Tetrahydrophthalic anhydride

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  • Identifiers

    CAS number
    85-43-8

    Molecular formula
    C8H8O3

    SMILES
    C1C=CCC2C1C(=O)OC2=O

    Safety labels

    Corrosive
    Corrosive

    Health Hazard
    Health

  • Odor profile

    Fragrance
    Spicy 53.32%
    Sweet 52.95%
    Coumarinic 51.27%
    Nutty 49.52%
    Coconut 46.51%
    Green 39.06%
    Herbal 33.7%
    Tobacco 33.18%
    Caramellic 31.45%
    Burnt 29.05%

     

    Flavor
    Bitter 47.37%
    Fenugreek 20.24%
    Lovage 19.91%
    Cotton candy 19.3%
    Shrimp 19.21%
    Maple syrup 19.19%
    Basil 19.16%
    Seedy 19.13%
    Extremely sweet 19.09%
    Nitrile 18.75%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    0.8

    pKa est.
    7.74 (neutral)

    Molecular weight
    152.15 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Slow

    Melting point expt.

    • Crystals from petroleum ether. MP: 103.5 °C. Soluble in ethanol, acetone, chloroform, benzene; slightly soluble in petroleum ether. /cis-1,2,3,6-Tetrahydrophthalic anhydride/
    • 102 °C

    Boiling point

    • at 6.7kPa: 195 °C

    Flash point

    • 171.82 ˚C est.
    • 315 °F (157 °C) Open cup
    • 157 °C o.c.

    Solubility expt.

    • Slightly soluble in petroleum ether and ethyl ether; soluble in benzene
    • Solubility in water, g/l at 20 °C: 29.4 (reaction)

  • Synonyms

    • 85-43-8
    • 1,2,3,6-Tetrahydrophthalic anhydride
    • Tetrahydroftalanhydrid
    • Rikacid TH
    • Tetrahydrophthalic acid anhydride
    • Memtetrahydro phtalic anhydride
    • 4-Cyclohexene-1,2-dicarboxylic acid anhydride
    • 1,3-Isobenzofurandione, 3a,4,7,7a-tetrahydro-
    • 4-Cyclohexene-1,2-dicarboxylic anhydride
    • Anhydrid kyseliny tetrahydroftalove
    • 1,2,3,6-Tetrahydrophthalic acid anhydride
    • 1,3-Isobenzofurandione, tetrahydro-
    • NSC 82642
    • Tetrahydroftalanhydrid [Czech]
    • HSDB 846
    • Phthalic anhydride, 1,2,3,6-tetrahydro-
    • 1,3,3a,4,7,7a-hexahydro-2-benzofuran-1,3-dione
    • EINECS 201-605-4
    • EINECS 247-570-9
    • delta(4)-Tetrahydrophthalic anhydride
    • BRN 0082340
    • delta(sup 4)-Tetrahydrophthalic anhydride
    • delta-(sup4)-Tetrahydrophthalic anhydride
    • DTXSID3026516
    • AI3-22626
    • Anhydrid kyseliny tetrahydroftalove [Czech]
    • Tetrahydrophthalsaeureanhydrid
    • DTXCID306516
    • CHEBI:180650
    • EC 201-605-4
    • 5-17-11-00134 (Beilstein Handbook Reference)
    • 26266-63-7
    • Rikacid THPA
    • UN2698
    • RefChem:897190
    • 3a,4,7,7a-tetrahydro-1,3-isobenzofurandione
    • Tetrahydrophthalic anhydrides
    • Butadienemaleic anhydride adduct
    • delta(4)Tetrahydrophthalic anhydride
