N-[1-[(6-chloro-3-pyridinyl)methyl]-4,5-dihydroimidazol-2-yl]nitramide

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  • Identifiers

    CAS number
    105827-78-9

    Molecular formula
    C9H10ClN5O2

    SMILES
    C1CN(C(=N1)N[N+](=O)[O-])CC2=CN=C(C=C2)Cl

    Safety labels

    Irritant
    Irritant

    Health Hazard
    Health

  • Odor profile

    Fragrance
    Odorless 66.72%
    Roasted 31.34%
    Nutty 28.8%
    Meaty 28.09%
    Popcorn 27.78%
    Savory 27.11%
    Cooked 23.98%
    Fishy 17.98%
    Cooling 17.28%
    Animal 17.08%

     

    Flavor
    Bitter 82.52%
    Odorless 44.14%
    Bland 25.61%
    Roasted 22.35%
    Sweet-like 20.16%
    Nitrile 19.73%
    Bread crust 19.1%
    Cedarleaf 19.04%
    Scallion 18.99%
    Cereal 18.96%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    0.8

    pKa est.
    6.92 (neutral)

    Molecular weight
    255.66 g/mol

    Melting point expt.

    • 143 - 144 °C

    Flash point

    • 205.51 ˚C est.

    Solubility expt.

    • 31.7 [ug/mL] (The mean of the results at pH 7.4)
    • 610 mg/L @ 20 °C (exp)

  • Synonyms

    • 105827-78-9
    • N-[1-[(6-chloro-3-pyridinyl)methyl]-4,5-dihydroimidazol-2-yl]nitramide
    • IMIDACLOPRID [MI]
    • IMIDACLOPRID [HSDB]
    • MLS001304087
    • IMIDACLOPRID [GREEN BOOK]
    • HMS2231F05
    • HMS3373H06
    • BDBM50212288
    • AKOS015895351
    • AKOS015994761
    • SMR000718777
    • DB-042420
    • E79264
    • SBI-0654649.0001
    • AB00876233-04
    • A801327
    • BRD-K76609936-001-08-4
    • 1-((6-Chloro-3-pyridinyl)methyl)-4,5-dihydro-N-nitro-1H-imidazol-2-amine
    • 2-chloro-5-{[2-(nitroamino)-4,5-dihydro-1H-imidazol-1-yl]methyl}pyridine
    • N-[1-[(6-chloranylpyridin-3-yl)methyl]-4,5-dihydroimidazol-2-yl]nitramide
    • N-{1-[(6-Chloro-3-pyridyl)methyl]-4,5-dihydroimidazol-2-yl}nitramide

