Triglycidyl isocyanurate

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  • Identifiers

    CAS number
    2451-62-9

    Molecular formula
    C12H15N3O6

    SMILES
    C1C(O1)CN2C(=O)N(C(=O)N(C2=O)CC3CO3)CC4CO4

    Safety labels

    Corrosive
    Corrosive

    Acute Toxic
    Acute Toxic

    Health Hazard
    Health

  • Odor profile

    Fragrance
    Odorless 63.35%
    Savory 18.15%
    Nutty 18.08%
    Popcorn 17.77%
    Cooked 16.95%
    Bitter 16.9%
    Roasted 16.68%
    Burnt 16.27%
    Meaty 14.39%
    Sweet 13.73%

     

    Flavor
    Bitter 90.95%
    Odorless 24.42%
    Bland 23.27%
    Sweet-like 19.31%
    Cedarleaf 18.43%
    Nitrile 17.64%
    Bread crust 17.63%
    Taco 17.61%
    Cereal 17.4%
    Scallion 17.25%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    -1.5

    pKa est.
    4.18 (weak acid)

    Molecular weight
    297.26 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Slow

    Melting point expt.

    • 203 to 208 °F (NTP, 1992)
    • 95 °C
    • MP: 203 to 208 °F
    • Crystals from methanol. MP: 103-104.5 °C. Also reported as crystals from frational crystalization from methanol. MP: 95-103 °C. Enthalpy of fusion: 77.0 J/g /alpha-thioglycidyl isocyanurate/
    • 203-208 °F

    Boiling point

    • > 240 °C, decomposition
    • BP: 210 °C at 0.2 mm Hg

    Flash point

    • 231.46 ˚C est.
    • 170 °C /Open cup vs. closed cup not specified/
    • >170 °C c.c. (technical grade)

    Solubility expt.

    • less than 1 mg/mL at 68 °F (NTP, 1992)
    • Exists as a mixture of 2 pairs of diastereomer racemates, designated alpha and beta, that are separable on the basis of their solubility properties
    • log Kow: -0.8. Solubility in water: 0.9 g/100 mL at 25 °C /Triglycidyl isocyanurate technical grade/
    • In water, 9-10.5 g/L at 25 °C, pH 5-8
    • In water, <1 mg/mL at 68 °F
    • Soluble in water
    • In acetone, 1 g/L at 20 °C
    • Solubility in water, g/100ml at 25 °C: 0.9 (technical grade)
    • Water < 1 (mg/mL)
    • O.1 N HCl < 1 (mg/mL)
    • pH 4 buffer 2.5 - 5 (mg/mL)
    • pH 9 buffer < 1 (mg/mL)
    • 0.1 N NaOH 1 - 2.5 (mg/mL)
    • 10% EtOH < 1 (mg/mL)
    • 95% EtOH < 1 (mg/mL)

