Tetramethrin

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  • Identifiers

    CAS number
    7696-12-0

    Molecular formula
    C19H25NO4

    SMILES
    CC(=CC1C(C1(C)C)C(=O)OCN2C(=O)C3=C(C2=O)CCCC3)C

    Safety labels

    Irritant
    Irritant

    Health Hazard
    Health

    Environmental Hazard
    Environmental

  • Odor profile

    Fragrance
    Herbal 50.39%
    Mint 40.44%
    Woody 39.31%
    Odorless 31.81%
    Cooling 29.61%
    Fruity 29.56%
    Fresh 28.35%
    Spicy 27.9%
    Green 26.25%
    Sweet 24.99%

     

    Flavor
    Bitter 88.48%
    Odorless 23.82%
    Bland 21.7%
    Cedarleaf 20.5%
    Lovage 19.31%
    Heather 19.02%
    Parsley 18.69%
    Broom 18.67%
    Ripe apricot 18.58%
    Sweet-like 18.48%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    4.7

    pKa est.
    6.96 (neutral)

    Molecular weight
    331.4 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Melting point expt.

    • 68-70 °C
    • MP: 60-80 °C /Technical/
    • 60-80 °C

    Boiling point

    • 180-190 °C at 0.1 mm Hg

    Flash point

    • 150.84 ˚C est.

    Solubility expt.

    • Methanol (53 g/kg), hexane (20 g/kg), xylene (1 g/kg), acetone, toluene.
    • In acetone, ethanol, methanol, hexane, n-octanol all >2 g/100 mL
    • In water, 1.83 mg/L at 25 °C.
    • Solubility in water: none
    • Solubility in water: none

