Bis(p-(dimethylamino)phenyl)methane

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  • Identifiers

    CAS number
    101-61-1

    Molecular formula
    C17H22N2

    SMILES
    CN(C)C1=CC=C(C=C1)CC2=CC=C(C=C2)N(C)C

    Safety labels

    Health Hazard
    Health

    Environmental Hazard
    Environmental

  • Odor profile

    Fragrance
    Floral 53.43%
    Sweet 36.24%
    Green 35.89%
    Animal 35.35%
    Fruity 33.98%
    Fresh 30.4%
    Grapefruit 29.45%
    Citrus 29.15%
    Earthy 27.99%
    Woody 27.79%

     

    Flavor
    Fruity 45.03%
    Green 44.32%
    Floral 35.42%
    Herbal 33.93%
    Earthy 27.43%
    Mild 24.07%
    Sweet 23.46%
    Herb 22.9%
    Musty 22.78%
    Spicy 21.94%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    3.9

    pKa est.
    6.12 (neutral)

    Molecular weight
    254.37 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Melting point expt.

    • 194 to 196 °F (NTP, 1992)
    • 91.5 °C

    Boiling point

    • 734 °F at 760 mmHg (NTP, 1992)
    • 390 °C decomposes
    • BP: 155-157 °C at 0.1 mm Hg
    • BP: 183 °C at 3 mm Hg

    Flash point

    • 183.05 ˚C est.
    • 412 °F (NTP, 1992)
    • 211 °C

    Solubility expt.

    • less than 1 mg/mL at 72 °F (NTP, 1992)
    • Insoluble in water
    • Soluble in benzene, ether, carbon disulfide, acids; slightly soluble in cold alcohol, more soluble in hot alcohol
    • Slightly soluble in ethanol; soluble in acid; very soluble in ether, benzene, carbon disulfide

