Nitrapyrin

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  • Identifiers

    CAS number
    1929-82-4

    Molecular formula
    C6H3Cl4N

    SMILES
    C1=CC(=NC(=C1)Cl)C(Cl)(Cl)Cl

    Safety labels

    Irritant
    Irritant

    Environmental Hazard
    Environmental

  • Odor profile

    Fragrance
    Odorless 44.58%
    Floral 30.6%
    Animal 28.32%
    Sweet 23.95%
    Powdery 20.0%
    Fatty 19.9%
    Balsamic 19.07%
    Nutty 18.6%
    Meaty 18.16%
    Earthy 17.88%

     

    Flavor
    Odorless 35.07%
    Bitter 30.94%
    Roasted 26.98%
    Mild 24.22%
    Meaty 22.27%
    Sulfury 20.67%
    Scallion 20.0%
    Bland 20.0%
    Cooked 19.57%
    Nitrile 19.04%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    3.4

    pKa est.
    4.79 (weak acid)

    Molecular weight
    230.9 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Slow

    Melting point expt.

    • 144.5 to 145.2 °F (NTP, 1992)
    • 63 °C
    • 145 °F

    Boiling point

    • 277 to 280 °F at 11 mmHg (NTP, 1992)
    • at 1.5kPa: 136 °C
    • 277 to 280 °F at 11 mmHg

    Flash point

    • 113.83 ˚C est.
    • 100 °C c.c.

    Solubility expt.

    • less than 0.1 mg/mL at 64 °F (NTP, 1992)
    • Solubility in water: none
    • Insoluble

  • Synonyms

    • NITRAPYRIN
    • 2-Chloro-6-(trichloromethyl)pyridine
    • 1929-82-4
    • N-Serve
    • 2-chloro-6-trichloromethylpyridine
    • Pyridine, 2-chloro-6-(trichloromethyl)-
    • Dowco-163
    • N-Serve nitrogen stabilizer
    • Caswell No. 217
    • Nitrapyrin [ISO]
    • Nitrapyrine [ISO-French]
    • Nitrapyrin [ANSI:BSI:ISO]
    • CCRIS 4599
    • 2-Chloro-6-trichloromethyl pyridine
    • EINECS 217-682-2
    • UNII-8PCE86U01W
    • EPA Pesticide Chemical Code 069203
    • BRN 1618997
    • 8PCE86U01W
    • DTXSID0024216
    • CHEBI:81935
    • NITRAPYRIN [MI]
    • alpha,alpha,alpha,6-tetrachloro-2-picoline
    • DTXCID504216
    • EC 217-682-2
    • 5-20-05-00500 (Beilstein Handbook Reference)
    • Nitrapyrine (ISO-French)
    • Nitrapyrin (ANSI:BSI:ISO)
    • 2-Picoline, .alpha.,.alpha.,.alpha.,6-tetrachloro-
    • Nitrapyrine
    • CAS-1929-82-4
    • NServe
    • 2,2,2,6-Tetrachloro-2-picoline
    • 6-chloro-2-(trichloromethyl)pyridine
    • 2-chloro-6-(trichloro-methyl)pyridine
    • Dowco163
    • Nitrapyrin (ACGIH)
    • alpha,alpha,alpha-6-tetrachloro-2-picoline
    • NServe nitrogen stabilizer
    • 2-Picoline, alpha,alpha,alpha,6-tetrachloro-
    • N-SERVE 24E
    • SCHEMBL41442
    • MLS002152872
    • 2Chloro6trichloromethyl pyridine
    • CHEMBL1557091
    • a,a,a,6-Tetrachloro-2-picoline
    • 2-chloro-6-trichloromethylpyridin
    • 2Chloro6(trichloromethyl)pyridine
    • 2-chloro-6(trichloromethyl)pyridine
    • 6-chloro-2-trichloromethyl pyridine
    • Tox21_202036
    • Tox21_300916
    • STK843145
    • 2 -chloro-6-(trichloromethyl)pyridine
    • AKOS000267961
    • CS-W019363
    • FC55179
    • NCGC00091152-01
    • NCGC00091152-02
    • NCGC00091152-03
    • NCGC00091152-04
    • NCGC00091152-05
    • NCGC00254819-01
    • NCGC00259585-01
    • 2-TRICHLOROMETHYL-6-CHLOROPYRIDINE
    • AC-23339
    • AS-15459
    • SMR000777845
    • DB-240099
    • NS00005534
    • EN300-93027
    • Nitrapyrin, PESTANAL(R), analytical standard
    • 2-Chloro-6-(trichloromethyl)pyridine, >=98%
    • A10854
    • C18751
    • Q1993935
    • Z56756147