  • Synonyms

    • Tetramethrin
    • 7696-12-0
    • Phthalthrin
    • Neopinamine
    • Neo-pynamin
    • d-Tetramethrin
    • Bioneopynamin
    • Tetramethrin [INN]
    • Tetramethrine
    • Tetrametrina
    • Insectol
    • Neopinamin
    • d-Phthalthrin
    • Neopynamin forte
    • Weo-Pynamin
    • Py-Kill
    • Tetramethrin [ISO]
    • Niagara nia-9260
    • Caswell No. 844
    • Sumitomo SP-1103
    • Tetramethrinum [Latin]
    • (1,3-dioxo-4,5,6,7-tetrahydroisoindol-2-yl)methyl 2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropane-1-carboxylate
    • Tetramethrine [ISO-French]
    • Killgerm py-kill w
    • Tetramethrin racemic
    • Tetramethrin (INN)
    • CCRIS 3284
    • DTXSID6032649
    • UNII-Z72930Q46K
    • CHEBI:39397
    • HSDB 6738
    • FMC-9260
    • NIA-9260
    • EINECS 231-711-6
    • ENT 27339
    • TETRAMETHRIN [MI]
    • 66525-27-7
    • EPA Pesticide Chemical Code 069003
    • NSC 190939
    • TETRAMETHRIN [HSDB]
    • Z72930Q46K
    • SP-1103
    • TETRAMETHRIN [MART.]
    • TETRAMETHRIN [WHO-DD]
    • AI3-27339
    • DTXCID4012649
    • 2,3,4,5-Tetrahydrophthalimidomethylchrysanthemate
    • Tetramethrin [INN:ANSI:BSI:ISO]
    • (1-Cyclohexane-1,2-dicarboximido)methyl chrysanthemumate
    • N-(Chrysanthemoxymethyl)-1-cyclohexene-1,2-dicarboximide
    • NCGC00168352-01
    • Tetramethrinum (Latin)
    • Tetramethrin 10 microg/mL in Cyclohexane
    • Tetramethrin; Phthalthrin
    • 3,4,5,6-Tetrahydrophthalimidomethyl (+-)-cis-trans-chrysanthemate
    • N-(3,4,5,6-Tetrahydrophthalimide)methyl-cis,trans-chrysanthemate
    • Cyclohex-1-ene-1,2-dicarboximidomethyl (+-)-cis-trans-chrysanthemate
    • N-(3,4,5,6-Tetrahydrophthalimido)-methyl dl-cis-trans-chrysanthemate
    • 3,4,5,6-Tetrahydro-phthalimidomethylester der dl-cis-trans-chrysanthemumsaeure
    • Tetramethrine (ISO-French)
    • 1-(Cyclohexene-1,2-dicarboximido)methyl 2,2-dimethyl-3-(2-methylpropenyl)cyclopropanecarboxylate
    • 1-Cyclohexene-1,2-dicarboximidomethyl-2,2-dimethyl-3-(2-methylpropenyl)cyclopropane carboxylate
    • 3,4,5,6-Tetrahydro-phthalimidomethylester der dl-cis-trans-chrysanthemumsaeure [German]
    • 3,4,5,6-Tetrahydrophthalimidomethyl cis and trans dl chrysanthemummonocarboxylic acid
    • TETRAMETHRIN (MART.)
    • (1,3,4,5,6,7-Hexahydro-1,3-dioxo-2H-isoindol-2-yl) methyl 2,2-dimethyl-3-(2-methyl-1-propenyl)cyclopropanecarboxylate
    • 2,2-Dimethyl-3-(2-methylpropenyl)cyclopropanecarboxylic acid ester withN-(hydroxymethyl)-1-cyclohexene-1,2-dicarboximide