  • Synonyms

    • Triglycidyl isocyanurate
    • 2451-62-9
    • 1,3,5-Triglycidyl isocyanurate
    • TGIC
    • Glycidyl isocyanurate
    • Tris(epoxypropyl) isocyanurate
    • Tri(epoxypropyl)isocyanurate
    • Tris(2,3-epoxypropyl)isocyanurate
    • XB 2615
    • Tris(2-epoxypropyl) isocyanurate
    • Tris(epoxypropyl)isocyanurate
    • N,N',N''-Triglycidyl isocyanurate
    • DTXSID4026262
    • 1,3,5-Triglycidyl-s-triazinetrione
    • NSC 296934
    • s-Triazine-2,4,6(1H,3H,5H)-trione, tris(2,3-epoxypropyl)-
    • s-Triazine-2,4,6(1H,3H,5H)-trione, 1,3,5-tris(2,3-epoxypropyl)-
    • DTXCID606262
    • 58P91Z020D
    • Tepic
    • 1,3,5-Triazine-2,4,6(1H,3H,5H)-trione, 1,3,5-tris(2-oxiranylmethyl)-
    • NSC-269934
    • RefChem:899627
    • ARALDITE PT810
    • 219-514-3
    • 1,3,5-tris(oxiran-2-ylmethyl)-1,3,5-triazinane-2,4,6-trione
    • Triglycidylisocyanurate
    • Tris(2,3-epoxypropyl) isocyanurate
    • 1,3,5-Triazine-2,4,6(1H,3H,5H)-trione, 1,3,5-tris(oxiranylmethyl)-
    • 1,3,5-Triglycidylisocyanuric acid
    • MFCD00080670
    • Isocyanuric Acid Triglycidyl Ester
    • 28825-96-9
    • TGT
    • MLS002703049
    • Triglycidyl Isocyanurate (Teroxirone)
    • NCGC00091182-01
    • 1,3,5-Triglycidyl isocyanurate(Columns or Chunks or pellets)
    • Isocyanuric Acid Tris(2,3-epoxypropyl) Ester
    • NSC 296964
    • BRN 0765833
    • 1,5-Triglycidyl isocyanurate
    • 1,5-Triglycidylisocyanuric acid
    • Araldite PT 810
    • 3,5-Triazine-2,4,6(1H,3H,5H)-trione, 1,3,5-tris[(2R)-oxiranylmethyl]-, rel-1
    • SMR001223822
    • CAS-2451-62-9
    • CCRIS 6112
    • HSDB 7188
    • EINECS 219-514-3
    • 1,3,5-TRIGLYCIDYLISOCYANURATE
    • .alpha.-triglycidyl isocyanurate
    • s-Triazine-2,6(1H,3H,5H)-trione, 1,3,5-tris(2,3-epoxypropyl)-
    • 1,3,5-tris(oxiran-2-ylmethyl)-1,3,5-triazaperhydroine-2,4,6-trione
    • 1,5-Triazine-2,4,6(1H,3H,5H)-trione, 1,3,5-tris(oxiranylmethyl)-
    • TGIC,Teroxirone
    • UNII-58P91Z020D
    • NSC-296964
    • 1,3,5-Tris(oxiranylmethyl)-1,3,5-triazine-2,4,6(1H,3H,5H)-trione
    • EC 219-514-3
    • Isocyanuric Acid (S,S,S)-Tris(2,3-epoxypropyl) Ester
    • SCHEMBL4932
    • MLS006011655
    • CHEMBL453863
    • orb1305919
    • orb3024983
    • BDBM442751
    • Tox21_111097
    • Tox21_201660
    • Tox21_300119
    • NSC296964
    • s2427
    • SBB041125
    • TRIS[(OXIRAN-2-YL)METHYL]-1,3,5-TRIAZINANE-2,4,6-TRIONE
    • Triglycidyl isocyanurate .alpha.-form
    • AKOS000269627
    • AKOS016039416
    • CS-W012150
    • FT33347
    • HY-W011434
    • NCGC00091182-02
    • NCGC00091182-03
    • NCGC00091182-04
    • NCGC00091182-05
    • NCGC00091182-06
    • NCGC00091182-07
    • NCGC00254066-01
    • NCGC00259209-01
    • AC-18356
    • AS-12208
    • NCI60_002484
    • ST033847
    • SY052501
    • DB-046472
    • I0428
    • NS00001196
    • F20307
    • Tris(2,3-epoxypropyl) Isocyanurate Isocyanurate
    • A817349
    • Q2453240
    • BRD-A39935389-001-05-9
    • F0777-0193
    • 1,3,5-Tris(2-oxiranylmethyl)-1,3,5-triazinane-2,4,6-trione #
    • 1,3,5-Tris[(oxiran-2-yl)methyl]-1,3,5-triazinane-2,4,6-trione
    • 1,3,5-Triazine-2,4,6(1H,3H,5H)-trione,1,3,5-tris(2-oxiranylmethyl)-,homopolymer
    • 1,5-Triazine-2,4,6(1H,3H,5H)-trione, 1,3,5-tris(oxiranylmethyl)-, (.alpha.)-
    • 1,5-Triazine-2,4,6(1H,3H,5H)-trione, 1,3,5-tris(oxiranylmethyl)-, (.beta.)-
    • 2451-62-9

