Trifluralin

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  • Identifiers

    CAS number
    1582-09-8

    Molecular formula
    C13H16F3N3O4

    SMILES
    CCCN(CCC)C1=C(C=C(C=C1[N+](=O)[O-])C(F)(F)F)[N+](=O)[O-]

    Safety labels

    Irritant
    Irritant

    Health Hazard
    Health

    Environmental Hazard
    Environmental

  • Odor profile

    Odorless 47.52%
    Sweet 37.63%
    Musk 26.35%
    Cooling 25.19%
    Milky 24.12%
    Animal 23.61%
    Grape 23.17%
    Fatty 22.29%
    Dry 22.28%
    Savory 21.28%

    Scent© AI

  • Properties

    XLogP3-AA
    5.3

    Molecular weight
    335.28 g/mol

    Melting point expt.

    • 115 to 117 °F (NTP, 1992)
    • 42 °C
    • MP: 48.5-49 °C (technical >95%)
    • 49 °C

    Boiling point

    • Decomposes (NTP, 1992)
    • BP: 139-140 °C at 4.2 mm Hg
    • at 0.5kPa: 139-140 °C

    Flash point est.
    133.1 ˚C

    Flash point expt.

    • greater than 185 °F (NTP, 1992)
    • Flash Point > 185 °F
    • 151 °C (closed cup); 153 °C (tech, open cup)
    • 100 °C c.c.

    Solubility expt.

    • less than 0.1 mg/mL at 72.5 °F (NTP, 1992)
    • In acetone, chloroform, acetonitrile, toluene, ethyl acetate >1000, methanol 33-40, hexane 50-67, all in g/L at 25 °C
    • Solubility at 25 °C: 82 g/100 mL dimethylformamide; 83 g/100 mL dioxane; 44 g/100 mL methyl cellosolve; 88 g/100 mL methyl ethyl ketone
    • Slightly soluble in water (0.0024 g/100 mL)
    • In water (25 °C), 18.4 mg/L at pH = 5, 0.221 mg/L at pH 7, 0.189 mg/L at pH 9
    • Solubility in water, mg/l at 20 °C: 0.2 (very poor)

