Oryzalin

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  • Identifiers

    CAS number
    19044-88-3

    Molecular formula
    C12H18N4O6S

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

    Safety labels

    Irritant
    Irritant

    Environmental Hazard
    Environmental

  • Odor profile

    Odorless 70.77%
    Savory 25.37%
    Milky 19.95%
    Cooked 19.48%
    Grape 18.83%
    Cooling 18.83%
    Bitter 17.77%
    Fatty 17.56%
    Roasted 17.32%
    Sweet 17.06%

    Scent© AI

  • Properties

    XLogP3-AA
    2.1

    Molecular weight
    346.36 g/mol

    Melting point expt.

    • 137-138 °C
    • Mp: 141-142 °C /Technical oryzalin/

    Boiling point

    • Decomp @ 265 °C

    Flash point est.
    228.21 ˚C

    Solubility expt.

    • Soluble in ethanol; practically insoluble in hexane.
    • Solubility: methyl cellosolve 500, acetonitrile >150, methanol 50, dichloromethane >30, benzene 4, xylene 2 (all in g/l at 25 °C)
    • In water, 2.5 mg/l @ 25 °C

  • Synonyms

    • ORYZALIN
    • 19044-88-3
    • Surflan
    • 4-(Dipropylamino)-3,5-dinitrobenzenesulfonamide
    • Benzenesulfonamide, 4-(dipropylamino)-3,5-dinitro-
    • Dirimal
    • Dirimal Extra
    • Ryzelan
    • EL 119
    • Oryzalin [ISO]
    • 3,5-Dinitro-N4,N4-dipropylsulphanilamide
    • EL-119
    • Rycelan
    • Rycelon
    • 3,5-Dinitro-N4,N4-dipropylsulfanilamide
    • DTXSID8024238
    • N4,N4-Dipropyl-3,5-dinitrosulfanilamide
    • CHEBI:73163
    • 662E385DWH
    • ORYZALIN [HSDB]
    • ORYZALIN [MI]
    • 3,5-Dinitro-N(sup 4),N(sup 4)-dipropylsulfanilamide
    • DTXCID904238
    • EL119
    • NCGC00163815-04
    • 4-Dipropylamino-3,5-dinitrobenzenesulfonamide
    • 3,5-dinitro-N(4),N(4)-dipropylsulfanilamide
    • 4-(dipropylamino)-3,5-dinitrobenzene-1-sulfonamide
    • Compound 67019
    • Caswell No. 623A
    • Dinitrodipropylsulfanilamide
    • Oryzalin [ANSI:BSI:ISO]
    • HSDB 6858
    • EINECS 242-777-0
    • EPA Pesticide Chemical Code 104201
    • BRN 2177305
    • Rizelan
    • UNII-662E385DWH
    • 3,5-dinitro-N,N-di(n-propyl)sulfanilamide
    • Oryzalin, 1
    • Oryzalin (Standard)
    • SCHEMBL55377
    • Oryzalin, analytical standard
    • CHEMBL295960
    • BDBM81743
    • Sulfanilamide, 3,5-dinitro-N(sup 4),N(sup 4)-dipropyl-
    • Tox21_400078
    • NSC648479
    • 3,5DinitroN4,N4dipropylsulfanilamide
    • N4,N4Dipropyl3,5dinitrosulfanilamide
    • 3,5DinitroN4,N4dipropylsulphanilamide
    • AKOS015888415
    • HY-147092R
    • NSC 648479
    • NSC-648479
    • NCGC00163815-01
    • NCGC00163815-02
    • NCGC00163815-03
    • NCGC00163815-05
    • AC-37590
    • AS-76251
    • DA-66376
    • FO166070
    • NCI60_016826
    • CAS-19044-88-3
    • HY-147092
    • 4(Dipropylamino)3,5dinitrobenzenesulfonamide
    • NS00000515
    • Oryzalin, PESTANAL(R), analytical standard
    • Sulfanilamide, 3,5-dinitro-N4,N4-dipropyl-
    • Benzenesulfonamide, 4(dipropylamino)3,5dinitro
    • C18877
    • 3,5DinitroN(sup 4),N(sup 4)dipropylsulfanilamide
    • 4-(dipropylamino)-3,5-dinitro-benzenesulfonamide
    • 4-(Dipropylamino)-3,5-dinitrobenzene sulfonamide
    • Q410996
    • Benzenesulfonamide, 4(dipropylamino)3,5dinitro (9CI)
    • 4-(Dipropylamino)-3,5-dinitrobenzenesulfonimidic acid #
    • Benzenesulfonamide, 4-(dipropylamino)-3,5-dinitro-(9CI)
    • 242-777-0