  • Synonyms

    • 101-61-1
    • 4,4'-Methylenebis(N,N-dimethylaniline)
    • Michler's base
    • Tetrabase
    • Methane base
    • Tetra-base
    • Bis[4-(dimethylamino)phenyl]methane
    • Michler's hydride
    • Michler's methane
    • Methylene base
    • Reduced michler'S ketone
    • 4,4'-Bis(dimethylamino)diphenylmethane
    • Arnold's base
    • Tetramethyldiaminodiphenylmethane
    • Bis(4-(N,N-dimethylamino)phenyl)methane
    • 4,4'-Tetramethyldiaminodiphenylmethane
    • Baze michlerova
    • 4,4'-Methylenebis(N,N-dimethyl)benzenamine
    • 4,4'-(Dimethylamino)diphenylmethane
    • p,p-Dimethylaminodiphenylmethane
    • p,p'-Bis(dimethylamino)diphenylmethane
    • NCI-C01990
    • Diphenylmethane, tetramethyldiamino-
    • p,p-Tetramethyldiaminodiphenylmethane
    • N,N'-Tetramethyldiaminodiphenylmethane
    • 4,4'-Methylenebis(N,N-dimethylbenzenamine)
    • BAZE michlerova [Czech]
    • Michler's ketone, reduced
    • Bis(p-dimethylaminophenyl)methane
    • Benzenamine, 4,4'-methylenebis[N,N-dimethyl-
    • N,N,N',N'-Tetramethyl-4,4'-methylenedianiline
    • CCRIS 390
    • NSC 36782
    • Methane, bis(p-(dimethylamino)phenyl)-
    • HSDB 2856
    • (4,4'-Tetramethyl)diaminodiphenylmethane
    • p,p'-Bis(N,N-dimethylaminophenyl)methane
    • Bis(p-dimethylamino)diphenylmethane
    • L6SPP9K4WQ
    • Aniline, 4,4'-methylenebis(N,N-dimethyl-
    • Methanediamine, tetramethyl-N,N'-diphenyl-
    • 4-(4-(dimethylamino)benzyl)-n,n-dimethylbenzenamine
    • Bis(4-(dimethylamino)phenyl)methane
    • EINECS 202-959-2
    • MFCD00008317
    • Benzenamine, 4,4'-methylenebis(N,N-dimethyl-
    • Bis(p-(N,N-dimethylamino)phenyl)methane
    • 137198-51-7
    • DTXSID5020869
    • N,N,N',N'-Tetramethyl-4,4'-diaminodiphenylmethane
    • AI3-09165
    • BIS(P-(DIMETHYLAMINO)PHENYL)METHANE
    • Bis[p-(dimethylamino)phenyl]methane
    • NSC-4892
    • NSC-9029
    • NSC-36782
    • 4,4'-Bis(dimethylaminophenyl)methane
    • N,N,N'N'-Tetramethyl-p,p'-diaminodiphenylmethane
    • N,N,N'N'-Tetramethyl-4,4'-diaminodiphenylmethane
    • 4,4'-Methylenebis[N,N-dimethylaniline]
    • Bis[p-(N,N-dimethylamino)phenyl]methane
    • Bis[4-(N,N-dimethylamino)phenyl]methane
    • MICHLER'S BASE [MI]
    • 4,4'-Methylenebis(N,N'-dimethylaniline)
    • DTXCID70869
    • Aniline, 4,4'-methylenebis[N,N-dimethyl-
    • 4-[[4-(dimethylamino)phenyl]methyl]-N,N-dimethylaniline
    • CHEBI:34370
    • NSC4892
    • NSC9029
    • NSC36782
    • N,N,N',N'-Tetramethyl-p,p'-diaminodiphenylmethane
    • p,p'-Tetramethyldiaminodiphenylmethane
    • Methanediamine,N'-diphenyl-
    • BAZE MICHLEROVA (Czech)
    • p,N-dimethylaminophenyl)methane
    • N,N,N',N-TETRAMETHYL-4,4'-METHYLENEDIANILINE
    • Bis[(p-dimethylamino)phenyl]methane
    • Bis[(4-dimethylamino)phenyl]methane
    • Aniline,4'-methylenebis[N,N-dimethyl-
    • (p,p'-Tetramethyl)diaminodiphenylmethane
    • Methane, bis[p-(dimethylamino)phenyl]-
    • 30135-64-9
    • CAS-101-61-1
    • Benzenamine,4'-methylenebis[N,N-dimethyl-
    • 4,4'-Methylenebis[N,N-dimethylbenzenamine]
    • WLN: 1N1 & R D1R DN1 & 1
    • N,N',N'-Tetramethyl-p,p'-diaminodiphenylmethane
    • N,N',N'-Tetramethyl-4,4'-diaminodiphenylmethane
    • UNII-L6SPP9K4WQ
    • 4-{[4-(dimethylamino)phenyl]methyl}-N,N-dimethylaniline
    • 4,4'-Methanediylbis(N,N-dimethylaniline)
    • Arnolds base
    • Tetra Base
    • bis(dimethylamino)diphenylmethane
    • p,p'-dimethylaminodiphenylmethane
    • p,p'-Tetramethyldiamindiphenylmethane
    • Maybridge4_000543
    • Benzenamine, 4,4'-methylenebis(N,N-dimethyl-)
    • SCHEMBL76217
    • MLS002454376
    • BIDD:ER0254
    • p,pDimethylaminodiphenylmethane
    • Bis(pdimethylaminophenyl)methane
    • CHEMBL1613260
    • bis(4-dimethylaminophenyl)methane
    • 4,4'-dimethylaminodiphenylmethane
    • Bis(pdimethylamino)diphenylmethane
    • Diphenylmethane, tetramethyldiamino
    • Bis(4(dimethylamino)phenyl)methane
    • Bis-(4-dimethylaminophenyl)methane
    • HMS1522I15
    • HMS3055O04
    • p,pTetramethyldiaminodiphenylmethane
    • 4,4'(Dimethylamino)diphenylmethane
    • N,N'Tetramethyldiaminodiphenylmethane
    • Tox21_201389
    • Tox21_300130
    • Methane, bis(p(dimethylamino)phenyl)
    • p,p'Bis(dimethylamino)diphenylmethane
    • STL453594
    • 4,4'Bis(dimethylamino)diphenylmethane
    • 4,4'Methylenebis(N,Ndimethylaniline)
    • Bis(p(N,Ndimethylamino)phenyl)methane
    • AKOS001574005
    • p,p'Bis(N,Ndimethylaminophenyl)methane
    • 4,4'-Methylenebis N,N-dimethylaniline
    • 4,4'-Methylenebis-N,N-dimethylaniline

