Chlorendic Anhydride

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  • Identifiers

    CAS number
    115-27-5

    Molecular formula
    C9H2Cl6O3

    SMILES
    C12C(C(=O)OC1=O)C3(C(=C(C2(C3(Cl)Cl)Cl)Cl)Cl)Cl

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Odorless 69.11%
    Woody 27.55%
    Sweet 16.42%
    Dry 16.09%
    Spicy 15.95%
    Cooling 14.87%
    Clean 14.74%
    Balsamic 14.31%
    Burnt 13.36%
    Amber 12.65%

     

    Flavor
    Bitter 81.59%
    Odorless 33.25%
    Bland 20.92%
    Sweet-like 19.99%
    Nitrile 18.98%
    Cedarleaf 18.62%
    Rotten 17.5%
    Yeast 17.45%
    Oriental 17.4%
    Roasted peanuts 17.32%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    2.4

    pKa est.
    3.63 (weak acid)

    Molecular weight
    370.8 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    390°C

    Melting point expt.

    • 239 °C
    • 231-235 °C

    Flash point

    • 154.66 ˚C est.

    Solubility expt.

    • Readily sol in acetone, benzene, toluene; slightly sol in water, n-hexane, carbon tetrachloride
    • In water, 0.086 mg/L @ 25 °C /Estimated/
    • Solubility in water: reaction

  • Synonyms

    • CHLORENDIC ANHYDRIDE
    • 115-27-5
    • HET anhydride
    • 1,4,5,6,7,7-Hexachloro-5-norbornene-2,3-dicarboxylic anhydride
    • Chloran 542
    • 4,5,6,7,8,8-Hexachloro-3a,4,7,7a-tetrahydro-4,7-methanoisobenzofuran-1,3-dione
    • Chlorendic anhydride (VAN)
    • NSC 22229
    • HSDB 2920
    • Hexachloro-5-norbornene-2,3-dicarboxylic anhydride
    • Hexachloroendomethylene tetrahydrophthalic anhydride
    • EINECS 204-077-3
    • 4,7-Methanoisobenzofuran-1,3-dione, 4,5,6,7,8,8-hexachloro-3a,4,7,7a-tetrahydro-
    • BRN 0092693
    • DTXSID2026941
    • 5-Norbornene-2,3-dicarboxylic anhydride, 1,4,5,6,7,7-hexachloro-
    • DTXCID006941
    • EC 204-077-3
    • 4-17-00-06070 (Beilstein Handbook Reference)
    • 1,4,5,6,7,7-Hexachlorobicyclo(2.2.1)-5-heptene-2,3-dicarboxylic acid anhydride
    • NSC-22229
    • 1,4,5,6,7,7-Hexachloro-endo-5-norbornene-2,3-dicarboxylic anhydride
    • 1,4,5,6,7,7-Hexachloro-8,9,10-trinorborn-5-ene-2,3-dicarboxylic anhydride
    • 1,4,5,6,7,7-Hexachloro-endo-bicyclo(2.2.1)hept-5-ene-2,3-dicarboxylic anhydride
    • 1,4,5,6,7,7-Hexachlorobicyclo[2.2.1]-5-heptene-2,3-dicarboxylic acid anhydride
    • Bicyclo(2.2.1)hept-5-ene-2,3-dicarboxylic anhydride, 1,4,5,6,7,7-hexachloro-
    • RefChem:575603
    • Bicyclo[2.2.1]hept-5-ene-2,3-dicarboxylic anhydride, 1,4,5,6,7,7-hexachloro-
    • Hexachloro-endo-methylene tetrahydrophthalic anhydride
    • 1,4,5,6,7,7-hexachlorobicyclo-(2,2,1)-5-heptene-2,3-dicarboxylic anhydride
    • 4,5,6,7,8,8-hexachloro-3a,4,,7a-tetrahydro-4,7-methanoisobenzofuran-1,3-dione
    • 204-077-3
    • 1,4,5,6,7,7-HEXACHLORO-5-BICYCLO(2.2.1)HEPTENE-2,3-DICARBOXYLIC ANHYDRIDE
    • 2,3-Dicarboxy-1,4,5,6,7,7-hexachlorobicyclo(2.2.1)hept-5-ene anhydride
    • 3,4,5,6,7,7-Hexachloro-1,2,3,6-tetrahydro-3,6-endo-methylenephthalic anhydride
    • 4,7-METHANOISOBENZOFURAN-1,3-DIONE, 4,5,6,7,8,8-HEXACHLORO-3A,4,7,7A-TETRAHYDRO-, (3AR,4S,7R,7AS)-REL-
    • 7365-74-4
    • BICYCLO(2.2.1)HEPT-5-ENE-2,3-DICARBOXYLIC ACID, 1,4,5,6,7,7-HEXACHLORO-, ANHYDRIDE
    • CHLORENDIC ANHYDRIDE [HSDB]
    • CHLORENDIC ANHYDRIDE [MI]
    • ENDO-1,4,5,6,7,7-hexachloro-1,2,3,4-tetrahydro-5-norbornene-2,3-dicarboxylic acid anhydride
    • HEXACHLORO ENDOMETHYLENE TETRAHYDROPHTHALIC ANHYDRIDE
    • V92ZON9773
    • 1,7,8,9,10,10-hexachloro-4-oxatricyclo[5.2.1.02,6]dec-8-ene-3,5-dione
    • MFCD00080438
    • C9H2Cl6O3
    • 4,5,6,7,8,8-hexachloro-3a,4,7,7a-tetrahydro-4,7-methano-2-benzofuran-1,3-dione
    • 1,7,8,9,10,10-hexachloro-4-oxatricyclo[5.2.1.0<2,6>]dec-8-ene-3,5-dione
    • SCHEMBL108694
    • CHEMBL3183752
    • FLBJFXNAEMSXGL-UHFFFAOYSA-
    • NSC22229
    • Tox21_200439
    • SBB056758
    • STL573382
    • 1,4,5,6,7,7-hexachlorobicyclo[2.2.1]hept-5-ene-2,3-dicarboxylic anhydride
    • AKOS008967309
    • 1,4,5,6,7,7-Hexachlorobicyclo [2.2.1]hept-5-ene-2,3-dicarboxylic anhydride
    • NCGC00248616-01
    • NCGC00257993-01
    • BS-42226
    • CAS-115-27-5
    • DB-060714
    • CS-0377987
    • H0349
    • NS00007305
    • ST50981589
    • F71249
    • 1,5,6,7,7-Hexachloro-5-norbornene-2,3-dicarboxylic anhydride
    • 4,3-dione, 4,5,6,7,8,8-hexachloro-3a,4,7,7a-tetrahydro-
    • Chlorendic anhydride, 96%, may cont. up to 3% chlorendic acid
    • 1,7,8,9,10,10-hexachloro-4-oxatricyclo[5.2.1.0,dec-8-ene-3,5-dione
    • 1,4,5,6,7,7-Hexachloro-5-norbornene-2,3-dicarboxylic anhydride treated BSA
    • 1,7,8,9,10,10-hexachloro-4-oxatricyclo[5.2.1.0(2),]dec-8-ene-3,5-dione
    • InChI=1/C9H2Cl6O3/c10-3-4(11)8(13)2-1(5(16)18-6(2)17)7(3,12)9(8,14)15/h1-2H
    • 115-27-5

