Tebufenpyrad

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  • Identifiers

    CAS number
    119168-77-3

    Molecular formula
    C18H24ClN3O

    SMILES
    CCC1=NN(C(=C1Cl)C(=O)NCC2=CC=C(C=C2)C(C)(C)C)C

    Safety labels

    Acute Toxic
    Acute Toxic

    Health Hazard
    Health

    Environmental Hazard
    Environmental

  • Odor profile

    Fragrance
    Odorless 34.25%
    Animal 28.74%
    Fruity 26.63%
    Cooling 26.5%
    Musk 25.6%
    Mint 24.75%
    Dry 24.63%
    Grape 22.48%
    Grapefruit 22.37%
    Woody 21.96%

     

    Flavor
    Bitter 58.05%
    Odorless 28.1%
    Bland 24.0%
    Mild 22.86%
    Green pepper 20.57%
    Cedarleaf 20.32%
    Carrot 19.95%
    Syrup 19.93%
    Parsley 19.58%
    Broom 19.49%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    4.5

    pKa est.
    5.85 (weak acid)

    Molecular weight
    333.9 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    511°C

    Melting point expt.

    • 64-66 °C; 61-62 °C /Technical/

    Flash point

    • 179.87 ˚C est.

    Solubility expt.

    • In water, 2.61 mg/L at 25 °C
    • Solubility in water = 2.61 ppm at pH 5.9, 3.21 ppm at pH 4, 2.39 ppm at pH 7, and 2.32 ppm at pH 10 /Technical product/
    • Solubility (mg/L at 25 °C): in hexane 255; toluene 772; dichloromethane 1044; acetone 819; methanol 818; acetonitrile 785

  • Synonyms

    • Tebufenpyrad
    • 119168-77-3
    • Pyranica
    • 4-Chloro-N-((4-(1,1-dimethylethyl)phenyl)methyl)-3-ethyl-1-methyl-1H-pyrazole-5-carboxamide
    • AC 801757
    • MK 239
    • DTXSID0034223
    • IRU3P7ZB3F
    • 1H-Pyrazole-5-carboxamide, 4-chloro-N-[[4-(1,1-dimethylethyl)phenyl]methyl]-3-ethyl-1-methyl-
    • N-(4-t-Butylbenzyl)-4-chloro-3-ethyl-1-methylpyrazole-5-carboxamide
    • 1H-Pyrazole-5-carboxamide, 4-chloro-N-((4-(1,1-dimethylethyl)phenyl)methyl)-3-ethyl-1-methyl-
    • MK-239
    • CHEBI:9422
    • DTXCID8014223
    • N-(4-tert-butylbenzyl)-4-chloro-3-ethyl-1-methyl-1H-pyrazole-5-carboxamide
    • 4-Chloro-N-[[4-(1,1-dimethylethyl)phenyl]methyl]-3-ethyl-1-methyl-1H-pyrazole-5-carboxamide
    • N-[(4-tert-butylphenyl)methyl]-4-chloro-3-ethyl-1-methyl-1H-pyrazole-5-carboxamide
    • N-((4-tert-butylphenyl)methyl)-4-chloro-3-ethyl-1-methyl-1H-pyrazole-5-carboxamide
    • RefChem:891268
    • 601-585-0
    • Tebufenpyrad [ISO]
    • Fenpyrad
    • N-(4-(tert-Butyl)benzyl)-4-chloro-3-ethyl-1-methyl-1H-pyrazole-5-carboxamide
    • N-[(4-tert-butylphenyl)methyl]-4-chloro-5-ethyl-2-methylpyrazole-3-carboxamide
    • MFCD01632408
    • Tebufenpyrad 10 microg/mL in Cyclohexane
    • Tebufenpyrad 10 microg/mL in Acetonitrile
    • Tebufenpyrad 100 microg/mL in Cyclohexane
    • MK239
    • HSDB 7271
    • UNII-IRU3P7ZB3F
    • N-(4-tert-Butylbenzyl)-4-chloro-3-ethyl-1-methylpyrazole-5-carboxamide
    • 4-Chloro-N-(4-tert-butylbenzyl)-3-ethyl-1-methyl-1H-pyrazole-5-carboxamide
    • TEBUFENPYRAD [MI]
    • TEBUFENPYRAD [HSDB]
    • SCHEMBL26848
    • orb1302852
    • CHEMBL1897070
    • ZZYSLNWGKKDOML-UHFFFAOYSA-
    • GLXC-15185
    • HY-B1914
    • MSK20304
    • Tox21_301038
    • AKOS015895772
    • FT28018
    • MSK20304-1000M
    • N-[(4-tert-butylphenyl)methyl]-4-chloro-5-ethyl-2-methyl-pyrazole-3-carboxamide
    • NCGC00168338-01
    • NCGC00168338-02
    • NCGC00254940-01
    • AS-12374
    • CAS-119168-77-3
    • CS-0013972
    • NS00000189
    • Tebufenpyrad Solution in Methanol, 1000ug/mL
    • Tebufenpyrad, PESTANAL(R), analytical standard
    • 168T773
    • Q285594
    • N-(p-tert-butylbenzyl)-4-chloro-3-ethyl-1-methylpyrazole-5-carboxamide
    • InChI=1/C18H24ClN3O/c1-6-14-15(19)16(22(5)21-14)17(23)20-11-12-7-9-13(10-8-12)18(2,3)4/h7-10H,6,11H2,1-5H3,(H,20,23)
    • 119168-77-3

