4,4'-Methylenebis(3-chloro-2,6-diethylaniline)

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  • Identifiers

    CAS number
    106246-33-7

    Molecular formula
    C21H28Cl2N2

    SMILES
    CCC1=CC(=C(C(=C1N)CC)Cl)CC2=C(C(=C(C(=C2)CC)N)CC)Cl

    Safety labels

  • Odor profile

    Fragrance
    Burnt 34.69%
    Phenolic 33.18%
    Animal 31.33%
    Fruity 30.08%
    Musk 27.48%
    Sweet 27.0%
    Spicy 25.1%
    Dry 25.09%
    Smoky 24.85%
    Musty 24.84%

     

    Flavor
    Bitter 45.82%
    Mild 23.79%
    Very strong 21.03%
    Indole 20.84%
    Thymol 20.61%
    Creosote 20.47%
    Cedarleaf 20.43%
    Odorless 20.39%
    Parsley 20.39%
    Nitrile 20.35%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    6.9

    pKa est.
    4.74 (weak acid)

    Molecular weight
    379.4 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    696°C

    Flash point

    • 244.44 ˚C est.

  • Synonyms

    • 4,4'-Methylenebis(3-chloro-2,6-diethylaniline)
    • Benzenamine, 4,4'-methylenebis[3-chloro-2,6-diethyl-
    • Benzenamine, 4,4'-methylenebis(3-chloro-2,6-diethyl-
    • DTXSID0073031
    • RefChem:506802
    • DTXCID9033006
    • VERSALINK MCDEAG Curing Agent
    • Benzenamine, 4,4'methylenebis(3chloro2,6diethyl
    • 106246-33-7
    • 4-[(4-amino-2-chloro-3,5-diethylphenyl)methyl]-3-chloro-2,6-diethylaniline
    • M-CDEA
    • bis(4-amino-2-chloro-3,5-diethylphenyl)methane
    • MFCD00071551
    • C21H28Cl2N2
    • GN49RAR5P2
    • 4,4'-Methylenebis(3-chloro-2,6-diethylbenzenamine)
    • 4,4'-Methylenebis[3-chloro-2,6-diethylbenzenamine]
    • 4-[(4-amino-2-chloro-3,5-diethylphenyl)methyl]-3-chloro-2,6-diethylphenylamine
    • 4,4'-METHYLENE-BIS(3-CHLORO-2,6-DIETHYLANILINE)
    • UNII-GN49RAR5P2
    • SCHEMBL15262
    • VIOMIGLBMQVNLY-UHFFFAOYSA-N
    • SBB057168
    • AKOS015901640
    • FS-3989
    • SB83657
    • 4-[(4-amino-2-chloro-3,5-diethyl-phenyl)methyl]-3-chloro-2,6-diethyl-aniline
    • SY237735
    • DB-059459
    • DB-324806
    • CS-0152540
    • M3183
    • NS00019634
    • ST50997523
    • EN300-21622
    • D71230
    • 4,4-methylenebis(3-chloro-2,6-diethylaniline)
    • 246M337
    • F239646
    • 4,4'-METHYLENE-BIS3-CHLORO-2,6-DIETHYLANILINE
    • 4,4a(2)-Methylenebis[3-chloro-2,6-diethylbenzenamine]
    • Z104505820
    • 4,4 inverted exclamation mark -Methylenebis(3-chloro-2,6-diethylaniline)
    • 4,4'-Methylenebis(3-chloro-2,6-diethylaniline) 100 microg/mL in Acetonitrile
    • 106246-33-7

