Profluralin

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  • Identifiers

    CAS number
    26399-36-0

    Molecular formula
    C14H16F3N3O4

    SMILES
    CCCN(CC1CC1)C2=C(C=C(C=C2[N+](=O)[O-])C(F)(F)F)[N+](=O)[O-]

    Safety labels

    Irritant
    Irritant

    Environmental Hazard
    Environmental

  • Odor profile

    Fragrance
    Odorless 50.74%
    Sweet 34.58%
    Musk 25.72%
    Cooling 25.16%
    Animal 24.4%
    Milky 22.58%
    Fatty 22.33%
    Savory 21.4%
    Grape 20.62%
    Dry 20.6%

     

    Flavor
    Bitter 71.44%
    Odorless 47.11%
    Bland 30.04%
    Mild 23.07%
    Sweet-like 20.36%
    Nitrile 19.5%
    Cedarleaf 19.02%
    Oriental 18.17%
    Heather 17.95%
    Bread crust 17.91%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    5.2

    pKa est.
    9.05 (weak base)

    Molecular weight
    347.29 g/mol

    Melting point expt.

    • 32.1 to 32.5 °C

    Flash point

    • 131.01 ˚C est.

    Solubility expt.

    • O.1 PPM IN WATER AT 27 °C; GREATER THAN 1 G/G OF ACETONE
    • GREATER THAN 1 G/G OF XYLENE, ETHANOL, ULTRACENE, SINCLAIR 90, N-HEXANE, AROMATIC AND ALIPHATIC HYDROCARBONS, KETONES; GREATER THAN 1 G/3 G OF LOWER ALCOHOLS
    • Readily soluble in most organic solvents
    • In water = 0.1 mg/L at 20 °C

  • Synonyms

    • PROFLURALIN
    • 26399-36-0
    • Profluraline
    • Pregard
    • Tolban
    • Caswell No. 271BB
    • Benzenamine, N-(cyclopropylmethyl)-2,6-dinitro-N-propyl-4-(trifluoromethyl)-
    • Profluraline [ISO-French]
    • AI3-62694
    • Profluralin [ANSI:BSI:ISO]
    • HSDB 3923
    • EINECS 247-656-6
    • CGA 10832
    • SGA 10832
    • UNII-36W2L722UX
    • BRN 2179006
    • DTXSID2044559
    • 36W2L722UX
    • PROFLURALIN [MI]
    • B 4576
    • PROFLURALIN [ISO]
    • PROFLURALIN [HSDB]
    • N-(Cyclopropylmethyl)-2,6-dinitro-n-propyl-4-(trifluoromethyl)aniline
    • CG-10832
    • p-Toluidine, N-(cyclopropylmethyl)-2,6-dinitro-N-propyl-alpha,alpha,alpha-trifluoro-
    • DTXCID0024559
    • CHEBI:82191
    • N-Cyclopropylmethyl-N-n-propyl-4-trifluoromethyl-2,6-dinitroaniline
    • N-(Cyclopropylmethyl)-2,6-dinitro-N-propyl-4-(trifluoromethyl)benzenamine
    • CGA-10832
    • SGA-10832
    • p-Toluidine, N-(cyclopropylmethyl)-.alpha.,.alpha.,.alpha.-trifluoro-2,6-dinitro-N-propyl-
    • ER 5461
    • ER-5461
    • B-4576
    • Profluraline (ISO-French)
    • Profluralin (ANSI:BSI:ISO)
    • N-CYCLOPROPYLMETHYL-N-PROPYL-4-TRIFLUOROMETHYL-2,6-DINITROANILINE
    • N-CYCLOPROPYLMETHYL-.ALPHA.,.ALPHA.,.ALPHA.-TRIFLUORO-2,6-DINITRO-N-PROPYL-P-TOLUIDINE
    • ER5461
    • EPA Pesticide Chemical Code 106601
    • GA-10832
    • N-Cyclopropylmethyl-2,6-dinitro-N-propyl-4-trifluoromethylaniline
    • N-(Cyclopropylmethyl)-alpha,alpha,alpha-trifluoro-2,6-dinitro-N-propyl-p-toluidine
    • p-Toluidine, N-(cyclopropylmethyl)-alpha,alpha,alpha-trifluoro-2,6-dinitro-N-propyl-
    • SCHEMBL54045
    • CHEMBL1256764
    • Tox21_301566
    • AKOS040744784
    • GA10832
    • USEPA/OPP Pesticide Code: 106601
    • NCGC00255881-01
    • DA-77084
    • CAS-26399-36-0
    • HY-135466
    • CS-0113108
    • NS00021960
    • C19065
    • Profluralin, PESTANAL(R), analytical standard
    • Q15632821
    • NCyclopropylmethyl2,6dinitroNpropyl4trifluoromethylaniline
    • NCyclopropylmethylNnpropyl4trifluoromethyl2,6dinitroaniline
    • Benzenamine, N(cyclopropylmethyl)2,6dinitroNpropyl4(trifluoromethyl)
    • N(Cyclopropylmethyl)2,6dinitroNpropyl4(trifluoromethyl)benzenamine
    • N(Cyclopropylmethyl)alpha,alpha,alphatrifluoro2,6dinitroNpropylptoluidine
    • N-cyclopropylmethyl-2,6-dinitro -N-propyl-4-(trifluoromethyl)benzenamine
    • pToluidine, N(cyclopropylmethyl)alpha,alpha,alphatrifluoro2,6dinitroNpropyl
    • n-cyclopropylmethyl-alpha,alpha,alpha-trifluoro-2,6-dinitro-n-propyl-p-toluidine
    • P-TOLUIDINE, N-(CYCLOPROPYLMETHYL)-2,6-DINITRO-N-PROPYL-ALPHA,ALPHA,ALPHA-TRIFLUORO
    • 247-656-6