  • Applications

    Tebufenpyrad (CAS 119168-77-3) is an active ingredient used in insecticide formulations for crop protection to guard crops against pests. Typical applications include foliar and soil/granular formulations for field crops, fruits, and vegetables; seed treatment to protect germinating seeds from pests; use in greenhouse or other controlled-environment production systems to manage pest pressure; may be used in formulations for stored-product pest control; and may serve as an intermediate in the synthesis of other pesticides or specialty chemicals.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 80.24
    methanol 84.58
    isopropanol 49.21
    water 0.1
    ethyl acetate 132.78
    n-propanol 87.61
    acetone 180.94
    n-butanol 86.78
    acetonitrile 62.39
    DMF 272.46
    toluene 159.93
    isobutanol 73.35
    1,4-dioxane 167.42
    methyl acetate 120.12
    THF 472.11
    2-butanone 191.0
    n-pentanol 76.59
    sec-butanol 67.23
    n-hexane 1.62
    ethylene glycol 10.83
    NMP 293.94
    cyclohexane 3.92
    DMSO 124.93
    n-butyl acetate 86.52
    n-octanol 22.94
    chloroform 781.99
    n-propyl acetate 86.69
    acetic acid 111.56
    dichloromethane 691.36
    cyclohexanone 321.08
    propylene glycol 27.56
    isopropyl acetate 80.94
    DMAc 313.75
    2-ethoxyethanol 113.13
    isopentanol 74.83
    n-heptane 1.62
    ethyl formate 92.43
    1,2-dichloroethane 315.73
    n-hexanol 65.75
    2-methoxyethanol 155.86
    isobutyl acetate 71.73
    tetrachloromethane 54.4
    n-pentyl acetate 81.01
    transcutol 175.42
    n-heptanol 42.29
    ethylbenzene 42.4
    MIBK 89.31
    2-propoxyethanol 143.66
    tert-butanol 50.37
    MTBE 59.13
    2-butoxyethanol 92.81
    propionic acid 76.19
    o-xylene 60.34
    formic acid 38.43
    diethyl ether 59.9
    m-xylene 77.04
    p-xylene 66.28
    chlorobenzene 237.18
    dimethyl carbonate 78.65
    n-octane 1.07
    formamide 65.11
    cyclopentanone 394.45
    2-pentanone 152.89
    anisole 93.7
    cyclopentyl methyl ether 155.3
    gamma-butyrolactone 350.66
    1-methoxy-2-propanol 125.46
    pyridine 280.81
    3-pentanone 126.27
    furfural 298.89
    n-dodecane 0.96
    diethylene glycol 85.16
    diisopropyl ether 15.6
    tert-amyl alcohol 58.99
    acetylacetone 167.05
    n-hexadecane 1.18
    acetophenone 118.63
    methyl propionate 133.54
    isopentyl acetate 85.78
    trichloroethylene 759.15
    n-nonanol 24.7
    cyclohexanol 98.07
    benzyl alcohol 121.15
    2-ethylhexanol 37.67
    isooctanol 36.69
    dipropyl ether 28.24
    1,2-dichlorobenzene 189.07
    ethyl lactate 50.12
    propylene carbonate 197.0
    n-methylformamide 118.27
    2-pentanol 47.23
    n-pentane 1.62
    1-propoxy-2-propanol 87.37
    1-methoxy-2-propyl acetate 108.64
    2-(2-methoxypropoxy) propanol 69.41
    mesitylene 30.17
    ε-caprolactone 235.33
