Chlorendic Acid

Overview IFRA Request a quote

  • Identifiers

    CAS number
    115-28-6

    Molecular formula
    C9H4Cl6O4

    SMILES
    C1(C(C2(C(=C(C1(C2(Cl)Cl)Cl)Cl)Cl)Cl)C(=O)O)C(=O)O

    Safety labels

    Corrosive
    Corrosive

    Irritant
    Irritant

    Health Hazard
    Health

  • Odor profile

    Fragrance
    Odorless 74.17%
    Woody 22.89%
    Cooling 18.51%
    Balsamic 18.24%
    Dry 17.45%
    Sweet 16.55%
    Clean 15.87%
    Savory 15.59%
    Bitter 13.93%
    Spicy 13.67%

     

    Flavor
    Bitter 60.28%
    Odorless 50.81%
    Bland 24.3%
    Mild 23.91%
    Sweet-like 21.36%
    Very mild 20.46%
    Yeast 19.95%
    Nitrile 19.82%
    Bread crust 18.59%
    Cedarleaf 18.54%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    2.0

    pKa est.
    3.04 (weak acid)

    Molecular weight
    388.8 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    411°C

    Melting point expt.

    • 406 to 410 °F (NTP, 1992)
    • 208-210 °C, sealed tube; 230-235 °C, open tube
    • Melting point: decomposes to the anhydride.

    Flash point

    • 183.76 ˚C est.

    Solubility expt.

    • less than 1 mg/mL at 70 °F (NTP, 1992)
    • Slightly soluble in nonpolar organic solvents (e.g., benzene); readily soluble in methanol, ethanol and acetone
    • In water, 0.35 g/100 g @ 25 °C

  • Synonyms

    • CHLORENDIC ACID
    • 115-28-6
    • 1,4,5,6,7,7-Hexachlorobicyclo[2.2.1]hept-5-ene-2,3-dicarboxylic acid
    • HET acid
    • Kyselina het
    • Bicyclo[2.2.1]hept-5-ene-2,3-dicarboxylic acid, 1,4,5,6,7,7-hexachloro-
    • NCI-C55072
    • Hexachloroendomethylenetetrahydrophthalic acid
    • 1,4,5,6,7,7-Hexachloro-5-norbornene-2,3-dicarboxylic acid
    • DTXSID2020268
    • Hexachloro-endo-methylenetetrahydrophthalic acid
    • 1,4,5,6,7,7-Hexachlorobicyclo(2.2.1)-5-heptene-2,3-dicarboxylic acid
    • 5-Norbornene-2,3-dicarboxylic acid, 1,4,5,6,7,7-hexachloro-
    • 1,4,5,6,7,7-Hexachloro-8,9,10-trinorborn-5-ene-2,3-dicarboxylic acid
    • DTXCID80268
    • CHEBI:76603
    • NSC22231
    • NSC41876
    • Bicyclo(2.2.1)hept-5-ene-2,3-dicarboxylic acid, 1,4,5,6,7,7-hexachloro-
    • NSC-22231
    • NSC-41876
    • Kyselina 3,6-endomethylen-3,4,5,6,7,7-hexachlor-delta(sup 4)-tetrahyroftalova
    • 1,4,5,6,7,7-Hexachlorobicyclo(2.2.1)hept-5-ene-2,3-dicarboxylic acid
    • 1,4,5,6,7,7-Hexachlorobicyclo-(2,2,1)hept-5-en-2,3-dicarboxylic acid
    • hexachloroentomethylenetetrahydrophthalic acid
    • RefChem:125305
