N,N'-Diphenylethylenediamine

Overview IFRA Request a quote

  • Identifiers

    CAS number
    150-61-8

    Molecular formula
    C14H16N2

    SMILES
    C1=CC=C(C=C1)NCCNC2=CC=CC=C2

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Fishy 54.21%
    Cheesy 41.73%
    Animal 36.21%
    Ripe 34.1%
    Meaty 31.4%
    Burnt 28.04%
    Savory 24.14%
    Cooked 24.11%
    Pungent 22.92%
    Sweet 21.33%

     

    Flavor
    Mild 27.2%
    Meaty 23.2%
    Fishy 22.49%
    Sulfurous 21.2%
    Nitrile 20.67%
    Turnup 20.04%
    Penetrating 19.95%
    Moth ball 19.94%
    Floral 19.75%
    Tar 19.66%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    3.6

    pKa est.
    4.57 (weak acid)

    Molecular weight
    212.29 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    385°C

    Flash point

    • 194.93 ˚C est.

  • Synonyms

    • 1,2-Dianilinoethane
    • 150-61-8
    • N,N'-Diphenylethylenediamine
    • sym-Diphenylethylenediamine
    • 1,2-Ethanediamine, N,N'-diphenyl-
    • PXK7AM35L2
    • N,N'-Diphenyl-alpha,omega-diaminoethane
    • NSC-8719
    • DTXSID1059739
    • ethylenedianiline
    • RefChem:71806
    • DTXCID9034860
    • 205-765-6
    • 1,2-diphenylethylenediamine
    • N1,N2-diphenylethane-1,2-diamine
    • Stabilite
    • NODX
    • N,N'-diphenylethane-1,2-diamine
    • N,N'-Ethylenedianiline
    • 1,2-Bis(phenylamino)ethane
    • Aniline, N,N'-ethylenedi-
    • N,N'-Difenylethylendiamin
    • NSC 8719
    • N,N'-Diphenyl-1,2-ethylenediamine
    • MFCD00003019
    • Benzenamine, N,N'-1,2-ethanediylbis-
    • Ethylenediamine, N,N'-diphenyl-
    • 1,2-Ethanediamine, N1,N2-diphenyl-
    • N,N'-Diphenyl-.alpha.,.omega.-diaminoethane
    • N,N inverted exclamation marka-Diphenylethylenediamine
    • phenyl[2-(phenylamino)ethyl]amine
    • N,N'-Difenylethylendiamin [Czech]
    • N1,N2-diphenyl-1,2-ethanediamine
    • EINECS 205-765-6
    • UNII-PXK7AM35L2
    • BRN 0646740
    • 1,2-Dianilinoethane, Pract.
    • 1,2 dianilinoethane
    • Aniline,N'-ethylenedi-
    • N,.omega.-diaminoethane
    • Maybridge1_002161
    • WLN: RM2MR
    • 2-anilinoethyl-phenyl-amine
    • Ethylenediamine,N'-diphenyl-
    • SCHEMBL232188
    • orb2940274
    • SCHEMBL8029164
    • HMS547K05
    • NSC8719
    • N-(2-anilinoethyl)-N-phenylamine
    • 1,2-DIANILINOETHANE [MI]
    • Benzenamine,N'-1,2-ethanediylbis-
    • N,N'-Diphenylethylenediamine, 98%
    • CCG-53261
    • SBB003424
    • STL436405
    • AKOS000450419
    • CS-W014271
    • FD60835
    • HY-W013555
    • AS-60917
    • N~1~,N~2~-Diphenylethane-1,2-diamine
    • SY061839
    • D0887
    • NS00024921
    • ST50319428
    • EN300-85848
    • D89737
    • AH-034/04487027
    • F342193
    • SR-01000642436-1
    • N(SUP1),N(SUP2)-DIPHENYL-1,2-ETHANEDIAMINE
    • Q27286809
    • Z57493577
    • 150-61-8