  • Applications

    Bis(p-(dimethylamino)phenyl)methane is used primarily as an organic synthesis intermediate and colorant precursor, serving as a building block for dyes and pigments in coatings, plastics, and inks. It is commonly employed as a leuco-dye component in color-forming systems for thermal transfer and certain ink formulations, enabling color development upon oxidation or development. The compound also functions as a precursor in specialty dye chemistry and in the development of conjugated dye structures for optical or electronic materials. In research and process development, it is used as a versatile building block for preparing various diaryl amines and related derivatives. Its use is subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 41.25
    methanol 35.93
    isopropanol 18.91
    water 0.2
    ethyl acetate 131.02
    n-propanol 37.66
    acetone 55.18
    n-butanol 35.92
    acetonitrile 43.39
    DMF 87.23
    toluene 69.98
    isobutanol 22.94
    1,4-dioxane 209.1
    methyl acetate 110.88
    THF 279.16
    2-butanone 85.33
    n-pentanol 30.76
    sec-butanol 25.75
    n-hexane 8.43
    ethylene glycol 8.21
    NMP 85.65
    cyclohexane 17.37
    DMSO 95.39
    n-butyl acetate 78.3
    n-octanol 10.28
    chloroform 657.67
    n-propyl acetate 74.51
    acetic acid 58.09
    dichloromethane 572.05
    cyclohexanone 117.23
    propylene glycol 15.55
    isopropyl acetate 59.02
    DMAc 149.61
    2-ethoxyethanol 99.72
    isopentanol 25.0
    n-heptane 9.64
    ethyl formate 82.43
    1,2-dichloroethane 260.88
    n-hexanol 34.9
    2-methoxyethanol 103.57
    isobutyl acetate 47.87
    tetrachloromethane 76.84
    n-pentyl acetate 29.37
    transcutol 179.75
    n-heptanol 14.91
    ethylbenzene 33.68
    MIBK 37.41
    2-propoxyethanol 87.97
    tert-butanol 29.17
    MTBE 50.48
    2-butoxyethanol 38.79
    propionic acid 46.67
    o-xylene 43.64
    formic acid 21.58
    diethyl ether 94.35
    m-xylene 37.41
    p-xylene 41.78
    chlorobenzene 104.28
    dimethyl carbonate 45.39
    n-octane 3.57
    formamide 39.1
    cyclopentanone 139.44
    2-pentanone 64.31
    anisole 73.98
    cyclopentyl methyl ether 108.87
    gamma-butyrolactone 179.24
    1-methoxy-2-propanol 58.1
    pyridine 169.92
    3-pentanone 78.74
    furfural 184.02
    n-dodecane 1.96
    diethylene glycol 57.21
    diisopropyl ether 23.83
    tert-amyl alcohol 29.86
    acetylacetone 76.27
    n-hexadecane 2.29
    acetophenone 68.97
    methyl propionate 99.28
    isopentyl acetate 62.27
    trichloroethylene 463.4
    n-nonanol 12.13
    cyclohexanol 35.5
    benzyl alcohol 54.15
    2-ethylhexanol 27.15
    isooctanol 13.22
    dipropyl ether 65.89
    1,2-dichlorobenzene 100.76
    ethyl lactate 35.33
    propylene carbonate 99.96
    n-methylformamide 47.12
    2-pentanol 21.6
    n-pentane 7.23
    1-propoxy-2-propanol 58.93
    1-methoxy-2-propyl acetate 91.21
