Methyl nadic anhydride

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  • Identifiers

    CAS number
    25134-21-8

    Molecular formula
    C10H10O3

    SMILES
    CC12CC(C=C1)C3C2C(=O)OC3=O

    Safety labels

    Corrosive
    Corrosive

    Acute Toxic
    Acute Toxic

    Irritant
    Irritant

    Health Hazard
    Health

  • Odor profile

    Fragrance
    Green 51.74%
    Spicy 46.68%
    Woody 37.56%
    Nutty 34.61%
    Sweet 32.8%
    Herbal 28.9%
    Coumarinic 26.15%
    Coconut 25.74%
    Odorless 24.68%
    Fruity 23.8%

     

    Flavor
    Bitter 86.75%
    Cedarleaf 20.66%
    Lovage 19.57%
    Fenugreek 18.89%
    Nitrile 18.89%
    Basil 18.79%
    Ripe apricot 18.76%
    Red fruit 18.76%
    Sweet-like 18.58%
    Leaves 18.1%

     

    Odor impact est.
    Medium

  • Properties

    XLogP3-AA
    1.2

    pKa est.
    6.16 (neutral)

    Molecular weight
    178.18 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Very slow

    Boiling point est.
    316°C

    Flash point

    • 137.83 ˚C est.

    Solubility expt.

    • MISCIBLE IN ALL PROPORTIONS WITH ACETONE, BENZENE, NAPHTHA, & XYLENE

  • Synonyms

    • Methyl-5-norbornene-2,3-dicarboxylic anhydride
    • Nadic methyl anhydride
    • Kayahard MCD
    • Epicure NMA
    • Methendic anhydride
    • Hardener HY906
    • Methylendic anhydride
    • HSDB 6093
    • MEA 610
    • EINECS 246-644-8
    • BRN 0162395
    • Methylnorbornene-2,3-dicarboxylic anhydride
    • TK 10 524
    • CCRIS 9477
    • endo-Methylenemethyltetrahydrophthalic anhydride
    • 5-Norbornene-2,3-dicarboxylic anhydride, methyl-
    • Methyl-tetrahydro-3,6-endomethylenephthalic anhydride
    • Methylbicyclo(2.2.1)heptene-2,3-dicarboxylic anhydride
    • Methyl-1,2,3,6-tetrahydro-3,6-endomethylenephthalic anhydride
    • Methylbicyclo(2.2.1)heptene-2,3-dicarboxylic anhydride isomers
    • 4,7-Methanoisobenzofuran-1,3-dione, 3a,4,7,7a-tetrahydromethyl-
    • EC 246-644-8
    • 4,7-Methanoisobenzofuran-1,3-dione, 3a,4,7,7a-tetrahydromethyl-, (3aalpha,4alpha,7alpha,7aalpha)-
    • 5-17-11-00199 (Beilstein Handbook Reference)
    • RefChem:157957
    • Methylnorbornene2,3dicarboxylic anhydride
    • Methyl5norbornene2,3dicarboxylic anhydride
    • 5Norbornene2,3dicarboxylic anhydride, methyl
    • endoMethylenemethyltetrahydrophthalic anhydride
    • Methyltetrahydro3,6endomethylenephthalic anhydride
    • Methylbicyclo(2.2.1)heptene2,3dicarboxylic anhydride
    • 4,7Methanoisobenzofuran1,3dione, 3a,4,7,7atetrahydromethyl
    • Methyl1,2,3,6tetrahydro3,6endomethylenephthalic anhydride
    • 25134-21-8
    • Methyl nadic anhydride
    • 1-methyl-4-oxatricyclo[5.2.1.02,6]dec-8-ene-3,5-dione
    • XMNA
    • SCHEMBL541892
    • 1,2,3,6-Tetrahydromethyl-3,6-methanophthalic anhydride
    • AKOS015917320
    • DB-050492
    • NS00002939
    • 7-METHYLBICYCLO[2.2.1]HEP-5-ENE-2,3-DICARBOXYLIC ANHYDRIDE
    • 25134-21-8