  • Applications

    4,4'-Methylenebis(3-chloro-2,6-diethylaniline) (CAS 106246-33-7) is predominantly used as a reactive intermediate and curing agent for epoxy resins, enabling crosslinking in coatings, adhesives, and electronic encapsulation to improve thermal and chemical resistance. It also serves as a building block in the synthesis of specialty polymers and high-temperature resins. In dye and pigment chemistry, it can function as a precursor for arylamine-based dyes and pigment formulations due to its diarylamine structure and halogen substituents. Additionally, it may be employed as an intermediate in the manufacture of other specialty chemicals used in coatings and electronics under controlled processing conditions.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 40.86
    methanol 34.02
    isopropanol 29.48
    water 0.07
    ethyl acetate 125.14
    n-propanol 52.4
    acetone 167.45
    n-butanol 59.54
    acetonitrile 27.69
    DMF 384.25
    toluene 76.9
    isobutanol 40.94
    1,4-dioxane 235.47
    methyl acetate 94.97
    THF 618.92
    2-butanone 139.42
    n-pentanol 50.87
    sec-butanol 37.07
    n-hexane 4.51
    ethylene glycol 4.88
    NMP 383.67
    cyclohexane 6.24
    DMSO 151.12
    n-butyl acetate 129.64
    n-octanol 14.22
    chloroform 421.54
    n-propyl acetate 89.16
    acetic acid 60.51
    dichloromethane 379.82
    cyclohexanone 275.71
    propylene glycol 9.4
    isopropyl acetate 89.65
    DMAc 361.74
    2-ethoxyethanol 108.34
    isopentanol 50.72
    n-heptane 3.96
    ethyl formate 77.49
    1,2-dichloroethane 244.27
    n-hexanol 50.81
    2-methoxyethanol 132.15
    isobutyl acetate 66.62
    tetrachloromethane 75.21
    n-pentyl acetate 120.85
    transcutol 128.05
    n-heptanol 34.93
    ethylbenzene 30.51
    MIBK 92.57
    2-propoxyethanol 146.6
    tert-butanol 39.33
    MTBE 81.03
    2-butoxyethanol 101.09
    propionic acid 48.4
    o-xylene 39.14
    formic acid 18.44
    diethyl ether 106.59
    m-xylene 47.82
    p-xylene 41.02
    chlorobenzene 135.97
    dimethyl carbonate 105.06
    n-octane 2.35
    formamide 40.65
    cyclopentanone 416.43
    2-pentanone 146.83
    anisole 90.16
    cyclopentyl methyl ether 205.26
    gamma-butyrolactone 380.34
    1-methoxy-2-propanol 110.1
    pyridine 200.79
    3-pentanone 126.08
    furfural 302.54
    n-dodecane 1.18
    diethylene glycol 66.2
    diisopropyl ether 26.71
    tert-amyl alcohol 42.08
    acetylacetone 190.16
    n-hexadecane 1.46
    acetophenone 94.89
    methyl propionate 129.26
    isopentyl acetate 119.05
    trichloroethylene 534.53
    n-nonanol 17.1
    cyclohexanol 57.47
    benzyl alcohol 68.59
    2-ethylhexanol 35.25
    isooctanol 31.3
    dipropyl ether 65.13
    1,2-dichlorobenzene 141.34
    ethyl lactate 40.07
    propylene carbonate 186.19
    n-methylformamide 109.93
    2-pentanol 35.55
    n-pentane 4.54
    1-propoxy-2-propanol 96.61
    1-methoxy-2-propyl acetate 166.36
    2-(2-methoxypropoxy) propanol 52.55
    mesitylene 25.04
    ε-caprolactone 233.88
    p-cymene 23.92
    epichlorohydrin 480.0
    1,1,1-trichloroethane 235.7
    2-aminoethanol 17.54
    morpholine-4-carbaldehyde 328.3
    sulfolane 419.77
    2,2,4-trimethylpentane 4.21
    2-methyltetrahydrofuran 270.45
    n-hexyl acetate 77.13
    isooctane 2.76
    2-(2-butoxyethoxy)ethanol 73.95
    sec-butyl acetate 63.36
    tert-butyl acetate 117.42
    decalin 4.92
    glycerin 20.46
    diglyme 202.19
    acrylic acid 48.01
    isopropyl myristate 28.98
    n-butyric acid 101.81
    acetyl acetate 91.46
    di(2-ethylhexyl) phthalate 42.71
    ethyl propionate 79.05
    nitromethane 174.34
    1,2-diethoxyethane 107.31
    benzonitrile 70.66
    trioctyl phosphate 27.79
    1-bromopropane 99.07
    gamma-valerolactone 510.9
    n-decanol 12.25
    triethyl phosphate 51.75
    4-methyl-2-pentanol 23.98
    propionitrile 43.83
    vinylene carbonate 177.85
    1,1,2-trichlorotrifluoroethane 232.27
    DMS 100.55
    cumene 21.96
    2-octanol 22.13
    2-hexanone 92.62
    octyl acetate 38.98
    limonene 36.15
    1,2-dimethoxyethane 235.11
    ethyl orthosilicate 54.07
    tributyl phosphate 31.6
    diacetone alcohol 95.35
    N,N-dimethylaniline 63.87
    acrylonitrile 57.26
    aniline 88.63
    1,3-propanediol 43.02
    bromobenzene 144.43
    dibromomethane 196.86
    1,1,2,2-tetrachloroethane 377.35
    2-methyl-cyclohexyl acetate 83.3
    tetrabutyl urea 49.96
    diisobutyl methanol 20.21
    2-phenylethanol 80.58
    styrene 39.82
    dioctyl adipate 50.81
    dimethyl sulfate 189.39
    ethyl butyrate 95.01
    methyl lactate 59.6
    butyl lactate 66.99
    diethyl carbonate 62.63
    propanediol butyl ether 41.54
    triethyl orthoformate 79.4
    p-tert-butyltoluene 24.26
    methyl 4-tert-butylbenzoate 101.37
    morpholine 261.2
    tert-butylamine 23.74
    n-dodecanol 8.71
    dimethoxymethane 317.05
    ethylene carbonate 148.25
    cyrene 111.25
    2-ethoxyethyl acetate 187.08
    2-ethylhexyl acetate 104.85
    1,2,4-trichlorobenzene 163.74
    4-methylpyridine 201.35
    dibutyl ether 29.74
    2,6-dimethyl-4-heptanol 20.21
    DEF 209.67
    dimethyl isosorbide 171.83
    tetrachloroethylene 261.61
    eugenol 99.85
    triacetin 85.14
    span 80 52.37
    1,4-butanediol 21.33
    1,1-dichloroethane 183.63
    2-methyl-1-pentanol 51.5
    methyl formate 99.9
    2-methyl-1-butanol 53.52
    n-decane 2.4
    butyronitrile 58.48
    3,7-dimethyl-1-octanol 15.85
    1-chlorooctane 15.23
    1-chlorotetradecane 5.46
    n-nonane 2.02
    undecane 1.62
    tert-butylcyclohexane 5.03
    cyclooctane 2.6
    cyclopentanol 73.85
    tetrahydropyran 205.39
    tert-amyl methyl ether 74.93
    2,5,8-trioxanonane 111.94
    1-hexene 21.83
    2-isopropoxyethanol 77.89
    2,2,2-trifluoroethanol 44.72
    methyl butyrate 108.59

    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