Hexachlorocyclopentadiene

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  • Identifiers

    CAS number
    77-47-4

    Molecular formula
    C5Cl6

    SMILES
    C1(=C(C(C(=C1Cl)Cl)(Cl)Cl)Cl)Cl

    Safety labels

    Corrosive
    Corrosive

    Acute Toxic
    Acute Toxic

    Environmental Hazard
    Environmental

  • Odor profile

    Fragrance
    Odorless 50.66%
    Woody 28.72%
    Sweet 26.76%
    Dry 20.11%
    Burnt 17.67%
    Powdery 16.43%
    Balsamic 16.18%
    Clean 15.64%
    Musk 14.62%
    Animal 13.59%

     

    Flavor
    Bitter 46.46%
    Odorless 31.35%
    Nitrile 19.64%
    Roasted 19.52%
    Sweet-like 19.17%
    Rotten 18.59%
    Oriental 18.58%
    Soybean 18.44%
    Scallion 18.43%
    Bread crust 18.42%

     

    Odor impact est.
    Medium

    Odor threshold

    • Odor Threshold Low: 0.15 [mmHg]. An odor threshold of 0.15 ppm has been reported. [ACGIH] VP from HSDB
    • 0.15 ppm or 1.7 mg/cu m
    • Odor low: 1.5 mg/cu m; Odor high: 3.3 mg/cu m

  • Properties

    XLogP3-AA
    5.0

    pKa est.
    3.63 (weak acid)

    Molecular weight
    272.8 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Moderate

    Melting point expt.

    • 16 °F (EPA, 1998)
    • -9 °C
    • 16 °F

    Boiling point

    • 462 °F at 753 mmHg (EPA, 1998)
    • 239 °C
    • 462 °F

    Flash point

    • 110.74 ˚C est.
    • Non-flammable (EPA, 1998)

    Solubility expt.

    • less than 0.1 mg/mL at 70.7 °F (NTP, 1992)
    • Soluble in all proportions in acetone, carbon tetrachloride, methanol and hexane.
    • In water, 1.8 mg/L at 25 °C
    • Solubility in water, g/100ml at 25 °C: 0.2
    • (77 °F): 0.0002% (Reacts)

  • Synonyms

    • HEXACHLOROCYCLOPENTADIENE
    • 77-47-4
    • Graphlox
    • Perchlorocyclopentadiene
    • Hccpd
    • 1,2,3,4,5,5-hexachlorocyclopenta-1,3-diene
    • Hexachlorcyklopentadien
    • Cyclopentadiene, hexachloro-
    • Perchloro-1,3-cyclopentadiene
    • Hexachloro-1,3-cyclopentadiene
    • RCRA waste number U130
    • Caswell No. 478
    • NCI-C55607
    • HRS 1655
    • 1,3-Cyclopentadiene, 1,2,3,4,5,5-hexachloro-
    • 1,3-Cyclopentadiene, hexachloro-
    • C 56
    • NSC 9235
    • CCRIS 5919
    • Hexachlorcyklopentadien [Czech]
    • 1,2,3,4,5,5-Hexachloro-1,3-cyclopentadiene
    • HSDB 4011
    • EINECS 201-029-3
    • IP6ATU242I
    • UN2646
    • EPA Pesticide Chemical Code 027502
    • BRN 0976722
    • hexachlorocyclopenta-1,3-diene
    • DTXSID2020688
    • AI3-15558
    • NSC-9235
    • DTXCID60688
    • CYCLOPENTADIENE,HEXACHLORO-
    • 1,3-Cyclopentadiene,1,2,3,4,5,5-hexachloro-
    • 4-05-00-00381 (Beilstein Handbook Reference)
    • C56
    • 1,2,3,4,5,5-Hexachloro-cyclopenta-1,3-diene
    • HEXACHLORCYKLOPENTADIEN (CZECH)
    • CAS-77-47-4
    • RCRA waste no. U130
    • UNII-IP6ATU242I
    • C-56
    • MFCD00001352
    • 1,2,3,4,5,5-Hexachlorocyclopentadiene
    • hexachloro-cyclopentadiene
    • Cyclopentadiene, hexachloro
    • Cyclopentadiene Hexachloride
    • Perchloro1,3cyclopentadiene
    • Hexachloro1,3cyclopentadiene
    • perchlorocyclopenta-1,3-diene
    • SCHEMBL165983
    • 1,3Cyclopentadiene, hexachloro
    • Hexachlorocyclopentadiene, 98%
    • CHEMBL1526721
    • NSC9235
    • Hexachlorocyclopentadiene (ACGIH)
    • Tox21_202279
    • Tox21_302780
    • 1, 1,2,3,4,5,5-hexachloro-
    • AKOS009156868
    • UN 2646
    • USEPA/OPP Pesticide Code: 027502
    • NCGC00091545-01
    • NCGC00091545-02
    • NCGC00091545-03
    • NCGC00091545-04
    • NCGC00091545-05
    • NCGC00256512-01
    • NCGC00259828-01
    • WLN: L5 AHJ AG AG BG CG DG EG
    • FH171859
    • 1,2,3,4,5,5Hexachloro1,3cyclopentadiene
    • DB-056221
    • 1,3,4,5,5-Hexachloro-1,3-cyclopentadiene
    • H0057
    • NS00009501
    • EN300-61293
    • 1,3Cyclopentadiene, 1,2,3,4,5,5hexachloro
    • Hexachlorocyclopentadiene [UN2646] [Poison]
    • Q408998
    • Hexachlorocyclopentadiene 10 microg/mL in Isooctane
    • Hexachlorocyclopentadiene 100 microg/mL in Isooctane
    • Hexachlorocyclopentadiene 1000 microg/mL in Acetone
    • InChI=1/C5Cl6/c6-1-2(7)4(9)5(10,11)3(1)
    • 201-029-3
    • Cyclopentadienehexachloride; Perchlorocyclopentadiene; 1,2,3,4,5,5'-Hexachloro-1,3-cyclopentadiene