  • Applications

    Chlorendic Anhydride (CAS 115-27-5) is widely used as a reactive flame-retardant additive and as a crosslinking agent in polymers. In practice, it is employed as a flame-retardant component in polyurethane foams, epoxy resins, polyester resins, and styrenic polymers to enhance fire performance. It also serves as a crosslinking agent for epoxy and unsaturated polyester resins, enabling more heat-stable, rigid networks. As an intermediate, it is used to synthesize halogenated flame-retardant compounds and related reactive monomers. Additionally, it finds use in coatings and inks and in adhesive formulations to impart flame resistance, and it may be applied in specialty polymer systems for electronics packaging where fire performance is a priority. Use is subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 30.43
    methanol 57.92
    isopropanol 22.86
    water 1.1
    ethyl acetate 165.42
    n-propanol 32.21
    acetone 268.89
    n-butanol 26.48
    acetonitrile 156.03
    DMF 825.02
    toluene 116.82
    isobutanol 25.26
    1,4-dioxane 264.42
    methyl acetate 190.88
    THF 393.25
    2-butanone 196.45
    n-pentanol 26.13
    sec-butanol 28.38
    n-hexane 4.53
    ethylene glycol 32.25
    NMP 654.91
    cyclohexane 10.92
    DMSO 484.64
    n-butyl acetate 96.61
    n-octanol 30.42
    chloroform 203.39
    n-propyl acetate 104.19
    acetic acid 55.97
    dichloromethane 237.73
    cyclohexanone 248.63
    propylene glycol 20.98
    isopropyl acetate 119.25
    DMAc 604.58
    2-ethoxyethanol 109.42
    isopentanol 26.6
    n-heptane 7.6
    ethyl formate 106.63
    1,2-dichloroethane 160.61
    n-hexanol 34.33
    2-methoxyethanol 211.37
    isobutyl acetate 56.66
    tetrachloromethane 32.86
    n-pentyl acetate 74.83
    transcutol 166.2
    n-heptanol 26.53
    ethylbenzene 60.31
    MIBK 111.32
    2-propoxyethanol 143.74
    tert-butanol 32.94
    MTBE 61.19
    2-butoxyethanol 69.15
    propionic acid 51.35
    o-xylene 85.39
    formic acid 58.92
    diethyl ether 101.16
    m-xylene 87.26
    p-xylene 78.49
    chlorobenzene 104.45
    dimethyl carbonate 215.55
    n-octane 4.71
    formamide 163.14
    cyclopentanone 374.07
    2-pentanone 171.47
    anisole 158.93
    cyclopentyl methyl ether 182.92
    gamma-butyrolactone 374.76
    1-methoxy-2-propanol 159.35
    pyridine 255.69
    3-pentanone 186.42
    furfural 425.77
    n-dodecane 5.13
    diethylene glycol 141.32
    diisopropyl ether 39.91
    tert-amyl alcohol 35.86
    acetylacetone 364.74
    n-hexadecane 6.22
    acetophenone 182.83
    methyl propionate 203.51
    isopentyl acetate 73.45
    trichloroethylene 340.87
    n-nonanol 31.79
    cyclohexanol 48.24
    benzyl alcohol 86.89
    2-ethylhexanol 31.87
    isooctanol 22.7
    dipropyl ether 69.08
    1,2-dichlorobenzene 113.62
    ethyl lactate 78.78
    propylene carbonate 167.91
    n-methylformamide 260.8
    2-pentanol 25.95
    n-pentane 5.3
    1-propoxy-2-propanol 97.98
