2-Chloro-p-Phenylenediamine

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  • Identifiers

    CAS number
    615-66-7

    Molecular formula
    C6H7ClN2

    SMILES
    C1=CC(=C(C=C1N)Cl)N

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Meaty 34.23%
    Odorless 33.95%
    Burnt 32.21%
    Animal 30.82%
    Fishy 30.36%
    Cheesy 29.02%
    Ripe 27.58%
    Phenolic 26.55%
    Smoky 24.17%
    Roasted 22.15%

     

    Flavor
    Mild 29.63%
    Bitter 28.42%
    Meaty 28.42%
    Sulfurous 22.81%
    Odorless 22.75%
    Roasted 22.03%
    Very strong 20.59%
    Penetrating 20.53%
    Nitrile 20.22%
    Indole 20.21%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    1.6

    pKa est.
    3.01 (weak acid)

    Molecular weight
    142.58 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Very slow

    Boiling point est.
    283°C

    Flash point

    • 144.48 ˚C est.

  • Synonyms

    • 615-66-7
    • 2-Chloro-1,4-diaminobenzene
    • 1,4-Benzenediamine, 2-chloro-
    • 2-Chloro-1,4-phenylenediamine
    • Ursol Brown O
    • 2-CHLORO-P-PHENYLENEDIAMINE
    • 3-Chloro-4-aminoaniline
    • 1,4-Diamino-2-chlorobenzene
    • 2-Chloro-1,4-benzenediamine
    • o-Chloro-p-phenylenediamine
    • 2-Chloro-4-phenylenediamine
    • p-Phenylenediamine, 2-chloro-
    • C.I. 76065
    • 3-Chloro-p-fenylendiamin
    • W949BCC82R
    • CI 76065
    • DTXSID3043944
    • CHEBI:76598
    • RefChem:470353
    • DTXCID1023944
    • 210-441-2
    • 2-chlorobenzene-1,4-diamine
    • MFCD00128931
    • 2-Chlor-p-fenylendiamin
    • 3-Chlor-p-fenylendiamin
    • 2-Chloro-p-phenylene diamine
    • HSDB 4126
    • 2-Chlor-p-fenylendiamin [Czech]
    • 3-Chlor-p-fenylendiamin [Czech]
    • 2-Chloro-(1,4-phenylenediamine)
    • 3-Chloro-p-fenylendiamin [Czech]
    • 4-amino-2-chloroaniline
    • EINECS 210-441-2
    • BRN 2802557
    • UNII-W949BCC82R
    • 2,5-diaminochlorobenzene
    • salzsaurem p-Phenylendiamin
    • SCHEMBL33731
    • 4-13-00-00221 (Beilstein Handbook Reference)
    • 2-Chloro-benzene-1,4-diamine
    • SCHEMBL2907466
    • SCHEMBL9793509
    • CHEMBL1619318
    • SCHEMBL28275957
    • SCHEMBL29437149
    • 2-Chlorobenzene-1 pound not4-diamine
    • AKOS005259472
    • UPCMLD0ENAT5883800:001
    • NCGC00090823-02
    • AC-11816
    • DS-17937
    • SY116664
    • 2-CHLORO-P-PHENYLENEDIAMINE [HSDB]
    • DB-072991
    • C3054
    • CS-0157060
    • NS00013454
    • EN300-33942
    • D71131
    • 615C667
    • F216675
    • Q27146147
    • InChI=1/C6H7ClN2/c7-5-3-4(8)1-2-6(5)9/h1-3H,8-9H
    • 615-66-7

