Metazachlor

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  • Identifiers

    CAS number
    67129-08-2

    Molecular formula
    C14H16ClN3O

    SMILES
    CC1=C(C(=CC=C1)C)N(CN2C=CC=N2)C(=O)CCl

    Safety labels

    Irritant
    Irritant

    Health Hazard
    Health

    Environmental Hazard
    Environmental

  • Odor profile

    Fragrance
    Odorless 44.4%
    Roasted 30.33%
    Savory 28.41%
    Meaty 24.88%
    Cooked 24.73%
    Animal 24.72%
    Grape 23.21%
    Milky 22.16%
    Burnt 21.21%
    Nutty 20.27%

     

    Flavor
    Bitter 73.4%
    Odorless 38.32%
    Bland 26.28%
    Roasted 20.46%
    Sweet-like 20.07%
    Nitrile 20.05%
    Mild 19.98%
    Bread crust 19.52%
    Cedarleaf 19.3%
    Roasted peanuts 19.27%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    2.7

    pKa est.
    5.31 (weak acid)

    Molecular weight
    277.75 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    419°C

    Flash point

    • 195.61 ˚C est.

  • Synonyms

    • METAZACHLOR
    • 67129-08-2
    • 2-chloro-N-(2,6-dimethylphenyl)-N-(pyrazol-1-ylmethyl)acetamide
    • 2-Chloro-N-(2,6-dimethylphenyl)-N-(1H-pyrazol-1-ylmethyl)acetamide
    • 2-Chloro-N-(pyrazol-1-ylmethyl)acet-2',6'-xylidide
    • TPY2K437O4
    • CHEBI:6798
    • DTXSID4058156
    • RefChem:156821
    • DTXCID0031924
    • 266-583-0
    • Butisan S
    • Metazachlore
    • N-((1H-Pyrazol-1-yl)methyl)-2-chloro-N-(2,6-dimethylphenyl)acetamide
    • BAS 479H
    • Metazachlor [BSI:ISO]
    • 2-Chloro-N-(2,6-dimethylphenyl)-N-[(1H-pyrazol-1-yl)methyl]acetamide
    • Acetamide, 2-chloro-N-(2,6-dimethylphenyl)-N-(1H-pyrazol-1-ylmethyl)-
    • 2-Chloro-N-(2,6-dimethylphenyl)-N-(1H-pyrazol-1-ylmethyl)-acetamide
    • MFCD00055509
    • Metazachlor 100 microg/mL in Acetone
    • Metazachlor 100 microg/mL in Acetonitrile
    • Pree
    • Metazachlore [ISO-French]
    • EINECS 266-583-0
    • BRN 0621550
    • UNII-TPY2K437O4
    • Metazochlor
    • METAZACHLOR [MI]
    • METAZACHLOR [ISO]
    • SCHEMBL55016
    • 5-23-04-00126 (Beilstein Handbook Reference)
    • US9138393, Metazachlor
    • US9144538, Metazachlor
    • orb1690354
    • CHEMBL2272118
    • BAS 47900H
    • BDBM181131
    • MSK22329
    • EBC-04346
    • AKOS015915018
    • EG-0202
    • DA-55363
    • HY-136373
    • CS-0128829
    • NS00000249
    • D97499
    • Metazachlor, PESTANAL(R), analytical standard
    • EN300-6486517
    • 129M082
    • Q15834927
    • Z3234906187
    • 2-chloro-2',6'-dimethyl-N-(pyrazol-1-yl-methyl)-acetanilide
    • 2-CHLORO-2',6'-DIMETHYL-N-(PYRAZOL-1-YLMETHYL)ACETANILIDE
    • 67129-08-2