    • Cyclohex-1-ene-1,2-dicarboximidomethyl (1RS)-cis,trans-2,2-dimethyl-3-(2-methyl-prop-1-enyl)cyclopropane carboxylate
    • Cyclopropanecarboxylic acid, 2,2-dimethyl-3-(2-methyl-1-propenyl)-, (1,3,4,5,6,7-hexahydro-1,3-dioxo-2H-isoindol-2-yl)methyl ester
    • (1-Cyclohexene-1,2-dicarboximido)methyl chrysanthemate
    • (1-Cyclohexene-1,2-dicarboximido)methyl chrysanthemumate
    • Neopynamin
    • Tetramethrinum
    • Tetralate
    • Tetramethrin (INN:ANSI:BSI:ISO)
    • 1-CYCLOHEXENE-1,2-DICARBOXIMIDOMETHYL 2,2-DIMETHYL-3-(2-METHYLPROPENYL)CYCLOPROPANECARBOXYLATE
    • 2,2-DIMETHYL-3-(2-METHYLPROPENYL)CYCLOPROPANECARBOXYLIC ACID, ESTER WITH N-(HYDROXYMETHYL)-1-CYCLOHEXENE-1,2-DICARBOXIMIDE
    • CYCLOPROPANECARBOXYLIC ACID, 2,2-DIMETHYL-3-(2-METHYL-1-PROPEN-1-YL)-, (1,3,4,5,6,7-HEXAHYDRO-1,3-DIOXO-2H-ISOINDOL-2-YL)METHYL ESTER
    • Cyclopropanecarboxylic acid, 2,2-dimethyl-3-(2-methylpropenyl)-, ester with N-(hydroxymethyl)-1-cyclohexene-1,2-dicarboximide
    • Tetramethrin,racemic
    • CAS-7696-12-0
    • Tetramethrine [French]
    • Tetrametrina [Spanish]
    • SP 1103 forte
    • dPhthalthrin
    • dTetramethrin
    • Pykill
    • WeoPynamin
    • Cyclohexene-1-dicarboximidomethylchrysanthemate
    • etramethrin isomer
    • Tetramethrin isomer
    • Niagara nia9260
    • Sumitomo SP1103
    • Tetramethrin (Standard)
    • Maybridge1_001977
    • TETRAMETHRIN [INCI]
    • Oprea1_283726
    • SCHEMBL27009
    • MLS004712089
    • CHEMBL1788386
    • HMS547B19
    • P03BA04
    • (1,3-dioxo-1,3,4,5,6,7-hexahydro-2H-isoindol-2-yl)methyl (1R,3R)-2,2-dimethyl-3-(2-methylprop-1-en-1-yl)cyclopropane-1-carboxylate
    • (1,3-dioxo-2,3,4,5,6,7-hexahydro-1H-isoindol-2-yl)methyl (1R,3R)-2,2-dimethyl-3-(2-methylprop-1-en-1-yl)cyclopropane-1-carboxylate
    • HY-W040149R
    • MSK20206
    • Tox21_112623
    • Tox21_301017
    • CCG-51764
    • MFCD00084635
    • SP1103
    • AKOS015965024
    • Tox21_112623_1
    • USEPA/OPP Pesticide Code 069003
    • CS-W020889
    • DB13752
    • HY-W040149
    • KS-5080
    • NCGC00168352-02
    • NCGC00254919-01
    • 2,2-Dimethyl-3-(2-methyl-1-propenyl)cyclopropanecarboxylic acid (1,3,4,5,6,7-hexahydro-1,3-dioxo-2H-isoindol-2-yl)methyl ester
    • 2,2-dimethyl-3-(2-methylpropenyl)cyclopropanecarboxylic acid, ester with N-(hydroxymethyl)-1-cyclo hexene 1,2-dicarboximide
    • DA-78354
    • SMR001825216
    • NS00099485
    • C18373
    • D07368
    • E78274