    • 2H,3H-Hexachlorobicyclo(2.2.1)hept-5-ene-2,3-dicarboxylic acid
    • 2H,3H-Hexachlorobicyclo[2.2.1]hept-5-ene-2,3-dicarboxylic acid
    • 204-078-9
    • 1,4,5,6,7,7-Hexachlorodicyclo-(2.2.1)-5-heptene-2,3-dicarboxylic acid
    • IAC1H0N39L
    • Prillic acid
    • NSC 22231
    • MFCD00167589
    • MLS002152895
    • MLS002637518
    • SMR001224506
    • EINECS 204-078-9
    • Kyselina 1,2,3,4,7,7-hexachlorbicyklo(2,2,1)hept-2-en-5,6-dikarboxylova
    • Kyselina het [Czech]
    • Chlorendic acid (VAN)
    • CAS-115-28-6
    • CCRIS 896
    • HSDB 2915
    • WLN: L55 A CUTJ AG AG BG CG DG EG FVQ GVQ
    • C9H4Cl6O4
    • Kyselina 3,4,5,6,7,7-hexachlor-.delta.(sup 4)-tetrahyroftalova
    • NSC 41876
    • 1,2,3,4,7,7-hexachlorobicyclo[2.2.1]hept-2-ene-5,6-dicarboxylic acid
    • cid_8266
    • Kyselina 1,2,3,4,7,7-hexachlorbicyklo(2,2,1)hept-2-en-5,6-dikarboxylova [Czech]
    • Kyselina 3,6-endomethylen-3,4,5,6,7,7-hexachlor-delta(sup 4)-tetrahydroftalova [Czech]
    • Kyselina 3,6-endomethylen-3,4,5,6,7,7-hexachlor-delta(sup 4)-tetrahyroftalova [Czech]
    • 7374-78-9
    • SCHEMBL159505
    • CHEMBL462314
    • NSC519
    • orb1705369
    • orb3025798
    • BDBM94954
    • NSC-519
    • HMS3039F04
    • MSK22523
    • Tox21_202339
    • Tox21_300190
    • SBB057154
    • STK266636
    • AKOS003363272
    • AKOS016843860
    • Bicyclo[2.2.1]-5-heptene-2,3-dicarboxylic acid, 1,4,5,6,7,7-hexachloro-
    • Kyselina 3,6-endomethylen-3,4,5,6,7,7-hexachlor-delta(sup 4)-tetrahydroftalova
    • NCGC00091276-01
    • NCGC00091276-03
    • NCGC00253973-01
    • NCGC00259888-01
    • AS-72784
    • NCI60_001839
    • DB-060716
    • H0054
    • NS00004196
    • ST50997508
    • EN300-24974
    • C19204
    • D90788
    • F240001
    • Q1854296
    • 1,5,6,7,7-HEXACHLORO-5-NORBORNENE-2,3-DICARBOXYLIC ACID
    • 1,4,5,6,7,7-hexachlorobicyclo-(2,2,1)-hept-5-ene-2,3-dicarboxylic acid
    • 1,4,5,6,7,7-hexachlorobicyclo[2.2.1]-hept-5-ene-2,3-dicarboxylic acid
    • 1,4,5,6,7,7-Hexachlorobicyclo[2.2.1]hept-5-ene-2,3-dicarboxylic acid #
    • 1,4,5,6,7,7-Hexachlorobicyclo[2.2.1]hept-5-ene-2,3-dicarboxylicacid
    • 1,2,3,4,7,7-hexakis(chloranyl)bicyclo[2.2.1]hept-2-ene-5,6-dicarboxylic acid
    • Kyselina 3,6-endomethylen-3,4,5,6,7,7-hexachlor-.delta.(4)-tetrahydroftalova
    • Kyselina 3,6-endomethylen-3,4,5,6,7,7-hexachlor-.delta.(4)-tetrahyroftalova
    • InChI=1/C9H4Cl6O4/c10-3-4(11)8(13)2(6(18)19)1(5(16)17)7(3,12)9(8,14)15/h1-2H,(H,16,17)(H,18,19
    • 115-28-6