    p-cymene 25.05
    epichlorohydrin 490.15
    1,1,1-trichloroethane 266.97
    2-aminoethanol 37.78
    morpholine-4-carbaldehyde 249.53
    sulfolane 309.45
    2,2,4-trimethylpentane 2.64
    2-methyltetrahydrofuran 246.45
    n-hexyl acetate 77.41
    isooctane 1.58
    2-(2-butoxyethoxy)ethanol 84.94
    sec-butyl acetate 60.75
    tert-butyl acetate 77.88
    decalin 3.36
    glycerin 36.21
    diglyme 152.08
    acrylic acid 77.55
    isopropyl myristate 24.6
    n-butyric acid 121.24
    acetyl acetate 90.51
    di(2-ethylhexyl) phthalate 46.64
    ethyl propionate 72.22
    nitromethane 183.48
    1,2-diethoxyethane 68.03
    benzonitrile 133.15
    trioctyl phosphate 27.44
    1-bromopropane 123.92
    gamma-valerolactone 394.25
    n-decanol 16.99
    triethyl phosphate 35.48
    4-methyl-2-pentanol 30.46
    propionitrile 80.73
    vinylene carbonate 182.87
    1,1,2-trichlorotrifluoroethane 250.44
    DMS 84.76
    cumene 26.32
    2-octanol 26.74
    2-hexanone 95.84
    octyl acetate 36.59
    limonene 32.72
    1,2-dimethoxyethane 144.33
    ethyl orthosilicate 35.02
    tributyl phosphate 29.47
    diacetone alcohol 96.61
    N,N-dimethylaniline 60.63
    acrylonitrile 111.02
    aniline 159.9
    1,3-propanediol 64.78
    bromobenzene 244.29
    dibromomethane 362.2
    1,1,2,2-tetrachloroethane 521.79
    2-methyl-cyclohexyl acetate 68.9
    tetrabutyl urea 42.11
    diisobutyl methanol 18.46
    2-phenylethanol 112.43
    styrene 56.4
    dioctyl adipate 44.37
    dimethyl sulfate 122.25
    ethyl butyrate 60.39
    methyl lactate 65.65
    butyl lactate 65.51
    diethyl carbonate 43.29
    propanediol butyl ether 66.24
    triethyl orthoformate 44.48
    p-tert-butyltoluene 21.91
    methyl 4-tert-butylbenzoate 82.46
    morpholine 234.45
    tert-butylamine 25.93
    n-dodecanol 11.91
    dimethoxymethane 176.16
    ethylene carbonate 144.79
    cyrene 121.44
    2-ethoxyethyl acetate 116.34
    2-ethylhexyl acetate 72.94
    1,2,4-trichlorobenzene 228.03
    4-methylpyridine 304.56
    dibutyl ether 21.37
    2,6-dimethyl-4-heptanol 18.46
    DEF 141.5
    dimethyl isosorbide 148.13
    tetrachloroethylene 293.42
    eugenol 93.52
    triacetin 77.64
    span 80 63.38
    1,4-butanediol 43.24
    1,1-dichloroethane 290.43
    2-methyl-1-pentanol 74.39
    methyl formate 105.88
    2-methyl-1-butanol 83.29
    n-decane 1.72
    butyronitrile 87.05
    3,7-dimethyl-1-octanol 25.78
    1-chlorooctane 16.13
    1-chlorotetradecane 5.5
    n-nonane 1.39
    undecane 1.24
    tert-butylcyclohexane 3.23
    cyclooctane 1.17
    cyclopentanol 116.15
    tetrahydropyran 191.44
    tert-amyl methyl ether 54.77
    2,5,8-trioxanonane 101.57
    1-hexene 14.93
    2-isopropoxyethanol 89.02
    2,2,2-trifluoroethanol 57.56
    methyl butyrate 96.62

    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