  • Applications

    2-Chloro-p-Phenylenediamine (CAS 615-66-7) is primarily used as an organic intermediate in the synthesis of dyes and pigments, including azo dye precursors, with applications in coatings, inks, and textiles. It also serves as a reactive building block for cosmetic colorants and hair-dye formulations in the cosmetics/personal care sector. In industrial manufacturing, it is employed as a starting material to prepare specialty polymers and crosslinking agents. Depending on formulation and regulatory controls, it may be used to synthesize related phenylenediamine derivatives and other intermediates for further chemical synthesis.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 17.54
    methanol 31.15
    isopropanol 9.95
    water 4.57
    ethyl acetate 23.39
    n-propanol 11.5
    acetone 84.58
    n-butanol 9.92
    acetonitrile 19.48
    DMF 196.19
    toluene 2.16
    isobutanol 6.61
    1,4-dioxane 39.7
    methyl acetate 28.89
    THF 240.76
    2-butanone 37.93
    n-pentanol 8.43
    sec-butanol 6.58
    n-hexane 0.19
    ethylene glycol 13.93
    NMP 88.67
    cyclohexane 0.13
    DMSO 187.41
    n-butyl acetate 20.79
    n-octanol 9.1
    chloroform 15.29
    n-propyl acetate 14.57
    acetic acid 39.59
    dichloromethane 7.72
    cyclohexanone 34.29
    propylene glycol 10.25
    isopropyl acetate 14.27
    DMAc 174.95
    2-ethoxyethanol 32.63
    isopentanol 9.06
    n-heptane 0.91
    ethyl formate 30.05
    1,2-dichloroethane 7.21
    n-hexanol 18.15
    2-methoxyethanol 66.14
    isobutyl acetate 9.58
    tetrachloromethane 6.5
    n-pentyl acetate 14.8
    transcutol 29.43
    n-heptanol 15.54
    ethylbenzene 2.07
    MIBK 17.64
    2-propoxyethanol 52.81
    tert-butanol 18.46
    MTBE 12.15
    2-butoxyethanol 35.15
    propionic acid 17.85
    o-xylene 2.81
    formic acid 43.26
    diethyl ether 6.42
    m-xylene 3.44
    p-xylene 3.21
    chlorobenzene 6.66
    dimethyl carbonate 35.86
    n-octane 0.5
    formamide 58.65
    cyclopentanone 116.91
    2-pentanone 27.71
    anisole 16.44
    cyclopentyl methyl ether 23.54
    gamma-butyrolactone 117.03
    1-methoxy-2-propanol 42.92
    pyridine 21.37
    3-pentanone 16.4
    furfural 93.65
    n-dodecane 0.48
    diethylene glycol 54.28
    diisopropyl ether 2.65
    tert-amyl alcohol 12.35
    acetylacetone 56.11
    n-hexadecane 0.53
    acetophenone 19.06
    methyl propionate 27.22
    isopentyl acetate 17.29
    trichloroethylene 25.13
    n-nonanol 9.06
    cyclohexanol 5.14
    benzyl alcohol 13.06
    2-ethylhexanol 11.8
    isooctanol 12.15
    dipropyl ether 11.02
    1,2-dichlorobenzene 8.32
    ethyl lactate 15.12
    propylene carbonate 45.7
    n-methylformamide 73.24
    2-pentanol 5.13
    n-pentane 0.13
    1-propoxy-2-propanol 33.39
    1-methoxy-2-propyl acetate 31.82
    2-(2-methoxypropoxy) propanol 23.99
    mesitylene 2.75
    ε-caprolactone 27.26
    p-cymene 5.05
    epichlorohydrin 74.36
    1,1,1-trichloroethane 13.55
    2-aminoethanol 18.86
    morpholine-4-carbaldehyde 83.22
    sulfolane 119.79
    2,2,4-trimethylpentane 0.39
    2-methyltetrahydrofuran 41.92
    n-hexyl acetate 14.1
    isooctane 0.39
    2-(2-butoxyethoxy)ethanol 28.3
    sec-butyl acetate 8.63
    tert-butyl acetate 21.38
    decalin 0.36
    glycerin 32.01
    diglyme 62.01
    acrylic acid 20.39
    isopropyl myristate 7.12
    n-butyric acid 26.02
    acetyl acetate 21.13
    di(2-ethylhexyl) phthalate 10.86
    ethyl propionate 13.8
    nitromethane 123.7
    1,2-diethoxyethane 13.37
    benzonitrile 13.84
    trioctyl phosphate 9.61
    1-bromopropane 2.31
    gamma-valerolactone 114.74
    n-decanol 6.92
    triethyl phosphate 10.96
    4-methyl-2-pentanol 5.57
    propionitrile 11.45
    vinylene carbonate 39.12
    1,1,2-trichlorotrifluoroethane 63.51
    DMS 13.27
    cumene 2.5
    2-octanol 8.29
    2-hexanone 19.01
    octyl acetate 10.68
    limonene 6.01
    1,2-dimethoxyethane 64.84
    ethyl orthosilicate 10.16
    tributyl phosphate 8.25
    diacetone alcohol 34.62
    N,N-dimethylaniline 13.05
    acrylonitrile 21.15
    aniline 8.33
    1,3-propanediol 27.48
    bromobenzene 4.61
    dibromomethane 4.0
    1,1,2,2-tetrachloroethane 22.0
    2-methyl-cyclohexyl acetate 14.15
    tetrabutyl urea 13.97
    diisobutyl methanol 7.52
    2-phenylethanol 20.73
    styrene 2.28
    dioctyl adipate 10.6
    dimethyl sulfate 70.48
    ethyl butyrate 16.48
    methyl lactate 28.83
    butyl lactate 15.06
    diethyl carbonate 11.55
    propanediol butyl ether 19.64
    triethyl orthoformate 12.88
    p-tert-butyltoluene 5.78
    methyl 4-tert-butylbenzoate 26.11
    morpholine 39.78
    tert-butylamine 6.19
    n-dodecanol 5.36
    dimethoxymethane 86.52
    ethylene carbonate 28.74
    cyrene 33.36
    2-ethoxyethyl acetate 20.43
    2-ethylhexyl acetate 12.68
    1,2,4-trichlorobenzene 11.05
    4-methylpyridine 20.35
    dibutyl ether 5.28
    2,6-dimethyl-4-heptanol 7.52
    DEF 32.99
    dimethyl isosorbide 51.39
    tetrachloroethylene 16.77
    eugenol 27.96
    triacetin 15.01
    span 80 19.04
    1,4-butanediol 11.63
    1,1-dichloroethane 7.45
    2-methyl-1-pentanol 7.83
    methyl formate 75.74
    2-methyl-1-butanol 7.01
    n-decane 0.7
    butyronitrile 12.04
    3,7-dimethyl-1-octanol 8.06
    1-chlorooctane 3.52
    1-chlorotetradecane 1.72
    n-nonane 0.58
    undecane 0.57
    tert-butylcyclohexane 0.6
    cyclooctane 0.12
    cyclopentanol 13.28
    tetrahydropyran 15.79
    tert-amyl methyl ether 9.52
    2,5,8-trioxanonane 45.93
    1-hexene 0.93
    2-isopropoxyethanol 20.44
    2,2,2-trifluoroethanol 31.97
    methyl butyrate 21.1

    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