4-Chloroaniline

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  • Identifiers

    CAS number
    106-47-8

    Molecular formula
    C6H6ClN

    SMILES
    C1=CC(=CC=C1N)Cl

    Safety labels

    Acute Toxic
    Acute Toxic

    Health Hazard
    Health

    Environmental Hazard
    Environmental

  • Odor profile

    Fragrance
    Floral 52.61%
    Sweet 48.9%
    Animal 43.28%
    Phenolic 39.4%
    Musty 28.39%
    Woody 27.81%
    Burnt 27.27%
    Smoky 26.91%
    Grape 26.7%
    Meaty 24.56%

     

    Flavor
    Meaty 33.11%
    Sulfurous 32.53%
    Phenolic 29.81%
    Garlic 26.63%
    Egg 25.87%
    Fishy 24.68%
    Mild 24.68%
    Onion 24.6%
    Penetrating 23.18%
    Medicinal 22.15%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    1.9

    pKa est.
    5.0 (weak acid)

    Molecular weight
    127.57 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Moderately slow

    Melting point expt.

    • 162.5 °F (NTP, 1992)
    • 72.5 °C
    • 69-72.5 °C
    • 162.5 °F

    Boiling point

    • 450 °F at 760 mmHg (NTP, 1992)
    • 232 °C
    • 450 °F

    Flash point

    • 115.28 ˚C est.
    • 235 °F (NTP, 1992)
    • 120-123 °C
    • >220 °F (open cup)
    • 120-123 °C o.c.
    • 235 °F

    Solubility expt.

    • less than 1 mg/mL at 74.3 °F (NTP, 1992)
    • Freely soluble in alcohol, ether, acetone, carbon disulfide
    • In water, 3,900 mg/L at 25 °C
    • Solubility in water, g/100ml at 20 °C: 0.39

  • Synonyms

    • 4-CHLOROANILINE
    • 106-47-8
    • p-Chloroaniline
    • 4-Chlorobenzenamine
    • Benzenamine, 4-chloro-
    • para-Chloroaniline
    • p-Chloraniline
    • 4-Chlorophenylamine
    • p-Chlorophenylamine
    • 1-Amino-4-chlorobenzene
    • 4-Aminochlorobenzene
    • Aniline, 4-chloro-
    • p-Aminochlorobenzene
    • Aniline, p-chloro-
    • 4-Amino-1-chlorobenzene
    • 4-Chloro-1-aminobenzene
    • 4-Chloro-phenylamine
    • 4-Chloranilin
    • p-CA
    • 4-Chlorobenzamine
    • Benzeneamine, 4-chloro
    • 4-Chlorobenzeneamine
    • RCRA waste number P024
    • Caswell No. 182
    • 4-Chloranilin [Czech]
    • 4-chloro aniline
    • NCI-C02039
    • CCRIS 131
    • NSC 36941
    • CHEBI:20331
    • 4-CHLORO-ANILINE
    • HSDB 2047
    • EINECS 203-401-0
    • EPA Pesticide Chemical Code 017203
    • UNII-Z553SGH315
    • DTXSID9020295
    • AI3-14908
    • Z553SGH315
    • MFCD00007835
    • NSC-36941
    • P-CHLOROANILINE [MI]
    • DTXCID50295
    • 4-CHLOROANILINE [HSDB]
    • SULOFENUR METABOLITE VIII
    • P-CHLOROANILINE [USP-RS]
    • PARA-CHLOROANILINE [IARC]
    • EC 203-401-0
    • NCGC00091468-02
    • 4-CHLORANILIN (CZECH)
    • PROGUANIL HYDROCHLORIDE IMPURITY B [EP IMPURITY]
    • P-CHLOROANILINE (USP-RS)
    • PARA-CHLOROANILINE (IARC)
    • CHLORHEXIDINE DIHYDROCHLORIDE IMPURITY P [EP IMPURITY]
    • 4-?Chloroaniline(4-Chlorophenylamine)
    • Chloroaniline, p-
    • RCRA waste no. P024
    • PROGUANIL HYDROCHLORIDE IMPURITY B (EP IMPURITY)
    • pChloraniline
    • pChloroaniline
    • 4chloroaniline
    • CHLORHEXIDINE DIHYDROCHLORIDE IMPURITY P (EP IMPURITY)
    • 4-chioroaniline
    • 4Chloranilin
    • monochloroaniline
    • parachloroaniline
    • 4-chloraniline
    • 4Chlorobenzamine
    • para-choroaniline
    • 4-Choraniline
    • p-chloro-aniline
    • Aniline, pchloro
    • pChlorophenylamine
    • para-chioroaniline
    • 4- chloroaniline
    • 4-chlorobenazmine
    • 4Chlorobenzenamine
    • 4Chlorophenylamine
    • pAminochlorobenzene
    • Aniline, 4chloro
    • p-chlorobenzenamine
    • 4Aminochlorobenzene
    • 4-chloroaminobenzene
    • 1Amino4chlorobenzene
    • 4Amino1chlorobenzene
    • 4Chloro1aminobenzene
    • UN2018
    • Benzenamine, 4chloro
    • Benzeneamine, 4chloro
    • (4-chlorophenyl)amine
    • 4-Chloro-phenyl amine
    • 4-Chloro-phenyl-amine
    • Chloroaminobenzene, p-
    • (4-chlorophenyl)-amine
    • 4-Chloroaniline, 98%
    • WLN: ZR DG
    • SCHEMBL27544
    • MLS001065589
    • BIDD:ER0279
    • BIDD:GT0259
    • CHEMBL15888
    • Aniline, 4-chloro-4-chloranilin
    • NSC36941
    • 4-Chloroaniline, analytical standard
    • Tox21_400030
    • 4-Chloroaniline(4-Chlorophenylamine)
    • BDBM50235880
    • STK301711
    • AKOS000119173
    • FC20361
    • PS-6272
    • RP10019
    • 4-?Chloroaniline (4-Chlorophenylamine)
    • USEPA/OPP Pesticide Code: 017203
    • NCGC00091468-01
    • NCGC00091468-03
    • CAS-106-47-8
    • SMR000568489
    • NS00010861
    • 4-Chloroaniline, technical, >=97.0% (GC)
    • EN300-19099
    • 4-Chloroaniline 100 microg/mL in Acetonitrile
    • 4-Chloroaniline, purified by sublimation, >=99%
    • Q413515
    • 4-Chloroaniline, PESTANAL(R), analytical standard
    • F2190-0430
    • Z104472774
    • 4-Chloroaniline, European Pharmacopoeia (EP) Reference Standard
    • p-Aminochlorobenzene;p-Chloroaniline;4-Chloro-1-aminobenzene