  • Applications

    Profluralin (CAS 26399-36-0) is a pre-emergence herbicide used in agriculture to suppress weed growth before germination and establishment. It is typically formulated as an active ingredient in crop protection products for pre-emergence weed control and is applied to soil prior to planting to reduce early-season weed pressure. Common crops treated include cereals, maize (corn), soybean, and canola, with formulations often blended with other herbicides to broaden the weed-control spectrum.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 143.7
    methanol 219.39
    isopropanol 80.85
    water 0.12
    ethyl acetate 369.31
    n-propanol 95.76
    acetone 559.62
    n-butanol 77.87
    acetonitrile 385.46
    DMF 1393.17
    toluene 159.47
    isobutanol 61.26
    1,4-dioxane 349.0
    methyl acetate 485.03
    THF 651.01
    2-butanone 412.83
    n-pentanol 57.57
    sec-butanol 77.13
    n-hexane 2.12
    ethylene glycol 80.16
    NMP 1355.85
    cyclohexane 3.46
    DMSO 1415.08
    n-butyl acetate 176.55
    n-octanol 20.37
    chloroform 358.31
    n-propyl acetate 202.11
    acetic acid 561.67
    dichloromethane 523.05
    cyclohexanone 376.12
    propylene glycol 87.95
    isopropyl acetate 209.3
    DMAc 1100.57
    2-ethoxyethanol 250.45
    isopentanol 64.02
    n-heptane 2.52
    ethyl formate 225.9
    1,2-dichloroethane 331.31
    n-hexanol 56.46
    2-methoxyethanol 471.07
    isobutyl acetate 86.79
    tetrachloromethane 32.74
    n-pentyl acetate 116.8
    transcutol 601.02
    n-heptanol 29.85
    ethylbenzene 64.02
    MIBK 147.88
    2-propoxyethanol 248.2
    tert-butanol 84.2
    MTBE 110.42
    2-butoxyethanol 130.51
    propionic acid 245.06
    o-xylene 88.15
    formic acid 360.52
    diethyl ether 128.06
    m-xylene 84.18
    p-xylene 66.66
    chlorobenzene 174.22
    dimethyl carbonate 333.31
    n-octane 0.87
    formamide 693.41
    cyclopentanone 650.01
    2-pentanone 288.38
    anisole 253.37
    cyclopentyl methyl ether 218.91
    gamma-butyrolactone 903.06
    1-methoxy-2-propanol 315.29
    pyridine 598.44
    3-pentanone 234.95
    furfural 998.77
    n-dodecane 0.85
    diethylene glycol 245.66
    diisopropyl ether 30.87
    tert-amyl alcohol 87.21
    acetylacetone 624.3
    n-hexadecane 1.03
    acetophenone 319.5
    methyl propionate 385.99
    isopentyl acetate 133.45
    trichloroethylene 912.65
    n-nonanol 21.92
    cyclohexanol 67.92
    benzyl alcohol 200.99
    2-ethylhexanol 35.76
    isooctanol 22.89
    dipropyl ether 55.66
    1,2-dichlorobenzene 179.93
    ethyl lactate 143.59
    propylene carbonate 440.56
    n-methylformamide 626.55
    2-pentanol 52.81
    n-pentane 3.07
    1-propoxy-2-propanol 156.69
    1-methoxy-2-propyl acetate 314.42
    2-(2-methoxypropoxy) propanol 189.52
    mesitylene 34.99
    ε-caprolactone 392.72
    p-cymene 39.01