  • Applications

    Hexachlorocyclopentadiene (CAS 77-47-4) is principally used as an industrial chemical intermediate for the synthesis of other chlorinated organics; it serves as a building block in specialty polymers and resin formulations, where its high chlorination and rigid ring structure influence flame retardancy and chemical resistance. It is also used in coatings and inks as a reactive precursor for chlorinated resin systems, and in adhesives formulations to introduce chlorinated functionalities. In electronics-related materials, it may be evaluated for use in specialty dielectric or photoresist applications. It is additionally considered as a precursor in agricultural chemical development, where chlorinated cyclic structures can serve as intermediates. Subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 35.43
    methanol 29.41
    isopropanol 37.15
    water 2.14
    ethyl acetate 77.57
    n-propanol 40.28
    acetone 90.62
    n-butanol 43.78
    acetonitrile 53.33
    DMF 143.44
    toluene 108.62
    isobutanol 37.45
    1,4-dioxane 166.57
    methyl acetate 69.98
    THF 305.82
    2-butanone 88.87
    n-pentanol 43.68
    sec-butanol 47.05
    n-hexane 25.96
    ethylene glycol 25.25
    NMP 226.64
    cyclohexane 46.32
    DMSO 155.93
    n-butyl acetate 72.05
    n-octanol 55.97
    chloroform 199.59
    n-propyl acetate 67.6
    acetic acid 42.64
    dichloromethane 148.96
    cyclohexanone 147.1
    propylene glycol 29.29
    isopropyl acetate 75.19
    DMAc 177.17
    2-ethoxyethanol 89.88
    isopentanol 45.27
    n-heptane 41.76
    ethyl formate 53.65
    1,2-dichloroethane 92.75
    n-hexanol 56.41
    2-methoxyethanol 110.6
    isobutyl acetate 58.29
    tetrachloromethane 53.0
    n-pentyl acetate 62.57
    transcutol 222.75
    n-heptanol 47.93
    ethylbenzene 72.93
    MIBK 88.41
    2-propoxyethanol 110.34
    tert-butanol 52.68
    MTBE 80.15
    2-butoxyethanol 76.22
    propionic acid 36.65
    o-xylene 92.65
    formic acid 25.18
    diethyl ether 97.9
    m-xylene 95.02
    p-xylene 75.84
    chlorobenzene 81.97
    dimethyl carbonate 70.17
    n-octane 21.99
    formamide 49.88
    cyclopentanone 178.82
    2-pentanone 96.26
    anisole 120.55
    cyclopentyl methyl ether 204.96
    gamma-butyrolactone 163.08
    1-methoxy-2-propanol 108.68
    pyridine 131.3
    3-pentanone 94.25
    furfural 160.84
    n-dodecane 17.28
    diethylene glycol 88.84
    diisopropyl ether 64.06
    tert-amyl alcohol 57.36
    acetylacetone 129.05
    n-hexadecane 19.32
    acetophenone 117.9
    methyl propionate 84.04
    isopentyl acetate 70.76
    trichloroethylene 158.74
    n-nonanol 56.4
    cyclohexanol 89.11
    benzyl alcohol 84.14
    2-ethylhexanol 58.59
    isooctanol 45.76
    dipropyl ether 95.33
    1,2-dichlorobenzene 79.72
    ethyl lactate 59.13
    propylene carbonate 106.12
    n-methylformamide 61.18
    2-pentanol 49.77
    n-pentane 32.35
    1-propoxy-2-propanol 103.68