  • Applications

    4-Chloroaniline is a versatile chemical intermediate used primarily in the synthesis of dyes and pigments, serving as a key precursor for azo dye chemistry and pigment production for textiles, coatings, and inks. It also functions as a building block in the manufacture of pharmaceutical intermediates, enabling downstream synthesis of active ingredients and related compounds. It is also used as an intermediate in agrochemical synthesis, providing building blocks for pesticide-related compounds. In the coatings, inks, and plastics sector, it is employed to prepare functionalized aryl amine derivatives that become colorants or components of specialty polymers. Its use is subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 44.5
    methanol 58.64
    isopropanol 26.1
    water 1.17
    ethyl acetate 44.42
    n-propanol 34.25
    acetone 73.19
    n-butanol 28.02
    acetonitrile 43.73
    DMF 136.36
    toluene 5.63
    isobutanol 17.38
    1,4-dioxane 64.04
    methyl acetate 66.14
    THF 118.68
    2-butanone 77.31
    n-pentanol 23.5
    sec-butanol 23.37
    n-hexane 0.49
    ethylene glycol 13.4
    NMP 46.49
    cyclohexane 0.35
    DMSO 60.21
    n-butyl acetate 39.75
    n-octanol 17.82
    chloroform 35.06
    n-propyl acetate 34.12
    acetic acid 44.82
    dichloromethane 19.84
    cyclohexanone 33.73
    propylene glycol 20.2
    isopropyl acetate 25.76
    DMAc 157.56
    2-ethoxyethanol 56.01
    isopentanol 21.63
    n-heptane 1.69
    ethyl formate 40.22
    1,2-dichloroethane 14.73
    n-hexanol 30.07
    2-methoxyethanol 81.42
    isobutyl acetate 24.1
    tetrachloromethane 6.16
    n-pentyl acetate 26.59
    transcutol 123.36
    n-heptanol 23.28
    ethylbenzene 5.84
    MIBK 24.49
    2-propoxyethanol 64.49
    tert-butanol 31.27
    MTBE 27.4
    2-butoxyethanol 51.24
    propionic acid 34.75
    o-xylene 6.25
    formic acid 27.92
    diethyl ether 20.43
    m-xylene 5.84
    p-xylene 9.29
    chlorobenzene 11.87
    dimethyl carbonate 31.2
    n-octane 0.99
    formamide 52.64
    cyclopentanone 66.19
    2-pentanone 38.88
    anisole 35.88
    cyclopentyl methyl ether 23.09
    gamma-butyrolactone 70.23
    1-methoxy-2-propanol 58.17
    pyridine 55.78
    3-pentanone 25.52
    furfural 80.33
    n-dodecane 1.09
    diethylene glycol 45.8
    diisopropyl ether 5.84
    tert-amyl alcohol 27.2
    acetylacetone 48.8
    n-hexadecane 1.18
    acetophenone 33.79
    methyl propionate 41.03
    isopentyl acetate 32.61
    trichloroethylene 49.77
    n-nonanol 16.64
    cyclohexanol 9.55
    benzyl alcohol 24.65
    2-ethylhexanol 19.87
    isooctanol 18.21
    dipropyl ether 20.85
    1,2-dichlorobenzene 12.92
    ethyl lactate 21.6
    propylene carbonate 42.3
    n-methylformamide 70.47
    2-pentanol 14.54
    n-pentane 0.44
    1-propoxy-2-propanol 50.49
    1-methoxy-2-propyl acetate 44.21