  • Applications

    Metazachlor (CAS 67129-08-2) is an herbicide active ingredient used in pre-emergence weed control in agriculture, primarily to suppress annual grasses and broadleaf weeds in crops such as oilseed rape (canola), sugar beet, and certain vegetables; it is formulated as emulsifiable concentrates or granules and applied to soil before crop emergence, and is commonly used in tank-mix programs with other herbicides as part of integrated crop protection, subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 87.9
    methanol 147.73
    isopropanol 42.28
    water 4.56
    ethyl acetate 61.25
    n-propanol 65.95
    acetone 123.03
    n-butanol 56.42
    acetonitrile 78.86
    DMF 301.4
    toluene 53.39
    isobutanol 50.15
    1,4-dioxane 138.99
    methyl acetate 81.28
    THF 188.19
    2-butanone 101.36
    n-pentanol 46.92
    sec-butanol 36.5
    n-hexane 1.09
    ethylene glycol 50.33
    NMP 268.58
    cyclohexane 3.37
    DMSO 175.42
    n-butyl acetate 39.73
    n-octanol 9.55
    chloroform 428.91
    n-propyl acetate 42.39
    acetic acid 166.3
    dichloromethane 468.93
    cyclohexanone 150.77
    propylene glycol 29.76
    isopropyl acetate 32.51
    DMAc 375.05
    2-ethoxyethanol 101.87
    isopentanol 52.35
    n-heptane 1.22
    ethyl formate 78.34
    1,2-dichloroethane 241.64
    n-hexanol 32.68
    2-methoxyethanol 170.29
    isobutyl acetate 33.5
    tetrachloromethane 33.27
    n-pentyl acetate 25.08
    transcutol 113.37
    n-heptanol 17.08
    ethylbenzene 21.15
    MIBK 40.14
    2-propoxyethanol 81.31
    tert-butanol 41.58
    MTBE 28.96
    2-butoxyethanol 47.69
    propionic acid 63.85
    o-xylene 28.96
    formic acid 154.74
    diethyl ether 35.2
    m-xylene 30.12
    p-xylene 32.59
    chlorobenzene 102.45
    dimethyl carbonate 54.32
    n-octane 0.59
    formamide 180.63
    cyclopentanone 165.68
    2-pentanone 62.14
    anisole 53.95
    cyclopentyl methyl ether 61.68
    gamma-butyrolactone 176.53
    1-methoxy-2-propanol 79.13
    pyridine 196.5
    3-pentanone 60.28
    furfural 209.88
    n-dodecane 0.71
    diethylene glycol 95.15
    diisopropyl ether 7.43
    tert-amyl alcohol 34.81
    acetylacetone 81.07
    n-hexadecane 0.83
    acetophenone 68.76
    methyl propionate 64.48
    isopentyl acetate 40.28
    trichloroethylene 466.34
    n-nonanol 10.5
    cyclohexanol 54.91
    benzyl alcohol 76.62
    2-ethylhexanol 20.13
    isooctanol 15.33
    dipropyl ether 17.68
    1,2-dichlorobenzene 88.64
    ethyl lactate 34.17
    propylene carbonate 106.42
    n-methylformamide 128.36
    2-pentanol 23.76
    n-pentane 1.22
    1-propoxy-2-propanol 42.5
    1-methoxy-2-propyl acetate 49.65
    2-(2-methoxypropoxy) propanol 44.12
    mesitylene 14.79
    ε-caprolactone 109.09
    p-cymene 14.82
    epichlorohydrin 268.97
    1,1,1-trichloroethane 130.8
    2-aminoethanol 68.95
    morpholine-4-carbaldehyde 196.52
    sulfolane 168.73
    2,2,4-trimethylpentane 1.53
    2-methyltetrahydrofuran 104.34
    n-hexyl acetate 25.54
    isooctane 0.87
    2-(2-butoxyethoxy)ethanol 49.67
    sec-butyl acetate 30.43
    tert-butyl acetate 31.14
    decalin 2.65
    glycerin 65.72
    diglyme 102.99
    acrylic acid 86.4
    isopropyl myristate 12.33
    n-butyric acid 78.35
    acetyl acetate 53.25
    di(2-ethylhexyl) phthalate 25.04
    ethyl propionate 39.51
    nitromethane 210.17
    1,2-diethoxyethane 37.51
    benzonitrile 80.53
    trioctyl phosphate 14.04
    1-bromopropane 67.61
    gamma-valerolactone 208.56
    n-decanol 8.46
    triethyl phosphate 27.14
    4-methyl-2-pentanol 17.64
    propionitrile 66.12
    vinylene carbonate 119.89
    1,1,2-trichlorotrifluoroethane 206.88
    DMS 44.46
    cumene 15.68
    2-octanol 9.01
    2-hexanone 45.2
    octyl acetate 17.04
    limonene 18.93
    1,2-dimethoxyethane 123.15
    ethyl orthosilicate 25.58
    tributyl phosphate 17.32
    diacetone alcohol 48.83
    N,N-dimethylaniline 41.36
    acrylonitrile 98.04
    aniline 86.29
    1,3-propanediol 90.8
    bromobenzene 94.52
    dibromomethane 234.61
    1,1,2,2-tetrachloroethane 294.37
    2-methyl-cyclohexyl acetate 37.02
    tetrabutyl urea 25.6
    diisobutyl methanol 12.05
    2-phenylethanol 56.21
    styrene 29.22
    dioctyl adipate 24.97
    dimethyl sulfate 95.97
    ethyl butyrate 35.16
    methyl lactate 45.78
    butyl lactate 27.47
    diethyl carbonate 31.78
    propanediol butyl ether 28.27
    triethyl orthoformate 28.08
    p-tert-butyltoluene 12.73
    methyl 4-tert-butylbenzoate 43.38
    morpholine 159.12
    tert-butylamine 20.64
    n-dodecanol 6.88
    dimethoxymethane 125.17
    ethylene carbonate 91.44
    cyrene 75.29
    2-ethoxyethyl acetate 42.68
    2-ethylhexyl acetate 33.1
    1,2,4-trichlorobenzene 110.83
    4-methylpyridine 149.79
    dibutyl ether 10.89
    2,6-dimethyl-4-heptanol 12.05
    DEF 88.11
    dimethyl isosorbide 80.03
    tetrachloroethylene 200.36
    eugenol 51.55
    triacetin 36.98
    span 80 31.55
    1,4-butanediol 48.13
    1,1-dichloroethane 163.5
    2-methyl-1-pentanol 45.35
    methyl formate 115.39
    2-methyl-1-butanol 49.15
    n-decane 0.95
    butyronitrile 64.65
    3,7-dimethyl-1-octanol 13.3
    1-chlorooctane 6.62
    1-chlorotetradecane 3.4
    n-nonane 0.73
    undecane 0.8
    tert-butylcyclohexane 2.12
    cyclooctane 0.92
    cyclopentanol 63.68
    tetrahydropyran 100.51
    tert-amyl methyl ether 26.25
    2,5,8-trioxanonane 73.44
    1-hexene 7.5
    2-isopropoxyethanol 60.92
    2,2,2-trifluoroethanol 101.33
    methyl butyrate 56.84

    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