    tetrachloroethylene 469.64
    eugenol 273.9
    triacetin 394.03
    span 80 290.96
    1,4-butanediol 146.29
    1,1-dichloroethane 787.48
    2-methyl-1-pentanol 342.34
    methyl formate 258.77
    2-methyl-1-butanol 429.3
    n-decane 18.63
    butyronitrile 348.45
    3,7-dimethyl-1-octanol 195.97
    1-chlorooctane 113.43
    1-chlorotetradecane 44.12
    n-nonane 16.12
    undecane 13.81
    tert-butylcyclohexane 37.1
    cyclooctane 13.46
    cyclopentanol 446.79
    tetrahydropyran 800.16
    tert-amyl methyl ether 426.67
    2,5,8-trioxanonane 434.38
    1-hexene 149.05
    2-isopropoxyethanol 426.99
    2,2,2-trifluoroethanol 169.16
    methyl butyrate 436.61

    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