    • 1,2,3,6tetrahydrophthalic anhydride
    • 4Cyclohexene1,2dicarboxylic anhydride
    • cyclohexene-4,5-dicarboxylic anhydride
    • delta(sup4)Tetrahydrophthalic anhydride
    • delta(sup 4)Tetrahydrophthalic anhydride
    • Phthalic anhydride, 1,2,3,6tetrahydro
    • 1,2,3,6Tetrahydrophthalic acid anhydride
    • DELTA1-TETRAHYDROPHTHALIC ANHYDRIDE
    • DELTA4-TETRAHYDROPHTHALIC ANHYDRIDE
    • 4Cyclohexene1,2dicarboxylic acid anhydride
    • 1,3Isobenzofurandione, 3a,4,7,7atetrahydro
    • 1-cyclohexene-1,2-dicarboxylic acid anhydride
    • CYCLOHEX-4-EN-1,2-DICARBOXYLIC ANHYDRIDE
    • 1-CYCLOHEXENE-1,2-DICARBOXYLIC ACID, CYCLIC ANHYDRIDE
    • 4-CYCLOHEXENE-1,2-DICARBOXYLIC ACID ANHYDRIDE (CIS)
    • 201-605-4
    • 247-570-9
    • 1-CYCLOHEXENE-1,2-DICARBOXYLIC ANHYDRIDE
    • 85-43-82426-02-0
    • TETRAHYDROPHTHALIC ANHYDRIDE
    • 3a,4,7,7a-Tetrahydroisobenzofuran-1,3-dione
    • THPA
    • 3a,4,7,7a-Tetrahydro-2-benzofuran-1,3-dione
    • MFCD00065335
    • 4,7,3a,7a-tetrahydroisobenzofuran-1,3-dione
    • Tetrahydrophthalic Anhydride(THPA);3a,4,7,7a-Tetrahydroisobenzofuran-1,3-dione;3a,4,7,7a-Tetrahydroisobenzofuran-1,3-dione
    • 4-Cyclohexene-1, trans-
    • (3Ar,7ar)-3a,4,7,7a-tetrahydroisobenzofuran-1,3-dione
    • CHEMBL8001
    • NCIOpen2_001003
    • (3aR,7aS)-rel-3a,4,7,7a-tetrahydroisobenzofuran-1,3-dione
    • UN 2698 (Salt/Mix)
    • SCHEMBL169100
    • WLN: T56 BVOV GUTJ
    • 3a,4,7,7a-Tetrahydro-isobenzofuran-1,3-dione
    • 1, 3a,4,7,7a-tetrahydro-
    • 1,3,6-Tetrahydrophthalic anhydride
    • BB_SC-06857
    • BCA26823
    • NSC82642
    • PDA61423
    • Tox21_202210
    • BBL011743
    • NSC292900
    • SBB058772
    • STL163382
    • .DELTA.4-Tetrahydrophthalic anhydride
    • AKOS000119224
    • AKOS016352935
    • Phthalic anhydride,2,3,6-tetrahydro-
    • .delta.-4-Tetrahydrophthalic anhydride
    • CS-W019332
    • NSC-292900
    • 1, 3a,4,7,7a-tetrahydro-, trans-
    • CAS-85-43-8
    • cis-DELTA4-Tetrahydrophthalic Anhydride
    • 1,3,6-Tetrahydrophthalic acid anhydride
    • NCGC00249188-01
    • NCGC00259759-01
    • AC-19634
    • FT157585
    • trans-1,3,6-Tetrahydrophthalic anhydride
    • DB-050508
    • DB-057412
    • .delta.-(sup4)-Tetrahydrophthalic anhydride
    • NS00008366
    • ST51036807
    • EN300-18012
    • Cyclohex-4-en-1,2-dicarboxylic acid anhydride
    • D77853
    • 3a,4,7,7a-Tetrahydro-2-benzofuran-1,3-dione #
    • AB-131/40207535
    • F318659
    • Q26840954
    • F0001-2250
    • (7aS,3aR)-4,7,3a,7a-tetrahydroisobenzofuran-1,3-dione
    • 1,2,3,6-Tetrahydrophthalic anhydride;1,2,3,6-Tetrahydrophthalic anhydride, 4-Cyclohexene-1,2-dicarboxylic anhydride
    • 85-43-8