    1-methoxy-2-propyl acetate 113.46
    2-(2-methoxypropoxy) propanol 113.79
    mesitylene 73.67
    ε-caprolactone 128.32
    p-cymene 69.58
    epichlorohydrin 181.81
    1,1,1-trichloroethane 104.1
    2-aminoethanol 34.59
    morpholine-4-carbaldehyde 212.65
    sulfolane 206.11
    2,2,4-trimethylpentane 23.08
    2-methyltetrahydrofuran 194.64
    n-hexyl acetate 74.69
    isooctane 19.84
    2-(2-butoxyethoxy)ethanol 119.79
    sec-butyl acetate 64.02
    tert-butyl acetate 92.78
    decalin 29.51
    glycerin 48.56
    diglyme 197.16
    acrylic acid 40.53
    isopropyl myristate 57.56
    n-butyric acid 48.49
    acetyl acetate 59.88
    di(2-ethylhexyl) phthalate 49.43
    ethyl propionate 77.01
    nitromethane 73.61
    1,2-diethoxyethane 109.25
    benzonitrile 81.94
    trioctyl phosphate 42.21
    1-bromopropane 84.14
    gamma-valerolactone 203.17
    n-decanol 48.9
    triethyl phosphate 62.88
    4-methyl-2-pentanol 46.18
    propionitrile 51.95
    vinylene carbonate 89.76
    1,1,2-trichlorotrifluoroethane 152.92
    DMS 71.25
    cumene 57.68
    2-octanol 44.42
    2-hexanone 83.04
    octyl acetate 60.7
    limonene 94.04
    1,2-dimethoxyethane 176.44
    ethyl orthosilicate 64.75
    tributyl phosphate 45.08
    diacetone alcohol 104.01
    N,N-dimethylaniline 121.02
    acrylonitrile 63.37
    aniline 98.89
    1,3-propanediol 42.11
    bromobenzene 84.77
    dibromomethane 122.0
    1,1,2,2-tetrachloroethane 155.85
    2-methyl-cyclohexyl acetate 85.39
    tetrabutyl urea 74.1
    diisobutyl methanol 54.4
    2-phenylethanol 87.77
    styrene 74.19
    dioctyl adipate 73.63
    dimethyl sulfate 101.54
    ethyl butyrate 81.37
    methyl lactate 69.44
    butyl lactate 57.21
    diethyl carbonate 60.42
    propanediol butyl ether 75.37
    triethyl orthoformate 80.56
    p-tert-butyltoluene 73.47
    methyl 4-tert-butylbenzoate 104.0
    morpholine 176.01
    tert-butylamine 47.31
    n-dodecanol 43.29
    dimethoxymethane 176.28
    ethylene carbonate 79.38
    cyrene 145.95
    2-ethoxyethyl acetate 80.28
    2-ethylhexyl acetate 66.53
    1,2,4-trichlorobenzene 103.16
    4-methylpyridine 128.6
    dibutyl ether 73.92
    2,6-dimethyl-4-heptanol 54.4
    DEF 133.29
    dimethyl isosorbide 214.11
    tetrachloroethylene 106.87
    eugenol 101.28
    triacetin 93.36
    span 80 91.72
    1,4-butanediol 28.71
    1,1-dichloroethane 89.94
    2-methyl-1-pentanol 46.46
    methyl formate 61.57
    2-methyl-1-butanol 45.53
    n-decane 26.08
    butyronitrile 54.4
    3,7-dimethyl-1-octanol 59.39
    1-chlorooctane 56.31
    1-chlorotetradecane 33.02
    n-nonane 25.84
    undecane 20.63
    tert-butylcyclohexane 27.12
    cyclooctane 31.84
    cyclopentanol 95.4
    tetrahydropyran 153.71
    tert-amyl methyl ether 95.87
    2,5,8-trioxanonane 177.24
    1-hexene 49.65
    2-isopropoxyethanol 79.3
    2,2,2-trifluoroethanol 43.03
    methyl butyrate 83.86

    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