  • Applications

    Triglycidyl isocyanurate (CAS 2451-62-9) is used as a trifunctional epoxy monomer and crosslinking agent to form high-performance epoxy networks; typical applications include coatings and paints (notably epoxy and powder coatings), adhesives and sealants, electronics encapsulation/potting compounds for PCBs and components, polymer resin synthesis for high-temperature, chemically resistant systems, and composite laminates for aerospace and automotive applications.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 1.43
    methanol 2.98
    isopropanol 0.86
    water 1.91
    ethyl acetate 10.79
    n-propanol 0.9
    acetone 9.96
    n-butanol 0.87
    acetonitrile 24.7
    DMF 19.34
    toluene 2.58
    isobutanol 0.7
    1,4-dioxane 10.83
    methyl acetate 15.43
    THF 11.33
    2-butanone 7.35
    n-pentanol 0.95
    sec-butanol 0.78
    n-hexane 0.07
    ethylene glycol 1.82
    NMP 47.96
    cyclohexane 0.29
    DMSO 34.02
    n-butyl acetate 6.59
    n-octanol 0.59
    chloroform 21.69
    n-propyl acetate 5.91
    acetic acid 18.75
    dichloromethane 28.35
    cyclohexanone 15.38
    propylene glycol 0.76
    isopropyl acetate 5.33
    DMAc 48.68
    2-ethoxyethanol 6.46
    isopentanol 1.07
    n-heptane 0.12
    ethyl formate 12.77
    1,2-dichloroethane 13.31
    n-hexanol 1.0
    2-methoxyethanol 9.7
    isobutyl acetate 2.6
    tetrachloromethane 2.85
    n-pentyl acetate 2.56
    transcutol 6.1
    n-heptanol 0.75
    ethylbenzene 1.33
    MIBK 2.9
    2-propoxyethanol 7.2
    tert-butanol 1.2
    MTBE 1.15
    2-butoxyethanol 4.21
    propionic acid 6.45
    o-xylene 2.16
    formic acid 29.85
    diethyl ether 1.64
    m-xylene 1.46
    p-xylene 2.61
    chlorobenzene 6.17
    dimethyl carbonate 9.91
    n-octane 0.07
    formamide 49.96
    cyclopentanone 18.17
    2-pentanone 4.23
    anisole 3.14
    cyclopentyl methyl ether 3.09
    gamma-butyrolactone 41.82
    1-methoxy-2-propanol 4.35
    pyridine 23.25
    3-pentanone 4.89
    furfural 53.01
    n-dodecane 0.07
    diethylene glycol 9.96
    diisopropyl ether 0.49
    tert-amyl alcohol 1.19
    acetylacetone 13.85
    n-hexadecane 0.08
    acetophenone 9.39
    methyl propionate 8.78
    isopentyl acetate 5.23
    trichloroethylene 36.51
    n-nonanol 0.69
    cyclohexanol 1.74
    benzyl alcohol 4.63
    2-ethylhexanol 1.0
    isooctanol 0.65
    dipropyl ether 1.35
    1,2-dichlorobenzene 7.17
    ethyl lactate 4.96
    propylene carbonate 25.81
    n-methylformamide 15.06
    2-pentanol 0.51
    n-pentane 0.06
    1-propoxy-2-propanol 3.98
    1-methoxy-2-propyl acetate 8.92
    2-(2-methoxypropoxy) propanol 5.21
    mesitylene 0.93
    ε-caprolactone 17.19
    p-cymene 1.33
    epichlorohydrin 31.14
    1,1,1-trichloroethane 9.83
    2-aminoethanol 1.87
    morpholine-4-carbaldehyde 30.07
    sulfolane 41.37
    2,2,4-trimethylpentane 0.07
    2-methyltetrahydrofuran 7.17
    n-hexyl acetate 2.35
    isooctane 0.03
    2-(2-butoxyethoxy)ethanol 4.79
    sec-butyl acetate 3.26
    tert-butyl acetate 3.75
    decalin 0.17
    glycerin 3.19
    diglyme 12.69
    acrylic acid 10.92
    isopropyl myristate 1.21
    n-butyric acid 6.49
    acetyl acetate 14.73
    di(2-ethylhexyl) phthalate 2.56
    ethyl propionate 5.9
    nitromethane 66.04
    1,2-diethoxyethane 3.0
    benzonitrile 12.63
    trioctyl phosphate 1.46
    1-bromopropane 2.54
    gamma-valerolactone 32.95
    n-decanol 0.56
    triethyl phosphate 6.07
    4-methyl-2-pentanol 0.49
    propionitrile 8.45
    vinylene carbonate 25.95
    1,1,2-trichlorotrifluoroethane 32.79
    DMS 6.87
    cumene 0.94
    2-octanol 0.41
    2-hexanone 3.76
    octyl acetate 1.67
    limonene 1.34
    1,2-dimethoxyethane 12.06
    ethyl orthosilicate 4.33
    tributyl phosphate 2.29
    diacetone alcohol 5.16
    N,N-dimethylaniline 2.71
    acrylonitrile 17.24
    aniline 4.64
    1,3-propanediol 2.99
    bromobenzene 5.88
    dibromomethane 11.53
    1,1,2,2-tetrachloroethane 21.33
    2-methyl-cyclohexyl acetate 5.27
    tetrabutyl urea 3.78
    diisobutyl methanol 0.65
    2-phenylethanol 5.11
    styrene 1.64
    dioctyl adipate 2.82
    dimethyl sulfate 22.32
    ethyl butyrate 6.61
    methyl lactate 7.15
    butyl lactate 2.77
    diethyl carbonate 7.6
    propanediol butyl ether 1.97
    triethyl orthoformate 5.01
    p-tert-butyltoluene 0.98
    methyl 4-tert-butylbenzoate 5.26
    morpholine 9.88
    tert-butylamine 0.59
    n-dodecanol 0.46
    dimethoxymethane 8.43
    ethylene carbonate 19.8
    cyrene 11.53
    2-ethoxyethyl acetate 4.88
    2-ethylhexyl acetate 4.45
    1,2,4-trichlorobenzene 11.09
    4-methylpyridine 14.94
    dibutyl ether 0.79
    2,6-dimethyl-4-heptanol 0.65
    DEF 10.43
    dimethyl isosorbide 13.29
    tetrachloroethylene 16.24
    eugenol 5.29
    triacetin 6.08
    span 80 2.71
    1,4-butanediol 1.81
    1,1-dichloroethane 7.09
    2-methyl-1-pentanol 1.16
    methyl formate 17.05
    2-methyl-1-butanol 0.92
    n-decane 0.1
    butyronitrile 5.89
    3,7-dimethyl-1-octanol 0.75
    1-chlorooctane 0.41
    1-chlorotetradecane 0.26
    n-nonane 0.08
    undecane 0.08
    tert-butylcyclohexane 0.09
    cyclooctane 0.11
    cyclopentanol 2.37
    tetrahydropyran 3.98
    tert-amyl methyl ether 1.29
    2,5,8-trioxanonane 10.01
    1-hexene 0.32
    2-isopropoxyethanol 3.78
    2,2,2-trifluoroethanol 25.0
    methyl butyrate 8.05

    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