    epichlorohydrin 999.37
    1,1,1-trichloroethane 219.0
    2-aminoethanol 126.08
    morpholine-4-carbaldehyde 1103.86
    sulfolane 1096.4
    2,2,4-trimethylpentane 2.38
    2-methyltetrahydrofuran 348.78
    n-hexyl acetate 129.84
    isooctane 1.43
    2-(2-butoxyethoxy)ethanol 210.46
    sec-butyl acetate 122.74
    tert-butyl acetate 216.26
    decalin 3.57
    glycerin 167.47
    diglyme 440.49
    acrylic acid 389.6
    isopropyl myristate 42.31
    n-butyric acid 216.25
    acetyl acetate 373.79
    di(2-ethylhexyl) phthalate 79.33
    ethyl propionate 185.27
    nitromethane 1684.18
    1,2-diethoxyethane 154.55
    benzonitrile 254.69
    trioctyl phosphate 39.17
    1-bromopropane 107.5
    gamma-valerolactone 977.55
    n-decanol 16.06
    triethyl phosphate 75.81
    4-methyl-2-pentanol 30.95
    propionitrile 172.09
    vinylene carbonate 482.37
    1,1,2-trichlorotrifluoroethane 760.2
    DMS 308.84
    cumene 32.73
    2-octanol 16.32
    2-hexanone 153.67
    octyl acetate 65.91
    limonene 51.13
    1,2-dimethoxyethane 355.4
    ethyl orthosilicate 60.32
    tributyl phosphate 53.8
    diacetone alcohol 263.6
    N,N-dimethylaniline 139.86
    acrylonitrile 393.49
    aniline 200.47
    1,3-propanediol 146.19
    bromobenzene 175.55
    dibromomethane 246.52
    1,1,2,2-tetrachloroethane 481.31
    2-methyl-cyclohexyl acetate 115.81
    tetrabutyl urea 75.23
    diisobutyl methanol 21.93
    2-phenylethanol 168.75
    styrene 93.73
    dioctyl adipate 100.89
    dimethyl sulfate 648.12
    ethyl butyrate 132.58
    methyl lactate 314.27
    butyl lactate 114.43
    diethyl carbonate 104.22
    propanediol butyl ether 116.76
    triethyl orthoformate 83.75
    p-tert-butyltoluene 36.0
    methyl 4-tert-butylbenzoate 190.57
    morpholine 447.35
    tert-butylamine 35.57
    n-dodecanol 11.63
    dimethoxymethane 569.74
    ethylene carbonate 275.68
    cyrene 279.39
    2-ethoxyethyl acetate 283.99
    2-ethylhexyl acetate 103.01
    1,2,4-trichlorobenzene 280.14
    4-methylpyridine 544.13
    dibutyl ether 28.71
    2,6-dimethyl-4-heptanol 21.93
    DEF 426.01
    dimethyl isosorbide 347.71
    tetrachloroethylene 287.48
    eugenol 191.42
    triacetin 296.32
    span 80 134.44
    1,4-butanediol 59.48
    1,1-dichloroethane 217.28
    2-methyl-1-pentanol 55.07
    methyl formate 549.57
    2-methyl-1-butanol 66.8
    n-decane 1.34
    butyronitrile 133.46
    3,7-dimethyl-1-octanol 27.55
    1-chlorooctane 12.99
    1-chlorotetradecane 5.08
    n-nonane 1.07
    undecane 1.03
    tert-butylcyclohexane 2.69
    cyclooctane 1.32
    cyclopentanol 104.18
    tetrahydropyran 191.85
    tert-amyl methyl ether 102.62
    2,5,8-trioxanonane 305.8
    1-hexene 16.61
    2-isopropoxyethanol 150.88
    2,2,2-trifluoroethanol 245.44
    methyl butyrate 218.9

    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