  • Synonyms

    • trifluralin
    • 1582-09-8
    • Treflan
    • 2,6-Dinitro-N,N-dipropyl-4-(trifluoromethyl)aniline
    • Agreflan
    • Elancolan
    • Nitran
    • Tristar
    • Crisalin
    • Triflurex
    • Trifurex
    • Nitran K
    • Trifluraline
    • Crisalina
    • Digermin
    • Synfloran
    • Trefanocide
    • Treficon
    • Trikepin
    • Ipersan
    • Olitref
    • Treflam
    • Super-Treflan
    • Agriflan 24
    • Benzenamine, 2,6-dinitro-N,N-dipropyl-4-(trifluoromethyl)-
    • Caswell No. 889
    • Tri-4
    • 2,6-Dinitro-N,N-dipropyl-4-(trifluoromethyl)benzenamine
    • Lilly 36,352
    • Trifluralin [ISO]
    • Trifluraline [ISO-French]
    • Trifluralin, technical grade
    • CCRIS 607
    • trifuraline
    • Sinflouran
    • Trifluralin [ANSI:BSI:ISO]
    • Brassix
    • Trifloran
    • Zeltoxone
    • Trilin
    • HSDB 1003
    • 2,6-Dinitro-N,N-dipropyl-4-trifluoromethylaniline
    • UNII-C8BX46QL7K
    • Agriphlan 24
    • EINECS 216-428-8
    • C8BX46QL7K
    • EPA Pesticide Chemical Code 036101
    • BRN 1893555
    • L-36352
    • DTXSID4021395
    • Trimaran (Salt/Mix)
    • CHEBI:35027
    • AI3-28203
    • TRIFLURALIN [MI]
    • TRIFLURALIN [HSDB]
    • TRIFLURALIN [IARC]
    • alpha,alpha,alpha-Trifluoro-2,6-dinitro-N,N-dipropyl-p-toluidine
    • N,N-Dipropyl-2,6-dinitro-4-trifluoromethylaniline
    • N,N-Dipropyl-4-trifluoromethyl-2,6-dinitroaniline
    • 4-(Trifluoromethyl)-2,6-dinitro-N,N-dipropylaniline
    • N,N-Di-n-propyl-2,6-dinitro-4-trifluoromethylaniline
    • 2,6-Dinitro-4-trifluormethyl-N,N-dipropylanilin [German]
    • DTXCID401395
    • N,N-Dipropyl-2,6-dinitro-4-trifluormethylanilin [German]
    • 2,6-Dinitro-4-trifluormethyl-N,N-dipropylanilin
    • N,N-Dipropyl-2,6-dinitro-4-trifluormethylanilin
    • NCI C00443
    • Trifluralin 1000 microg/mL in Acetone
    • Trifluralin 10 microg/mL in Cyclohexane
    • TRIFLURALIN (IARC)
    • Treflan EC
    • p-Toluidine, .alpha.,.alpha.,.alpha.-trifluoro-2,6-dinitro-N,N-dipropyl-
    • Trifluraline (ISO-French)
    • Su seguro carpidor
    • Trifluralina 600
    • Trifluralin (ANSI:BSI:ISO)
    • Treflanocide elancolan
    • 2,6-Dinitro-N,N-dipropyl-4-(trifluoromethyl)benzeneamine
    • elanocolan
    • 4-(Di-n-propylamino)-3,5-dinitro-1-(trifluoromethyl)benzene
    • Benzeneamine, 2,6-dinitro-N,N-dipropyl-4-(trifluoromethyl)-
    • .alpha.,.alpha.,.alpha.-Trifluoro-2,6-dinitro-N,N-dipropyl-p-toluidine
    • CAS-1582-09-8
    • PREMERLIN
    • Treflan (trifluralin)
    • NCI-C00442
    • SuperTreflan
    • 4-(Di-n-propylamino)-3,5-dinitro-1-trifluoromethylbenzene
    • AGRIFLAN
    • BIOBARRIER
    • TRIFLUORALIN
    • TRIFLUROM
    • TRIFLUROTOX
    • 2,6-Dinitro-6-trifluormethyl-N,N-dipropylanilin [German]
    • Spectrum_001839
    • Trifluralin (Standard)
    • SpecPlus_000440
    • TREFLAN 4E
    • Benezeneamine, 2,6-dinitro-N,N-dipropyl-4-(trifluoromethyl)-
    • Spectrum2_001888
    • Spectrum3_000830
    • Spectrum4_000670
    • Spectrum5_001972
    • 2,6-Dinitro-N,N-di-n-propyl-alpha,alpha,alpha-trifluoro-p-toluidine
    • 2,6-Dinitro-6-trifluormethyl-N,N-dipropylanilin
    • BIDD:PXR0025
    • SCHEMBL21994
    • BSPBio_002359
    • KBioGR_001079
    • KBioSS_002344
    • SPECTRUM330038
    • MLS002454453
    • BIDD:ER0382
    • CHEMBL31970
    • DivK1c_006536
    • SPBio_001796
    • HY-B2050R
    • KBio1_001480
    • KBio2_002341
    • KBio2_004909
    • KBio2_007477
    • KBio3_001859
    • HY-B2050
    • Tox21_201352
    • Tox21_300918
    • CCG-39426
    • MFCD00055241
    • p-Toluidine, alpha,alpha,alpha-trifluoro-2,6-dinitro-N,N-dipropyl-