    1-methoxy-2-propyl acetate 165.67
    2-(2-methoxypropoxy) propanol 98.79
    mesitylene 55.48
    ε-caprolactone 188.55
    p-cymene 41.5
    epichlorohydrin 337.36
    1,1,1-trichloroethane 119.53
    2-aminoethanol 36.94
    morpholine-4-carbaldehyde 594.97
    sulfolane 474.23
    2,2,4-trimethylpentane 3.82
    2-methyltetrahydrofuran 178.05
    n-hexyl acetate 83.96
    isooctane 2.79
    2-(2-butoxyethoxy)ethanol 92.51
    sec-butyl acetate 77.69
    tert-butyl acetate 124.13
    decalin 7.66
    glycerin 56.31
    diglyme 218.37
    acrylic acid 70.27
    isopropyl myristate 51.71
    n-butyric acid 58.63
    acetyl acetate 150.48
    di(2-ethylhexyl) phthalate 44.9
    ethyl propionate 135.72
    nitromethane 380.35
    1,2-diethoxyethane 105.0
    benzonitrile 131.87
    trioctyl phosphate 34.31
    1-bromopropane 69.36
    gamma-valerolactone 509.78
    n-decanol 26.69
    triethyl phosphate 59.11
    4-methyl-2-pentanol 21.21
    propionitrile 103.98
    vinylene carbonate 190.57
    1,1,2-trichlorotrifluoroethane 256.59
    DMS 138.71
    cumene 36.9
    2-octanol 24.46
    2-hexanone 108.14
    octyl acetate 59.01
    limonene 51.02
    1,2-dimethoxyethane 279.15
    ethyl orthosilicate 50.02
    tributyl phosphate 42.03
    diacetone alcohol 124.69
    N,N-dimethylaniline 126.02
    acrylonitrile 189.42
    aniline 106.45
    1,3-propanediol 47.67
    bromobenzene 121.94
    dibromomethane 129.06
    1,1,2,2-tetrachloroethane 209.9
    2-methyl-cyclohexyl acetate 80.4
    tetrabutyl urea 78.65
    diisobutyl methanol 24.63
    2-phenylethanol 87.91
    styrene 75.48
    dioctyl adipate 67.59
    dimethyl sulfate 352.67
    ethyl butyrate 96.74
    methyl lactate 139.64
    butyl lactate 60.88
    diethyl carbonate 69.92
    propanediol butyl ether 55.96
    triethyl orthoformate 66.28
    p-tert-butyltoluene 40.33
    methyl 4-tert-butylbenzoate 109.29
    morpholine 235.43
    tert-butylamine 19.48
    n-dodecanol 22.35
    dimethoxymethane 492.5
    ethylene carbonate 146.45
    cyrene 153.72
    2-ethoxyethyl acetate 118.57
    2-ethylhexyl acetate 68.76
    1,2,4-trichlorobenzene 136.37
    4-methylpyridine 243.28
    dibutyl ether 44.13
    2,6-dimethyl-4-heptanol 24.63
    DEF 281.29
    dimethyl isosorbide 223.36
    tetrachloroethylene 163.14
    eugenol 118.67
    triacetin 121.15
    span 80 65.02
    1,4-butanediol 25.36
    1,1-dichloroethane 101.05
    2-methyl-1-pentanol 26.48
    methyl formate 262.05
    2-methyl-1-butanol 28.32
    n-decane 7.48
    butyronitrile 74.79
    3,7-dimethyl-1-octanol 31.71
    1-chlorooctane 26.91
    1-chlorotetradecane 15.5
    n-nonane 6.32
    undecane 6.13
    tert-butylcyclohexane 5.41
    cyclooctane 6.07
    cyclopentanol 61.82
    tetrahydropyran 131.91
    tert-amyl methyl ether 70.3
    2,5,8-trioxanonane 169.37
    1-hexene 17.33
    2-isopropoxyethanol 78.47
    2,2,2-trifluoroethanol 60.28
    methyl butyrate 140.81

    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