  • Applications

    Chlorendic acid (CAS 115-28-6) is commonly used as a crosslinking agent for epoxy resins and other thermosetting polymers, contributing to improved thermal stability and flame retardancy. It is employed as a halogenated flame retardant component in coatings, adhesives, sealants, and plastics, including polyester and polyurethane systems. It also serves as an intermediate for synthesis of halogenated flame-retardant resins and specialty polymers. In electronics and electrical insulation, chlorendic acid derivatives are used in flame-retardant formulations to meet fire-safety requirements. In industrial manufacturing, it is used to prepare crosslinkers and flame-retardant additives for various resin systems.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 51.92
    methanol 88.3
    isopropanol 36.27
    water 14.57
    ethyl acetate 36.24
    n-propanol 38.46
    acetone 75.68
    n-butanol 27.83
    acetonitrile 31.52
    DMF 481.88
    toluene 19.81
    isobutanol 25.79
    1,4-dioxane 96.1
    methyl acetate 44.11
    THF 201.16
    2-butanone 55.29
    n-pentanol 22.87
    sec-butanol 28.56
    n-hexane 3.33
    ethylene glycol 56.84
    NMP 203.17
    cyclohexane 6.06
    DMSO 279.36
    n-butyl acetate 23.32
    n-octanol 26.39
    chloroform 31.18
    n-propyl acetate 24.74
    acetic acid 21.0
    dichloromethane 41.62
    cyclohexanone 61.49
    propylene glycol 24.27
    isopropyl acetate 28.33
    DMAc 289.68
    2-ethoxyethanol 77.36
    isopentanol 21.85
    n-heptane 4.73
    ethyl formate 31.26
    1,2-dichloroethane 35.67
    n-hexanol 31.24
    2-methoxyethanol 178.41
    isobutyl acetate 12.74
    tetrachloromethane 10.25
    n-pentyl acetate 25.84
    transcutol 47.74
    n-heptanol 28.31
    ethylbenzene 13.02
    MIBK 32.53
    2-propoxyethanol 94.32
    tert-butanol 38.57
    MTBE 29.0
    2-butoxyethanol 53.59
    propionic acid 18.75
    o-xylene 17.47
    formic acid 55.43
    diethyl ether 50.09
    m-xylene 15.14
    p-xylene 14.18
    chlorobenzene 10.32
    dimethyl carbonate 62.42
    n-octane 3.76
    formamide 115.11
    cyclopentanone 103.72
    2-pentanone 49.74
    anisole 30.23
    cyclopentyl methyl ether 75.4
    gamma-butyrolactone 89.42
    1-methoxy-2-propanol 115.9
    pyridine 56.32
    3-pentanone 47.74
    furfural 70.22
    n-dodecane 2.81
    diethylene glycol 95.5
    diisopropyl ether 14.76
    tert-amyl alcohol 29.53
    acetylacetone 58.07
    n-hexadecane 3.18
    acetophenone 33.19
    methyl propionate 58.9
    isopentyl acetate 17.94
    trichloroethylene 39.37
    n-nonanol 25.03
    cyclohexanol 26.97
    benzyl alcohol 27.17
    2-ethylhexanol 16.52
    isooctanol 18.08
    dipropyl ether 30.24
    1,2-dichlorobenzene 11.16
    ethyl lactate 24.03
    propylene carbonate 29.22
    n-methylformamide 142.95
    2-pentanol 21.84
    n-pentane 4.48
    1-propoxy-2-propanol 50.22
    1-methoxy-2-propyl acetate 39.25
    2-(2-methoxypropoxy) propanol 35.24
    mesitylene 10.49
    ε-caprolactone 45.63
    p-cymene 10.04
    epichlorohydrin 95.5
    1,1,1-trichloroethane 14.34
    2-aminoethanol 56.27
    morpholine-4-carbaldehyde 184.41
    sulfolane 122.71
    2,2,4-trimethylpentane 1.5
    2-methyltetrahydrofuran 69.63
    n-hexyl acetate 28.57
    isooctane 1.04
    2-(2-butoxyethoxy)ethanol 43.8
    sec-butyl acetate 16.25
    tert-butyl acetate 30.0
    decalin 2.69
    glycerin 53.67
    diglyme 86.49
    acrylic acid 20.73
    isopropyl myristate 14.6
    n-butyric acid 19.54
    acetyl acetate 19.74
    di(2-ethylhexyl) phthalate 13.25
    ethyl propionate 31.36
    nitromethane 73.09
    1,2-diethoxyethane 29.28
    benzonitrile 20.09
    trioctyl phosphate 13.79
    1-bromopropane 20.08
    gamma-valerolactone 117.08
    n-decanol 18.84
    triethyl phosphate 15.02
    4-methyl-2-pentanol 13.98
    propionitrile 28.52
    vinylene carbonate 29.27
    1,1,2-trichlorotrifluoroethane 68.53
    DMS 24.62
    cumene 8.66
    2-octanol 20.99
    2-hexanone 33.15
    octyl acetate 20.05
    limonene 12.7
    1,2-dimethoxyethane 141.49
    ethyl orthosilicate 14.36
    tributyl phosphate 11.6
    diacetone alcohol 46.18
    N,N-dimethylaniline 36.0
    acrylonitrile 39.35
    aniline 27.79
    1,3-propanediol 57.32
    bromobenzene 9.2
    dibromomethane 25.91
    1,1,2,2-tetrachloroethane 37.07
    2-methyl-cyclohexyl acetate 19.64
    tetrabutyl urea 26.51
    diisobutyl methanol 10.37
    2-phenylethanol 32.53
    styrene 12.49
    dioctyl adipate 17.1
    dimethyl sulfate 101.7
    ethyl butyrate 21.0
    methyl lactate 48.3
    butyl lactate 19.93
    diethyl carbonate 14.89
    propanediol butyl ether 31.76
    triethyl orthoformate 17.48
    p-tert-butyltoluene 10.32
    methyl 4-tert-butylbenzoate 32.08
    morpholine 118.23
    tert-butylamine 21.98
    n-dodecanol 14.08
    dimethoxymethane 299.06
    ethylene carbonate 27.01
    cyrene 47.74
    2-ethoxyethyl acetate 29.18
    2-ethylhexyl acetate 16.2
    1,2,4-trichlorobenzene 13.42
    4-methylpyridine 47.31
    dibutyl ether 16.56
    2,6-dimethyl-4-heptanol 10.37
    DEF 107.57
    dimethyl isosorbide 58.8
    tetrachloroethylene 34.05
    eugenol 38.85
    triacetin 22.35
    span 80 25.55
    1,4-butanediol 28.73
    1,1-dichloroethane 18.76
    2-methyl-1-pentanol 16.91
    methyl formate 100.15
    2-methyl-1-butanol 22.71
    n-decane 4.82
    butyronitrile 23.11
    3,7-dimethyl-1-octanol 15.46
    1-chlorooctane 12.78
    1-chlorotetradecane 6.02
    n-nonane 4.5
    undecane 3.59
    tert-butylcyclohexane 1.87
    cyclooctane 3.49
    cyclopentanol 40.01
    tetrahydropyran 56.87
    tert-amyl methyl ether 31.48
    2,5,8-trioxanonane 63.34
    1-hexene 9.37
    2-isopropoxyethanol 45.76
    2,2,2-trifluoroethanol 26.61
    methyl butyrate 33.73

    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