  • Applications

    Tetrahydrophthalic anhydride (CAS 85-43-8) is primarily used as a reactive curing agent for epoxy resins, enabling coatings, adhesives and composite materials with enhanced thermal and chemical resistance; it also serves as an intermediate monomer and/or building block for the synthesis of polyimides and other high-temperature resins; in the polymer sector it is employed to cure and improve the properties of polyester/alkyd resin systems used in coatings; it functions as a building block for specialty polymers used in electronics and electrical insulation; and in industrial manufacturing it can be used as a crosslinking agent to improve hardness and solvent resistance in powder coatings formulations.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 21.89
    methanol 33.49
    isopropanol 24.81
    water 0.79
    ethyl acetate 46.06
    n-propanol 21.73
    acetone 92.11
    n-butanol 21.47
    acetonitrile 81.09
    DMF 312.54
    toluene 12.32
    isobutanol 19.05
    1,4-dioxane 100.6
    methyl acetate 79.68
    THF 99.97
    2-butanone 57.43
    n-pentanol 21.83
    sec-butanol 26.19
    n-hexane 1.41
    ethylene glycol 21.72
    NMP 205.91
    cyclohexane 1.43
    DMSO 205.81
    n-butyl acetate 35.1
    n-octanol 31.88
    chloroform 95.24
    n-propyl acetate 29.23
    acetic acid 42.0
    dichloromethane 73.91
    cyclohexanone 65.79
    propylene glycol 25.58
    isopropyl acetate 31.6
    DMAc 243.46
    2-ethoxyethanol 66.78
    isopentanol 25.65
    n-heptane 1.55
    ethyl formate 44.45
    1,2-dichloroethane 60.46
    n-hexanol 28.07
    2-methoxyethanol 119.46
    isobutyl acetate 18.64
    tetrachloromethane 8.14
    n-pentyl acetate 31.54
    transcutol 413.9
    n-heptanol 21.76
    ethylbenzene 13.12
    MIBK 33.93
    2-propoxyethanol 76.5
    tert-butanol 39.44
    MTBE 26.24
    2-butoxyethanol 56.5
    propionic acid 42.34
    o-xylene 14.98
    formic acid 33.75
    diethyl ether 24.0
    m-xylene 13.23
    p-xylene 19.59
    chlorobenzene 34.7
    dimethyl carbonate 50.45
    n-octane 1.53
    formamide 74.34
    cyclopentanone 91.43
    2-pentanone 42.1
    anisole 48.86
    cyclopentyl methyl ether 30.53
    gamma-butyrolactone 125.87
    1-methoxy-2-propanol 93.9
    pyridine 69.99
    3-pentanone 33.07
    furfural 150.98
    n-dodecane 2.49
    diethylene glycol 92.4
    diisopropyl ether 9.53
    tert-amyl alcohol 35.72
    acetylacetone 80.35
    n-hexadecane 2.85
    acetophenone 53.82
    methyl propionate 55.41
    isopentyl acetate 33.46
    trichloroethylene 118.19
    n-nonanol 29.0
    cyclohexanol 22.58
    benzyl alcohol 39.59
    2-ethylhexanol 18.96
    isooctanol 18.95
    dipropyl ether 16.78
    1,2-dichlorobenzene 41.51
    ethyl lactate 36.57
    propylene carbonate 66.94
    n-methylformamide 107.22
    2-pentanol 18.57
    n-pentane 1.02
    1-propoxy-2-propanol 55.04
    1-methoxy-2-propyl acetate 58.63
    2-(2-methoxypropoxy) propanol 89.3
    mesitylene 10.64
    ε-caprolactone 64.52
    p-cymene 12.11
    epichlorohydrin 133.11
    1,1,1-trichloroethane 41.96
    2-aminoethanol 29.73
    morpholine-4-carbaldehyde 194.01
    sulfolane 160.23
    2,2,4-trimethylpentane 1.46
    2-methyltetrahydrofuran 52.94
    n-hexyl acetate 55.94
    isooctane 1.28
    2-(2-butoxyethoxy)ethanol 117.17
    sec-butyl acetate 22.92
    tert-butyl acetate 38.0
    decalin 2.76
    glycerin 58.35
    diglyme 190.85
    acrylic acid 52.35
    isopropyl myristate 24.93
    n-butyric acid 38.42
    acetyl acetate 38.57
    di(2-ethylhexyl) phthalate 31.0
    ethyl propionate 32.75
    nitromethane 190.5
    1,2-diethoxyethane 69.28
    benzonitrile 53.84
    trioctyl phosphate 22.6
    1-bromopropane 20.71
    gamma-valerolactone 146.71
    n-decanol 22.8
    triethyl phosphate 23.79
    4-methyl-2-pentanol 17.36
    propionitrile 44.28
    vinylene carbonate 73.79
    1,1,2-trichlorotrifluoroethane 108.0
    DMS 65.99
    cumene 12.29
    2-octanol 19.05
    2-hexanone 32.92
    octyl acetate 32.45
    limonene 13.26
    1,2-dimethoxyethane 120.54
    ethyl orthosilicate 20.63
    tributyl phosphate 26.84
    diacetone alcohol 61.91
    N,N-dimethylaniline 35.98
    acrylonitrile 80.22
    aniline 29.74
    1,3-propanediol 41.49
    bromobenzene 30.1
    dibromomethane 41.92
    1,1,2,2-tetrachloroethane 101.85
    2-methyl-cyclohexyl acetate 27.63
    tetrabutyl urea 40.0
    diisobutyl methanol 15.17
    2-phenylethanol 42.48
    styrene 15.38
    dioctyl adipate 35.12
    dimethyl sulfate 93.81
    ethyl butyrate 27.71
    methyl lactate 65.03
    butyl lactate 40.49
    diethyl carbonate 25.89
    propanediol butyl ether 80.55
    triethyl orthoformate 25.51
    p-tert-butyltoluene 11.64
    methyl 4-tert-butylbenzoate 55.87
    morpholine 97.44
    tert-butylamine 18.75
    n-dodecanol 18.07
    dimethoxymethane 109.05
    ethylene carbonate 52.45
    cyrene 68.85
    2-ethoxyethyl acetate 54.66
    2-ethylhexyl acetate 26.74
    1,2,4-trichlorobenzene 52.98
    4-methylpyridine 66.23
    dibutyl ether 27.17
    2,6-dimethyl-4-heptanol 15.17
    DEF 73.93
    dimethyl isosorbide 111.76
    tetrachloroethylene 53.24
    eugenol 69.62
    triacetin 63.12
    span 80 60.03
    1,4-butanediol 23.87
    1,1-dichloroethane 44.81
    2-methyl-1-pentanol 25.03
    methyl formate 97.17
    2-methyl-1-butanol 22.39
    n-decane 3.22
    butyronitrile 34.67
    3,7-dimethyl-1-octanol 30.2
    1-chlorooctane 16.27
    1-chlorotetradecane 8.47
    n-nonane 2.64
    undecane 2.81
    tert-butylcyclohexane 2.56
    cyclooctane 0.83
    cyclopentanol 30.57
    tetrahydropyran 36.76
    tert-amyl methyl ether 24.35
    2,5,8-trioxanonane 153.67
    1-hexene 6.52
    2-isopropoxyethanol 50.22
    2,2,2-trifluoroethanol 38.42
    methyl butyrate 41.64

    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