  • Applications

    Tetramethrin is a synthetic pyrethroid insecticide used in a range of consumer and professional pest-control formulations. In household products it appears in aerosol sprays, foggers, and surface sprays to control flying and crawling insects such as mosquitoes, ants, cockroaches, and flies. In agriculture and horticulture it is formulated for greenhouse and field crop protection against pests (aphids, caterpillars, and other nuisances) either as standalone products or in combination with synergists such as piperonyl butoxide. In public health and vector-control programs, tetramethrin-containing formulations may be used in targeted indoor applications to reduce nuisance insects. In stored-product protection, it is included in formulations for protecting grains, cereals, and stored commodities from beetles and moths. It can function as a synergized component in multi-active pest-control products to improve efficacy, and is typically used subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 76.55
    methanol 64.34
    isopropanol 79.41
    water 0.15
    ethyl acetate 134.48
    n-propanol 74.43
    acetone 207.08
    n-butanol 72.28
    acetonitrile 141.08
    DMF 337.67
    toluene 38.64
    isobutanol 63.32
    1,4-dioxane 154.71
    methyl acetate 156.87
    THF 356.29
    2-butanone 179.91
    n-pentanol 52.2
    sec-butanol 74.27
    n-hexane 1.58
    ethylene glycol 29.61
    NMP 336.4
    cyclohexane 2.25
    DMSO 202.13
    n-butyl acetate 77.34
    n-octanol 25.18
    chloroform 414.9
    n-propyl acetate 84.99
    acetic acid 191.04
    dichloromethane 307.99
    cyclohexanone 204.25
    propylene glycol 54.66
    isopropyl acetate 101.45
    DMAc 330.47
    2-ethoxyethanol 120.57
    isopentanol 70.72
    n-heptane 1.08
    ethyl formate 86.17
    1,2-dichloroethane 180.93
    n-hexanol 49.01
    2-methoxyethanol 213.36
    isobutyl acetate 65.39
    tetrachloromethane 27.96
    n-pentyl acetate 67.78
    transcutol 241.1
    n-heptanol 30.72
    ethylbenzene 21.12
    MIBK 97.2
    2-propoxyethanol 165.38
    tert-butanol 83.14
    MTBE 58.13
    2-butoxyethanol 98.31
    propionic acid 114.47
    o-xylene 22.59
    formic acid 88.69
    diethyl ether 57.32
    m-xylene 25.83
    p-xylene 30.12
    chlorobenzene 87.25
    dimethyl carbonate 109.35
    n-octane 0.87
    formamide 134.69
    cyclopentanone 330.92
    2-pentanone 146.68
    anisole 67.26
    cyclopentyl methyl ether 96.76
    gamma-butyrolactone 375.19
    1-methoxy-2-propanol 190.25
    pyridine 164.15
    3-pentanone 100.79
    furfural 274.11
    n-dodecane 1.01
    diethylene glycol 134.4
    diisopropyl ether 16.49
    tert-amyl alcohol 69.33
    acetylacetone 206.78
    n-hexadecane 1.2
    acetophenone 92.42
    methyl propionate 136.54
    isopentyl acetate 84.38
    trichloroethylene 508.2
    n-nonanol 25.75
    cyclohexanol 62.33
    benzyl alcohol 74.87
    2-ethylhexanol 26.42
    isooctanol 27.55
    dipropyl ether 22.27
    1,2-dichlorobenzene 89.21
    ethyl lactate 74.53
    propylene carbonate 198.42
    n-methylformamide 163.29
    2-pentanol 49.6
    n-pentane 1.74
    1-propoxy-2-propanol 100.07
    1-methoxy-2-propyl acetate 129.32
    2-(2-methoxypropoxy) propanol 103.6
    mesitylene 13.23
    ε-caprolactone 199.62
    p-cymene 14.08
    epichlorohydrin 479.29
    1,1,1-trichloroethane 167.9
    2-aminoethanol 57.9
    morpholine-4-carbaldehyde 294.16
    sulfolane 378.26
    2,2,4-trimethylpentane 1.88
    2-methyltetrahydrofuran 177.41
    n-hexyl acetate 89.85
    isooctane 1.34
    2-(2-butoxyethoxy)ethanol 123.82
    sec-butyl acetate 61.98
    tert-butyl acetate 98.98
    decalin 2.36
    glycerin 94.5
    diglyme 182.09
    acrylic acid 127.94
    isopropyl myristate 30.44
    n-butyric acid 145.59
    acetyl acetate 114.51
    di(2-ethylhexyl) phthalate 49.83
    ethyl propionate 80.98
    nitromethane 364.52
    1,2-diethoxyethane 65.03
    benzonitrile 106.07
    trioctyl phosphate 30.63
    1-bromopropane 68.18
    gamma-valerolactone 406.54
    n-decanol 18.78
    triethyl phosphate 34.97
    4-methyl-2-pentanol 35.07
    propionitrile 104.75
    vinylene carbonate 185.98
    1,1,2-trichlorotrifluoroethane 314.13
    DMS 115.03
    cumene 15.16
    2-octanol 21.76
    2-hexanone 87.14
    octyl acetate 42.99
    limonene 17.82
    1,2-dimethoxyethane 150.85
    ethyl orthosilicate 30.52
    tributyl phosphate 37.14
    diacetone alcohol 147.08
    N,N-dimethylaniline 41.45
    acrylonitrile 164.1
    aniline 77.87
    1,3-propanediol 95.91
    bromobenzene 85.74
    dibromomethane 154.33
    1,1,2,2-tetrachloroethane 332.69
    2-methyl-cyclohexyl acetate 59.86
    tetrabutyl urea 51.0
    diisobutyl methanol 16.78
    2-phenylethanol 82.61
    styrene 24.86
    dioctyl adipate 51.61
    dimethyl sulfate 186.6
    ethyl butyrate 49.8
    methyl lactate 120.88
    butyl lactate 73.35
    diethyl carbonate 40.36
    propanediol butyl ether 85.95
    triethyl orthoformate 39.16
    p-tert-butyltoluene 13.01
    methyl 4-tert-butylbenzoate 88.11
    morpholine 206.2
    tert-butylamine 35.77
    n-dodecanol 13.67
    dimethoxymethane 186.52
    ethylene carbonate 142.46
    cyrene 133.19
    2-ethoxyethyl acetate 115.95
    2-ethylhexyl acetate 60.26
    1,2,4-trichlorobenzene 127.08
    4-methylpyridine 165.14
    dibutyl ether 21.39
    2,6-dimethyl-4-heptanol 16.78
    DEF 132.22
    dimethyl isosorbide 178.01
    tetrachloroethylene 160.89
    eugenol 96.96
    triacetin 115.1
    span 80 82.05
    1,4-butanediol 44.84
    1,1-dichloroethane 185.55
    2-methyl-1-pentanol 50.41
    methyl formate 127.59
    2-methyl-1-butanol 66.61
    n-decane 1.62
    butyronitrile 94.17
    3,7-dimethyl-1-octanol 29.48
    1-chlorooctane 13.59
    1-chlorotetradecane 5.4
    n-nonane 1.32
    undecane 1.25
    tert-butylcyclohexane 2.03
    cyclooctane 0.83
    cyclopentanol 91.26
    tetrahydropyran 110.4
    tert-amyl methyl ether 47.5
    2,5,8-trioxanonane 130.34
    1-hexene 10.11
    2-isopropoxyethanol 95.58
    2,2,2-trifluoroethanol 109.66
    methyl butyrate 100.48

    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