  • Applications

    N,N'-Diphenylethylenediamine (CAS 150-61-8) is primarily used as a chiral ligand or auxiliary for transition-metal catalysts in enantioselective synthesis, with applications in reactions such as hydrogenation and hydroformylation and related processes to achieve stereocontrol. It also serves as a building block for synthesizing chiral ligands and catalysts for industrial applications. DPEN is commonly employed as an intermediate in the synthesis of pharmaceutical and agrochemical ingredients, enabling the preparation of diamine derivatives and related precursors for biologically active compounds. In addition, it can be used as a precursor for metal complexes that function as catalysts in polymer and plastic production.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 16.5
    methanol 22.61
    isopropanol 8.81
    water 0.06
    ethyl acetate 83.76
    n-propanol 17.07
    acetone 156.83
    n-butanol 17.51
    acetonitrile 38.28
    DMF 288.11
    toluene 37.25
    isobutanol 11.61
    1,4-dioxane 135.37
    methyl acetate 67.54
    THF 484.67
    2-butanone 97.45
    n-pentanol 18.34
    sec-butanol 11.39
    n-hexane 9.11
    ethylene glycol 5.99
    NMP 255.16
    cyclohexane 10.79
    DMSO 437.01
    n-butyl acetate 64.29
    n-octanol 11.19
    chloroform 310.85
    n-propyl acetate 57.27
    acetic acid 54.62
    dichloromethane 369.56
    cyclohexanone 171.59
    propylene glycol 9.64
    isopropyl acetate 43.39
    DMAc 297.79
    2-ethoxyethanol 40.33
    isopentanol 15.38
    n-heptane 13.62
    ethyl formate 57.24
    1,2-dichloroethane 260.24
    n-hexanol 24.27
    2-methoxyethanol 55.85
    isobutyl acetate 39.32
    tetrachloromethane 27.87
    n-pentyl acetate 28.42
    transcutol 133.57
    n-heptanol 12.8
    ethylbenzene 19.45
    MIBK 44.32
    2-propoxyethanol 52.87
    tert-butanol 15.9
    MTBE 28.96
    2-butoxyethanol 28.04
    propionic acid 35.93
    o-xylene 22.99
    formic acid 14.49
    diethyl ether 52.49
    m-xylene 21.84
    p-xylene 24.39
    chlorobenzene 79.8
    dimethyl carbonate 58.24
    n-octane 5.19
    formamide 31.64
    cyclopentanone 370.21
    2-pentanone 84.19
    anisole 46.94
    cyclopentyl methyl ether 126.29
    gamma-butyrolactone 363.53
    1-methoxy-2-propanol 43.5
    pyridine 152.78
    3-pentanone 89.67
    furfural 209.36
    n-dodecane 3.58
    diethylene glycol 34.9
    diisopropyl ether 15.98
    tert-amyl alcohol 16.17
    acetylacetone 121.6
    n-hexadecane 4.03
    acetophenone 54.18
    methyl propionate 89.19
    isopentyl acetate 49.81
    trichloroethylene 384.87
    n-nonanol 12.9
    cyclohexanol 24.4
    benzyl alcohol 31.83
    2-ethylhexanol 24.61
    isooctanol 12.34
    dipropyl ether 67.24
    1,2-dichlorobenzene 74.21
    ethyl lactate 29.22
    propylene carbonate 136.72
    n-methylformamide 71.01
    2-pentanol 12.12
    n-pentane 5.19
    1-propoxy-2-propanol 46.57
    1-methoxy-2-propyl acetate 66.96
    2-(2-methoxypropoxy) propanol 36.62
    mesitylene 14.64
    ε-caprolactone 117.17
    p-cymene 19.28
    epichlorohydrin 331.23
    1,1,1-trichloroethane 128.7
    2-aminoethanol 11.66
    morpholine-4-carbaldehyde 166.78
    sulfolane 411.68
    2,2,4-trimethylpentane 4.44
    2-methyltetrahydrofuran 158.77
    n-hexyl acetate 31.8
    isooctane 2.81
    2-(2-butoxyethoxy)ethanol 44.0
    sec-butyl acetate 33.95
    tert-butyl acetate 45.27
    decalin 8.04
    glycerin 19.44
    diglyme 116.67
    acrylic acid 40.59
    isopropyl myristate 18.8
    n-butyric acid 55.38
    acetyl acetate 61.71
    di(2-ethylhexyl) phthalate 19.3
    ethyl propionate 57.06
    nitromethane 165.32
    1,2-diethoxyethane 65.15
    benzonitrile 45.25
    trioctyl phosphate 13.98
    1-bromopropane 93.77
    gamma-valerolactone 260.49
    n-decanol 10.85
    triethyl phosphate 36.69
    4-methyl-2-pentanol 10.38
    propionitrile 38.75
    vinylene carbonate 108.18
    1,1,2-trichlorotrifluoroethane 145.3
    DMS 45.92
    cumene 15.67
    2-octanol 8.47
    2-hexanone 56.42
    octyl acetate 21.08
    limonene 29.92
    1,2-dimethoxyethane 123.22
    ethyl orthosilicate 34.39
    tributyl phosphate 19.66
    diacetone alcohol 44.0
    N,N-dimethylaniline 36.62
    acrylonitrile 54.86
    aniline 42.27
    1,3-propanediol 15.89
    bromobenzene 92.83
    dibromomethane 220.58
    1,1,2,2-tetrachloroethane 300.34
    2-methyl-cyclohexyl acetate 42.92
    tetrabutyl urea 26.9
    diisobutyl methanol 18.63
    2-phenylethanol 30.22
    styrene 27.75
    dioctyl adipate 29.85
    dimethyl sulfate 127.85
    ethyl butyrate 65.35
    methyl lactate 39.66
    butyl lactate 24.4
    diethyl carbonate 45.06
    propanediol butyl ether 19.55
    triethyl orthoformate 48.74
    p-tert-butyltoluene 18.23
    methyl 4-tert-butylbenzoate 42.68
    morpholine 130.2
    tert-butylamine 11.55
    n-dodecanol 9.52
    dimethoxymethane 150.99
    ethylene carbonate 92.9
    cyrene 52.13
    2-ethoxyethyl acetate 43.38
    2-ethylhexyl acetate 44.94
    1,2,4-trichlorobenzene 86.8
    4-methylpyridine 98.71
    dibutyl ether 37.84
    2,6-dimethyl-4-heptanol 18.63
    DEF 112.07
    dimethyl isosorbide 92.86
    tetrachloroethylene 169.33
    eugenol 35.73
    triacetin 46.37
    span 80 29.37
    1,4-butanediol 9.91
    1,1-dichloroethane 142.93
    2-methyl-1-pentanol 18.05
    methyl formate 76.0
    2-methyl-1-butanol 15.0
    n-decane 5.9
    butyronitrile 37.87
    3,7-dimethyl-1-octanol 14.85
    1-chlorooctane 17.72
    1-chlorotetradecane 8.39
    n-nonane 5.6
    undecane 4.48
    tert-butylcyclohexane 7.03
    cyclooctane 5.28
    cyclopentanol 40.66
    tetrahydropyran 127.84
    tert-amyl methyl ether 30.63
    2,5,8-trioxanonane 82.02
    1-hexene 25.81
    2-isopropoxyethanol 30.55
    2,2,2-trifluoroethanol 26.29
    methyl butyrate 77.9

    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