  • Applications

    Nitrapyrin (CAS 1929-82-4) is a nitrification inhibitor used in agriculture to slow the microbial oxidation of ammonium to nitrate in soil, typically formulated with nitrogen fertilizers (such as urea- or ammonium-based products) to improve nitrogen use efficiency, reduce nitrate leaching, and lower nitrous oxide emissions; it is commonly marketed in fertilizer formulations and can be applied as a soil or seed treatment.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 14.93
    methanol 12.04
    isopropanol 12.42
    water 0.04
    ethyl acetate 116.32
    n-propanol 18.01
    acetone 134.94
    n-butanol 21.12
    acetonitrile 59.84
    DMF 309.81
    toluene 182.09
    isobutanol 17.66
    1,4-dioxane 183.34
    methyl acetate 141.63
    THF 333.64
    2-butanone 142.64
    n-pentanol 26.5
    sec-butanol 23.87
    n-hexane 12.94
    ethylene glycol 5.04
    NMP 377.15
    cyclohexane 19.98
    DMSO 121.24
    n-butyl acetate 126.5
    n-octanol 34.55
    chloroform 212.91
    n-propyl acetate 101.12
    acetic acid 30.06
    dichloromethane 235.62
    cyclohexanone 212.5
    propylene glycol 5.55
    isopropyl acetate 83.9
    DMAc 388.46
    2-ethoxyethanol 56.37
    isopentanol 25.32
    n-heptane 20.94
    ethyl formate 72.43
    1,2-dichloroethane 162.23
    n-hexanol 41.22
    2-methoxyethanol 64.28
    isobutyl acetate 69.73
    tetrachloromethane 38.29
    n-pentyl acetate 92.73
    transcutol 191.0
    n-heptanol 29.41
    ethylbenzene 113.56
    MIBK 86.71
    2-propoxyethanol 81.21
    tert-butanol 24.2
    MTBE 89.37
    2-butoxyethanol 58.15
    propionic acid 24.58
    o-xylene 132.18
    formic acid 10.0
    diethyl ether 80.15
    m-xylene 115.3
    p-xylene 146.93
    chlorobenzene 161.63
    dimethyl carbonate 77.26
    n-octane 13.11
    formamide 26.19
    cyclopentanone 267.99
    2-pentanone 112.06
    anisole 199.52
    cyclopentyl methyl ether 167.82
    gamma-butyrolactone 239.66
    1-methoxy-2-propanol 50.41
    pyridine 268.49
    3-pentanone 124.15
    furfural 345.31
    n-dodecane 11.62
    diethylene glycol 46.54
    diisopropyl ether 43.11
    tert-amyl alcohol 38.81
    acetylacetone 192.09
    n-hexadecane 13.48
    acetophenone 197.91
    methyl propionate 103.37
    isopentyl acetate 110.11
    trichloroethylene 385.07
    n-nonanol 36.21
    cyclohexanol 43.91
    benzyl alcohol 93.39
    2-ethylhexanol 50.68
    isooctanol 29.92
    dipropyl ether 78.89
    1,2-dichlorobenzene 160.97
    ethyl lactate 38.67
    propylene carbonate 134.57
    n-methylformamide 67.25
    2-pentanol 22.05
    n-pentane 10.31
    1-propoxy-2-propanol 67.47
    1-methoxy-2-propyl acetate 136.94
    2-(2-methoxypropoxy) propanol 94.17
    mesitylene 74.9
    ε-caprolactone 179.52
    p-cymene 77.0
    epichlorohydrin 293.51