  • Applications

    N-[1-[(6-chloro-3-pyridinyl)methyl]-4,5-dihydroimidazol-2-yl]nitramide (CAS 105827-78-9) is primarily used as a synthetic intermediate for the construction of heterocyclic building blocks in pharmaceutical and agrochemical development; it also serves as a building block for research-scale synthesis of related nitramide-containing intermediates and heterocycles, and in industrial settings may be evaluated as a precursor for polymer and coating formulations where the imidazole and nitramide functionalities enable functionalization; it is commonly encountered as a specialty reagent in chemistry laboratories and pilot-scale production, providing access to more complex nitramide-bearing substrates.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 2.45
    methanol 6.3
    isopropanol 1.44
    water 0.26
    ethyl acetate 6.77
    n-propanol 1.6
    acetone 40.69
    n-butanol 1.01
    acetonitrile 14.86
    DMF 184.47
    toluene 1.97
    isobutanol 1.26
    1,4-dioxane 7.72
    methyl acetate 16.69
    THF 26.98
    2-butanone 40.55
    n-pentanol 1.17
    sec-butanol 1.2
    n-hexane 0.02
    ethylene glycol 5.84
    NMP 137.7
    cyclohexane 0.03
    DMSO 266.48
    n-butyl acetate 5.83
    n-octanol 0.31
    chloroform 25.44
    n-propyl acetate 6.33
    acetic acid 15.97
    dichloromethane 49.91
    cyclohexanone 20.8
    propylene glycol 4.4
    isopropyl acetate 3.6
    DMAc 280.04
    2-ethoxyethanol 14.75
    isopentanol 1.39
    n-heptane 0.03
    ethyl formate 15.45
    1,2-dichloroethane 22.58
    n-hexanol 1.08
    2-methoxyethanol 33.5
    isobutyl acetate 3.35
    tetrachloromethane 1.39
    n-pentyl acetate 2.62
    transcutol 26.59
    n-heptanol 0.72
    ethylbenzene 1.08
    MIBK 4.44
    2-propoxyethanol 14.09
    tert-butanol 1.72
    MTBE 1.13
    2-butoxyethanol 7.32
    propionic acid 6.84
    o-xylene 1.63
    formic acid 35.89
    diethyl ether 0.85
    m-xylene 1.45
    p-xylene 2.28
    chlorobenzene 6.01
    dimethyl carbonate 14.71
    n-octane 0.01
    formamide 65.18
    cyclopentanone 47.68
    2-pentanone 9.82
    anisole 5.36
    cyclopentyl methyl ether 2.7
    gamma-butyrolactone 55.04
    1-methoxy-2-propanol 14.89
    pyridine 25.91
    3-pentanone 9.55
    furfural 88.42
    n-dodecane 0.02
    diethylene glycol 24.47
    diisopropyl ether 0.26
    tert-amyl alcohol 1.58
    acetylacetone 21.55
    n-hexadecane 0.02
    acetophenone 13.67
    methyl propionate 12.2
    isopentyl acetate 5.42
    trichloroethylene 68.74
    n-nonanol 0.38
    cyclohexanol 0.93
    benzyl alcohol 8.17
    2-ethylhexanol 0.94
    isooctanol 0.67
    dipropyl ether 1.1
    1,2-dichlorobenzene 7.39
    ethyl lactate 9.1
    propylene carbonate 24.5
    n-methylformamide 61.49
    2-pentanol 0.52
    n-pentane 0.02
    1-propoxy-2-propanol 7.68
    1-methoxy-2-propyl acetate 12.26
    2-(2-methoxypropoxy) propanol 13.99
    mesitylene 0.81
    ε-caprolactone 16.37
    p-cymene 1.14
    epichlorohydrin 75.62
    1,1,1-trichloroethane 9.48
    2-aminoethanol 5.94
    morpholine-4-carbaldehyde 75.24
    sulfolane 103.49
    2,2,4-trimethylpentane 0.03
    2-methyltetrahydrofuran 6.48
    n-hexyl acetate 2.01
    isooctane 0.02
    2-(2-butoxyethoxy)ethanol 11.88
    sec-butyl acetate 3.1
    tert-butyl acetate 3.56
    decalin 0.05
    glycerin 17.07
    diglyme 28.46
    acrylic acid 13.32
    isopropyl myristate 1.05
    n-butyric acid 6.26
    acetyl acetate 6.52
    di(2-ethylhexyl) phthalate 4.03
    ethyl propionate 5.72
    nitromethane 78.82
    1,2-diethoxyethane 4.13
    benzonitrile 13.26
    trioctyl phosphate 1.85
    1-bromopropane 2.74
    gamma-valerolactone 76.72
    n-decanol 0.32
    triethyl phosphate 5.01
    4-methyl-2-pentanol 0.55
    propionitrile 7.4
    vinylene carbonate 27.12
    1,1,2-trichlorotrifluoroethane 78.04
    DMS 9.07
    cumene 0.87
    2-octanol 0.32
    2-hexanone 7.91
    octyl acetate 1.56
    limonene 1.04
    1,2-dimethoxyethane 26.07
    ethyl orthosilicate 3.48
    tributyl phosphate 2.74
    diacetone alcohol 10.14
    N,N-dimethylaniline 4.27
    acrylonitrile 21.23
    aniline 5.01
    1,3-propanediol 6.23
    bromobenzene 5.66
    dibromomethane 14.34
    1,1,2,2-tetrachloroethane 36.72
    2-methyl-cyclohexyl acetate 5.1
    tetrabutyl urea 4.93
    diisobutyl methanol 0.65
    2-phenylethanol 6.71
    styrene 1.57
    dioctyl adipate 3.54
    dimethyl sulfate 52.15
    ethyl butyrate 5.31
    methyl lactate 19.5
    butyl lactate 5.54
    diethyl carbonate 5.22
    propanediol butyl ether 6.44
    triethyl orthoformate 3.9
    p-tert-butyltoluene 0.88
    methyl 4-tert-butylbenzoate 9.42
    morpholine 11.36
    tert-butylamine 0.47
    n-dodecanol 0.26
    dimethoxymethane 27.96
    ethylene carbonate 15.77
    cyrene 24.42
    2-ethoxyethyl acetate 7.13
    2-ethylhexyl acetate 4.03
    1,2,4-trichlorobenzene 12.71
    4-methylpyridine 21.24
    dibutyl ether 0.51
    2,6-dimethyl-4-heptanol 0.65
    DEF 18.85
    dimethyl isosorbide 26.95
    tetrachloroethylene 16.12
    eugenol 12.44
    triacetin 7.73
    span 80 6.33
    1,4-butanediol 3.23
    1,1-dichloroethane 11.09
    2-methyl-1-pentanol 1.6
    methyl formate 55.22
    2-methyl-1-butanol 1.23
    n-decane 0.02
    butyronitrile 4.94
    3,7-dimethyl-1-octanol 0.58
    1-chlorooctane 0.18
    1-chlorotetradecane 0.11
    n-nonane 0.02
    undecane 0.02
    tert-butylcyclohexane 0.04
    cyclooctane 0.01
    cyclopentanol 2.27
    tetrahydropyran 2.16
    tert-amyl methyl ether 1.16
    2,5,8-trioxanonane 22.73
    1-hexene 0.19
    2-isopropoxyethanol 7.41
    2,2,2-trifluoroethanol 17.04
    methyl butyrate 9.73

    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