    2-(2-methoxypropoxy) propanol 41.19
    mesitylene 21.36
    ε-caprolactone 112.93
    p-cymene 23.33
    epichlorohydrin 297.7
    1,1,1-trichloroethane 211.66
    2-aminoethanol 22.33
    morpholine-4-carbaldehyde 150.03
    sulfolane 165.69
    2,2,4-trimethylpentane 5.31
    2-methyltetrahydrofuran 145.6
    n-hexyl acetate 28.44
    isooctane 2.97
    2-(2-butoxyethoxy)ethanol 53.09
    sec-butyl acetate 50.65
    tert-butyl acetate 58.21
    decalin 9.37
    glycerin 21.84
    diglyme 136.81
    acrylic acid 43.21
    isopropyl myristate 16.29
    n-butyric acid 65.21
    acetyl acetate 77.36
    di(2-ethylhexyl) phthalate 18.39
    ethyl propionate 73.28
    nitromethane 114.56
    1,2-diethoxyethane 99.61
    benzonitrile 51.71
    trioctyl phosphate 10.8
    1-bromopropane 128.1
    gamma-valerolactone 198.27
    n-decanol 9.64
    triethyl phosphate 46.19
    4-methyl-2-pentanol 13.19
    propionitrile 48.4
    vinylene carbonate 101.18
    1,1,2-trichlorotrifluoroethane 170.23
    DMS 46.77
    cumene 24.48
    2-octanol 8.39
    2-hexanone 52.68
    octyl acetate 19.23
    limonene 31.37
    1,2-dimethoxyethane 161.57
    ethyl orthosilicate 46.94
    tributyl phosphate 17.23
    diacetone alcohol 47.25
    N,N-dimethylaniline 48.77
    acrylonitrile 53.2
    aniline 76.89
    1,3-propanediol 33.46
    bromobenzene 119.22
    dibromomethane 325.53
    1,1,2,2-tetrachloroethane 375.58
    2-methyl-cyclohexyl acetate 57.95
    tetrabutyl urea 19.88
    diisobutyl methanol 17.24
    2-phenylethanol 50.16
    styrene 42.63
    dioctyl adipate 29.62
    dimethyl sulfate 66.61
    ethyl butyrate 77.53
    methyl lactate 34.77
    butyl lactate 23.08
    diethyl carbonate 59.85
    propanediol butyl ether 19.45
    triethyl orthoformate 63.77
    p-tert-butyltoluene 21.55
    methyl 4-tert-butylbenzoate 44.3
    morpholine 210.58
    tert-butylamine 21.01
    n-dodecanol 7.85
    dimethoxymethane 112.8
    ethylene carbonate 83.92
    cyrene 61.46
    2-ethoxyethyl acetate 60.0
    2-ethylhexyl acetate 55.69
    1,2,4-trichlorobenzene 123.42
    4-methylpyridine 117.29
    dibutyl ether 27.45
    2,6-dimethyl-4-heptanol 17.24
    DEF 88.4
    dimethyl isosorbide 105.47
    tetrachloroethylene 237.81
    eugenol 39.57
    triacetin 44.35
    span 80 30.29
    1,4-butanediol 14.86
    1,1-dichloroethane 199.6
    2-methyl-1-pentanol 27.77
    methyl formate 49.61
    2-methyl-1-butanol 26.47
    n-decane 3.53
    butyronitrile 47.29
    3,7-dimethyl-1-octanol 13.84
    1-chlorooctane 13.81
    1-chlorotetradecane 5.94
    n-nonane 3.3
    undecane 2.53
    tert-butylcyclohexane 8.11
    cyclooctane 6.07
    cyclopentanol 34.39
    tetrahydropyran 161.38
    tert-amyl methyl ether 47.81
    2,5,8-trioxanonane 88.09
    1-hexene 27.07
    2-isopropoxyethanol 57.12
    2,2,2-trifluoroethanol 29.68
    methyl butyrate 84.12

    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