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 12.63
    methanol 28.16
    isopropanol 4.07
    water 0.51
    ethyl acetate 22.27
    n-propanol 6.35
    acetone 73.21
    n-butanol 3.55
    acetonitrile 57.32
    DMF 383.16
    toluene 3.66
    isobutanol 2.98
    1,4-dioxane 22.41
    methyl acetate 48.38
    THF 62.39
    2-butanone 43.41
    n-pentanol 3.0
    sec-butanol 3.1
    n-hexane 0.1
    ethylene glycol 16.05
    NMP 773.63
    cyclohexane 0.22
    DMSO 406.57
    n-butyl acetate 17.36
    n-octanol 1.0
    chloroform 26.39
    n-propyl acetate 18.04
    acetic acid 94.75
    dichloromethane 53.38
    cyclohexanone 60.34
    propylene glycol 13.63
    isopropyl acetate 9.83
    DMAc 409.68
    2-ethoxyethanol 29.26
    isopentanol 2.47
    n-heptane 0.13
    ethyl formate 35.17
    1,2-dichloroethane 33.69
    n-hexanol 3.04
    2-methoxyethanol 65.16
    isobutyl acetate 6.32
    tetrachloromethane 2.18
    n-pentyl acetate 7.72
    transcutol 45.65
    n-heptanol 1.79
    ethylbenzene 2.18
    MIBK 7.77
    2-propoxyethanol 30.2
    tert-butanol 3.43
    MTBE 2.22
    2-butoxyethanol 13.6
    propionic acid 37.11
    o-xylene 3.21
    formic acid 103.81
    diethyl ether 3.55
    m-xylene 2.13
    p-xylene 3.4
    chlorobenzene 11.88
    dimethyl carbonate 45.96
    n-octane 0.05
    formamide 205.9
    cyclopentanone 153.58
    2-pentanone 20.01
    anisole 13.86
    cyclopentyl methyl ether 11.05
    gamma-butyrolactone 268.36
    1-methoxy-2-propanol 32.81
    pyridine 69.72
    3-pentanone 19.89
    furfural 269.72
    n-dodecane 0.04
    diethylene glycol 42.97
    diisopropyl ether 0.69
    tert-amyl alcohol 3.05
    acetylacetone 62.59
    n-hexadecane 0.05
    acetophenone 42.05
    methyl propionate 39.2
    isopentyl acetate 11.82
    trichloroethylene 99.78
    n-nonanol 1.1
    cyclohexanol 3.41
    benzyl alcohol 17.92
    2-ethylhexanol 1.96
    isooctanol 1.28
    dipropyl ether 2.93
    1,2-dichlorobenzene 16.94
    ethyl lactate 23.51
    propylene carbonate 104.05
    n-methylformamide 157.52
    2-pentanol 1.52
    n-pentane 0.09
    1-propoxy-2-propanol 15.77
    1-methoxy-2-propyl acetate 35.21
    2-(2-methoxypropoxy) propanol 23.67
    mesitylene 1.1
    ε-caprolactone 68.3
    p-cymene 2.02
    epichlorohydrin 144.95
    1,1,1-trichloroethane 13.01
    2-aminoethanol 17.4
    morpholine-4-carbaldehyde 288.35
    sulfolane 452.0
    2,2,4-trimethylpentane 0.06
    2-methyltetrahydrofuran 24.65
    n-hexyl acetate 6.91
    isooctane 0.03
    2-(2-butoxyethoxy)ethanol 19.64
    sec-butyl acetate 7.48
    tert-butyl acetate 9.78
    decalin 0.17
    glycerin 41.83
    diglyme 50.52
    acrylic acid 71.47
    isopropyl myristate 2.35
    n-butyric acid 25.55
    acetyl acetate 29.83
    di(2-ethylhexyl) phthalate 8.89
    ethyl propionate 16.58
    nitromethane 392.15
    1,2-diethoxyethane 8.18
    benzonitrile 28.43
    trioctyl phosphate 4.23
    1-bromopropane 4.59
    gamma-valerolactone 257.27
    n-decanol 0.81
    triethyl phosphate 12.65
    4-methyl-2-pentanol 0.92
    propionitrile 18.1
    vinylene carbonate 119.63
    1,1,2-trichlorotrifluoroethane 164.64
    DMS 36.23
    cumene 1.46
    2-octanol 0.72
    2-hexanone 14.78
    octyl acetate 4.07
    limonene 2.69
    1,2-dimethoxyethane 40.49
    ethyl orthosilicate 7.89
    tributyl phosphate 6.24
    diacetone alcohol 23.1
    N,N-dimethylaniline 11.24
    acrylonitrile 58.19
    aniline 13.21
    1,3-propanediol 16.25
    bromobenzene 8.96
    dibromomethane 17.42
    1,1,2,2-tetrachloroethane 50.4
    2-methyl-cyclohexyl acetate 15.47
    tetrabutyl urea 11.68
    diisobutyl methanol 1.0
    2-phenylethanol 16.49
    styrene 3.44
    dioctyl adipate 9.44
    dimethyl sulfate 180.35
    ethyl butyrate 15.07
    methyl lactate 55.66
    butyl lactate 13.4
    diethyl carbonate 14.23
    propanediol butyl ether 12.69
    triethyl orthoformate 9.67
    p-tert-butyltoluene 1.66
    methyl 4-tert-butylbenzoate 24.71
    morpholine 40.2
    tert-butylamine 1.17
    n-dodecanol 0.57
    dimethoxymethane 61.64
    ethylene carbonate 63.39
    cyrene 74.62
    2-ethoxyethyl acetate 22.82
    2-ethylhexyl acetate 9.63
    1,2,4-trichlorobenzene 32.34
    4-methylpyridine 49.69
    dibutyl ether 1.16
    2,6-dimethyl-4-heptanol 1.0
    DEF 52.81
    dimethyl isosorbide 66.78
    tetrachloroethylene 26.98
    eugenol 28.63
    triacetin 32.48
    span 80 15.52
    1,4-butanediol 7.42
    1,1-dichloroethane 13.0
    2-methyl-1-pentanol 2.51
    methyl formate 137.31
    2-methyl-1-butanol 2.76
    n-decane 0.07
    butyronitrile 10.09
    3,7-dimethyl-1-octanol 1.11
    1-chlorooctane 0.53
    1-chlorotetradecane 0.22
    n-nonane 0.06
    undecane 0.05
    tert-butylcyclohexane 0.1
    cyclooctane 0.07
    cyclopentanol 9.5
    tetrahydropyran 9.35
    tert-amyl methyl ether 2.37
    2,5,8-trioxanonane 36.69
    1-hexene 0.64
    2-isopropoxyethanol 14.0
    2,2,2-trifluoroethanol 61.56
    methyl butyrate 26.12

    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