    2-(2-methoxypropoxy) propanol 45.29
    mesitylene 4.05
    ε-caprolactone 38.02
    p-cymene 8.84
    epichlorohydrin 75.3
    1,1,1-trichloroethane 20.75
    2-aminoethanol 27.22
    morpholine-4-carbaldehyde 72.33
    sulfolane 47.73
    2,2,4-trimethylpentane 0.85
    2-methyltetrahydrofuran 43.2
    n-hexyl acetate 29.15
    isooctane 0.75
    2-(2-butoxyethoxy)ethanol 57.3
    sec-butyl acetate 22.39
    tert-butyl acetate 30.63
    decalin 0.9
    glycerin 31.3
    diglyme 106.94
    acrylic acid 31.22
    isopropyl myristate 13.08
    n-butyric acid 42.5
    acetyl acetate 29.31
    di(2-ethylhexyl) phthalate 15.04
    ethyl propionate 26.83
    nitromethane 100.13
    1,2-diethoxyethane 43.13
    benzonitrile 26.37
    trioctyl phosphate 11.19
    1-bromopropane 6.8
    gamma-valerolactone 89.89
    n-decanol 12.95
    triethyl phosphate 15.44
    4-methyl-2-pentanol 12.5
    propionitrile 36.55
    vinylene carbonate 43.46
    1,1,2-trichlorotrifluoroethane 64.96
    DMS 23.57
    cumene 6.2
    2-octanol 13.47
    2-hexanone 38.49
    octyl acetate 17.58
    limonene 10.39
    1,2-dimethoxyethane 97.36
    ethyl orthosilicate 15.77
    tributyl phosphate 12.23
    diacetone alcohol 44.28
    N,N-dimethylaniline 25.31
    acrylonitrile 49.27
    aniline 19.6
    1,3-propanediol 36.54
    bromobenzene 8.62
    dibromomethane 9.97
    1,1,2,2-tetrachloroethane 35.7
    2-methyl-cyclohexyl acetate 23.98
    tetrabutyl urea 18.84
    diisobutyl methanol 12.66
    2-phenylethanol 31.62
    styrene 7.35
    dioctyl adipate 19.52
    dimethyl sulfate 37.56
    ethyl butyrate 30.3
    methyl lactate 29.45
    butyl lactate 25.98
    diethyl carbonate 20.93
    propanediol butyl ether 39.94
    triethyl orthoformate 24.28
    p-tert-butyltoluene 9.51
    methyl 4-tert-butylbenzoate 33.46
    morpholine 65.97
    tert-butylamine 13.66
    n-dodecanol 10.0
    dimethoxymethane 70.93
    ethylene carbonate 30.97
    cyrene 39.02
    2-ethoxyethyl acetate 40.88
    2-ethylhexyl acetate 26.12
    1,2,4-trichlorobenzene 17.32
    4-methylpyridine 44.12
    dibutyl ether 18.1
    2,6-dimethyl-4-heptanol 12.66
    DEF 40.65
    dimethyl isosorbide 71.69
    tetrachloroethylene 22.38
    eugenol 40.43
    triacetin 30.44
    span 80 32.95
    1,4-butanediol 15.44
    1,1-dichloroethane 16.8
    2-methyl-1-pentanol 21.17
    methyl formate 52.28
    2-methyl-1-butanol 19.67
    n-decane 1.62
    butyronitrile 32.37
    3,7-dimethyl-1-octanol 17.29
    1-chlorooctane 7.23
    1-chlorotetradecane 3.44
    n-nonane 1.34
    undecane 1.28
    tert-butylcyclohexane 1.39
    cyclooctane 0.24
    cyclopentanol 14.93
    tetrahydropyran 29.89
    tert-amyl methyl ether 20.77
    2,5,8-trioxanonane 75.46
    1-hexene 3.5
    2-isopropoxyethanol 37.9
    2,2,2-trifluoroethanol 23.62
    methyl butyrate 36.04

    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