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 222.92
    methanol 360.8
    isopropanol 140.92
    water 0.79
    ethyl acetate 662.29
    n-propanol 149.99
    acetone 1058.57
    n-butanol 119.29
    acetonitrile 766.05
    DMF 3347.3
    toluene 341.52
    isobutanol 102.21
    1,4-dioxane 573.47
    methyl acetate 878.44
    THF 1112.34
    2-butanone 694.24
    n-pentanol 88.9
    sec-butanol 119.92
    n-hexane 6.61
    ethylene glycol 133.72
    NMP 3173.43
    cyclohexane 10.89
    DMSO 3250.03
    n-butyl acetate 297.42
    n-octanol 37.4
    chloroform 718.89
    n-propyl acetate 353.43
    acetic acid 873.88
    dichloromethane 1050.27
    cyclohexanone 697.38
    propylene glycol 128.58
    isopropyl acetate 349.96
    DMAc 2294.13
    2-ethoxyethanol 348.0
    isopentanol 101.66
    n-heptane 6.81
    ethyl formate 401.43
    1,2-dichloroethane 745.42
    n-hexanol 92.58
    2-methoxyethanol 680.55
    isobutyl acetate 136.89
    tetrachloromethane 90.68
    n-pentyl acetate 200.92
    transcutol 742.64
    n-heptanol 47.68
    ethylbenzene 130.22
    MIBK 246.17
    2-propoxyethanol 354.46
    tert-butanol 153.51
    MTBE 196.67
    2-butoxyethanol 180.76
    propionic acid 416.34
    o-xylene 208.25
    formic acid 591.27
    diethyl ether 237.1
    m-xylene 199.73
    p-xylene 145.62
    chlorobenzene 400.21
    dimethyl carbonate 711.67
    n-octane 2.7
    formamide 1223.22
    cyclopentanone 1281.84
    2-pentanone 513.19
    anisole 437.93
    cyclopentyl methyl ether 451.05
    gamma-butyrolactone 1792.29
    1-methoxy-2-propanol 479.17
    pyridine 1048.81
    3-pentanone 475.53
    furfural 1822.88
    n-dodecane 2.27
    diethylene glycol 330.68
    diisopropyl ether 63.86
    tert-amyl alcohol 145.75
    acetylacetone 1049.2
    n-hexadecane 2.73
    acetophenone 585.66
    methyl propionate 773.53
    isopentyl acetate 212.62
    trichloroethylene 1852.85
    n-nonanol 39.26
    cyclohexanol 127.36
    benzyl alcohol 315.96
    2-ethylhexanol 61.26
    isooctanol 36.27
    dipropyl ether 104.68
    1,2-dichlorobenzene 426.94
    ethyl lactate 223.48
    propylene carbonate 881.23
    n-methylformamide 1298.03
    2-pentanol 85.93
    n-pentane 9.92
    1-propoxy-2-propanol 230.95
    1-methoxy-2-propyl acetate 505.17
    2-(2-methoxypropoxy) propanol 255.21
    mesitylene 88.18
    ε-caprolactone 731.34
    p-cymene 72.14
    epichlorohydrin 1698.03
    1,1,1-trichloroethane 520.1
    2-aminoethanol 185.73
    morpholine-4-carbaldehyde 2177.91
    sulfolane 2546.59
    2,2,4-trimethylpentane 6.45
    2-methyltetrahydrofuran 613.86
    n-hexyl acetate 219.16
    isooctane 3.74
    2-(2-butoxyethoxy)ethanol 278.93
    sec-butyl acetate 209.17
    tert-butyl acetate 354.34
    decalin 9.36
    glycerin 240.62
    diglyme 606.0
    acrylic acid 663.4
    isopropyl myristate 73.92
    n-butyric acid 367.78
    acetyl acetate 655.3
    di(2-ethylhexyl) phthalate 130.96
    ethyl propionate 339.61
    nitromethane 3002.3
    1,2-diethoxyethane 254.24
    benzonitrile 470.75
    trioctyl phosphate 69.54
    1-bromopropane 236.81
    gamma-valerolactone 1784.33
    n-decanol 29.95
    triethyl phosphate 136.5
    4-methyl-2-pentanol 49.73
    propionitrile 327.76
    vinylene carbonate 926.39
    1,1,2-trichlorotrifluoroethane 1211.54
    DMS 578.6
    cumene 68.02
    2-octanol 29.99
    2-hexanone 263.25
    octyl acetate 114.48
    limonene 103.74
    1,2-dimethoxyethane 589.51
    ethyl orthosilicate 106.23
    tributyl phosphate 96.66
    diacetone alcohol 402.38
    N,N-dimethylaniline 282.11
    acrylonitrile 773.52
    aniline 396.05
    1,3-propanediol 205.36
    bromobenzene 418.35
    dibromomethane 530.27
    1,1,2,2-tetrachloroethane 1040.1
    2-methyl-cyclohexyl acetate 183.32
    tetrabutyl urea 136.97
    diisobutyl methanol 38.14
    2-phenylethanol 254.33
    styrene 193.73
    dioctyl adipate 167.48
    dimethyl sulfate 1587.43
    ethyl butyrate 227.04
    methyl lactate 522.23
    butyl lactate 176.23
    diethyl carbonate 175.69
    propanediol butyl ether 158.96
    triethyl orthoformate 135.36
    p-tert-butyltoluene 70.79
    methyl 4-tert-butylbenzoate 333.66
    morpholine 760.49
    tert-butylamine 72.82
    n-dodecanol 22.39
    dimethoxymethane 1141.77
    ethylene carbonate 576.51
    cyrene 422.43
    2-ethoxyethyl acetate 453.52
    2-ethylhexyl acetate 171.0
    1,2,4-trichlorobenzene 586.84
    4-methylpyridine 1084.79
    dibutyl ether 57.98
    2,6-dimethyl-4-heptanol 38.14
    DEF 912.39
    dimethyl isosorbide 585.66
    tetrachloroethylene 620.4
    eugenol 310.0
    triacetin 482.51
    span 80 193.39
    1,4-butanediol 91.97
    1,1-dichloroethane 487.86
    2-methyl-1-pentanol 81.76
    methyl formate 1129.76
    2-methyl-1-butanol 106.82
    n-decane 3.59
    butyronitrile 240.92
    3,7-dimethyl-1-octanol 48.05
    1-chlorooctane 30.18
    1-chlorotetradecane 12.3
    n-nonane 3.06
    undecane 2.79
    tert-butylcyclohexane 6.84
    cyclooctane 4.42
    cyclopentanol 200.97
    tetrahydropyran 337.38
    tert-amyl methyl ether 194.28
    2,5,8-trioxanonane 430.34
    1-hexene 37.99
    2-isopropoxyethanol 208.66
    2,2,2-trifluoroethanol 455.29
    methyl butyrate 413.47

    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