    1,1,1-trichloroethane 168.64
    2-aminoethanol 9.17
    morpholine-4-carbaldehyde 332.81
    sulfolane 264.75
    2,2,4-trimethylpentane 12.89
    2-methyltetrahydrofuran 214.28
    n-hexyl acetate 103.11
    isooctane 8.4
    2-(2-butoxyethoxy)ethanol 96.78
    sec-butyl acetate 78.42
    tert-butyl acetate 104.55
    decalin 22.88
    glycerin 11.3
    diglyme 220.9
    acrylic acid 29.17
    isopropyl myristate 57.45
    n-butyric acid 37.71
    acetyl acetate 96.11
    di(2-ethylhexyl) phthalate 58.13
    ethyl propionate 98.85
    nitromethane 135.08
    1,2-diethoxyethane 143.92
    benzonitrile 161.29
    trioctyl phosphate 38.84
    1-bromopropane 92.38
    gamma-valerolactone 331.24
    n-decanol 31.12
    triethyl phosphate 61.0
    4-methyl-2-pentanol 21.03
    propionitrile 51.36
    vinylene carbonate 143.84
    1,1,2-trichlorotrifluoroethane 148.6
    DMS 120.05
    cumene 71.94
    2-octanol 28.97
    2-hexanone 116.18
    octyl acetate 66.14
    limonene 96.0
    1,2-dimethoxyethane 211.69
    ethyl orthosilicate 59.75
    tributyl phosphate 47.94
    diacetone alcohol 85.54
    N,N-dimethylaniline 155.25
    acrylonitrile 81.86
    aniline 95.29
    1,3-propanediol 14.63
    bromobenzene 215.87
    dibromomethane 151.66
    1,1,2,2-tetrachloroethane 236.48
    2-methyl-cyclohexyl acetate 100.05
    tetrabutyl urea 82.09
    diisobutyl methanol 35.37
    2-phenylethanol 106.89
    styrene 137.81
    dioctyl adipate 79.65
    dimethyl sulfate 138.63
    ethyl butyrate 109.17
    methyl lactate 40.34
    butyl lactate 55.24
    diethyl carbonate 72.46
    propanediol butyl ether 45.99
    triethyl orthoformate 79.9
    p-tert-butyltoluene 73.8
    methyl 4-tert-butylbenzoate 121.03
    morpholine 153.94
    tert-butylamine 19.19
    n-dodecanol 27.28
    dimethoxymethane 172.76
    ethylene carbonate 93.09
    cyrene 115.6
    2-ethoxyethyl acetate 142.24
    2-ethylhexyl acetate 108.49
    1,2,4-trichlorobenzene 191.02
    4-methylpyridine 301.9
    dibutyl ether 73.17
    2,6-dimethyl-4-heptanol 35.37
    DEF 185.16
    dimethyl isosorbide 218.6
    tetrachloroethylene 160.19
    eugenol 115.5
    triacetin 116.62
    span 80 68.32
    1,4-butanediol 10.46
    1,1-dichloroethane 119.69
    2-methyl-1-pentanol 37.17
    methyl formate 84.74
    2-methyl-1-butanol 28.21
    n-decane 16.56
    butyronitrile 58.02
    3,7-dimethyl-1-octanol 42.33
    1-chlorooctane 45.97
    1-chlorotetradecane 26.55
    n-nonane 15.31
    undecane 13.6
    tert-butylcyclohexane 20.09
    cyclooctane 12.47
    cyclopentanol 46.39
    tetrahydropyran 144.2
    tert-amyl methyl ether 104.29
    2,5,8-trioxanonane 166.44
    1-hexene 43.49
    2-isopropoxyethanol 52.99
    2,2,2-trifluoroethanol 20.29
    methyl butyrate 123.11

    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