  • Applications

    Methyl nadic anhydride (CAS 25134-21-8) is commonly used as a curing agent and reactive monomer for epoxy resins and high-temperature polymers, helping to increase crosslink density and thermal performance. It also serves as a synthetic intermediate for high-temperature polyimide-type resins and specialty coatings. It can act as a dienophile in Diels–Alder reactions to furnish norbornene-based polymers and composite materials. In high-performance coatings and epoxy adhesive formulations, it is used as a crosslinking component. It may be considered for electronics encapsulation/potting to improve thermal stability and dimensional control. Its use is subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 38.53
    methanol 62.35
    isopropanol 65.08
    water 0.96
    ethyl acetate 193.7
    n-propanol 51.15
    acetone 357.04
    n-butanol 57.32
    acetonitrile 266.33
    DMF 615.98
    toluene 74.15
    isobutanol 54.74
    1,4-dioxane 380.07
    methyl acetate 269.23
    THF 497.18
    2-butanone 242.78
    n-pentanol 51.94
    sec-butanol 63.03
    n-hexane 3.53
    ethylene glycol 35.91
    NMP 358.07
    cyclohexane 5.71
    DMSO 444.42
    n-butyl acetate 107.35
    n-octanol 63.13
    chloroform 325.35
    n-propyl acetate 123.9
    acetic acid 85.15
    dichloromethane 251.69
    cyclohexanone 209.45
    propylene glycol 53.19
    isopropyl acetate 128.54
    DMAc 428.27
    2-ethoxyethanol 146.38
    isopentanol 75.26
    n-heptane 4.36
    ethyl formate 129.98
    1,2-dichloroethane 194.8
    n-hexanol 78.64
    2-methoxyethanol 270.66
    isobutyl acetate 78.12
    tetrachloromethane 28.64
    n-pentyl acetate 73.42
    transcutol 541.25
    n-heptanol 50.7
    ethylbenzene 41.12
    MIBK 131.5
    2-propoxyethanol 227.08
    tert-butanol 122.58
    MTBE 105.59
    2-butoxyethanol 125.09
    propionic acid 88.58
    o-xylene 50.46
    formic acid 53.88
    diethyl ether 94.55
    m-xylene 63.7
    p-xylene 63.12
    chlorobenzene 120.72
    dimethyl carbonate 177.72
    n-octane 3.33
    formamide 119.33
    cyclopentanone 354.35
    2-pentanone 183.87
    anisole 149.92
    cyclopentyl methyl ether 145.65
    gamma-butyrolactone 375.67
    1-methoxy-2-propanol 274.61
    pyridine 215.99
    3-pentanone 140.21
    furfural 353.7
    n-dodecane 4.92
    diethylene glycol 218.23
    diisopropyl ether 39.15
    tert-amyl alcohol 91.29
    acetylacetone 318.81
    n-hexadecane 5.68
    acetophenone 141.94
    methyl propionate 192.29
    isopentyl acetate 99.09
    trichloroethylene 386.27
    n-nonanol 58.85
    cyclohexanol 69.73
    benzyl alcohol 98.4
    2-ethylhexanol 51.6
    isooctanol 45.32
    dipropyl ether 57.05
    1,2-dichlorobenzene 111.79
    ethyl lactate 99.81
    propylene carbonate 194.18
    n-methylformamide 222.83
    2-pentanol 54.8
    n-pentane 3.31
    1-propoxy-2-propanol 154.24
    1-methoxy-2-propyl acetate 184.76
    2-(2-methoxypropoxy) propanol 177.03
    mesitylene 41.98
    ε-caprolactone 168.19
    p-cymene 31.29
    epichlorohydrin 441.85
    1,1,1-trichloroethane 163.05
    2-aminoethanol 53.33
    morpholine-4-carbaldehyde 412.86
    sulfolane 390.8
    2,2,4-trimethylpentane 4.21
    2-methyltetrahydrofuran 227.42
    n-hexyl acetate 121.81
    isooctane 4.5
    2-(2-butoxyethoxy)ethanol 220.55
    sec-butyl acetate 88.32
    tert-butyl acetate 140.47
    decalin 6.68
    glycerin 105.92
    diglyme 395.74
    acrylic acid 99.32
    isopropyl myristate 55.5
    n-butyric acid 104.15
    acetyl acetate 152.06
    di(2-ethylhexyl) phthalate 58.1
    ethyl propionate 127.88
    nitromethane 459.3
    1,2-diethoxyethane 139.99
    benzonitrile 144.99
    trioctyl phosphate 45.71
    1-bromopropane 78.19
    gamma-valerolactone 413.3
    n-decanol 46.99
    triethyl phosphate 56.5
    4-methyl-2-pentanol 55.28
    propionitrile 148.06
    vinylene carbonate 184.57
    1,1,2-trichlorotrifluoroethane 263.49
    DMS 168.76
    cumene 31.54
    2-octanol 40.95
    2-hexanone 136.76
    octyl acetate 69.69
    limonene 36.88
    1,2-dimethoxyethane 335.23
    ethyl orthosilicate 49.23
    tributyl phosphate 54.53
    diacetone alcohol 201.07
    N,N-dimethylaniline 86.05
    acrylonitrile 242.52
    aniline 101.08
    1,3-propanediol 88.06
    bromobenzene 120.33
    dibromomethane 146.69
    1,1,2,2-tetrachloroethane 291.1
    2-methyl-cyclohexyl acetate 74.49
    tetrabutyl urea 76.01
    diisobutyl methanol 39.39
    2-phenylethanol 118.88
    styrene 48.71
    dioctyl adipate 74.45
    dimethyl sulfate 254.1
    ethyl butyrate 85.82
    methyl lactate 168.46
    butyl lactate 83.78
    diethyl carbonate 70.42
    propanediol butyl ether 146.95
    triethyl orthoformate 66.91
    p-tert-butyltoluene 32.29
    methyl 4-tert-butylbenzoate 120.33
    morpholine 317.71
    tert-butylamine 58.92
    n-dodecanol 36.95
    dimethoxymethane 360.84
    ethylene carbonate 147.53
    cyrene 158.05
    2-ethoxyethyl acetate 127.41
    2-ethylhexyl acetate 74.89
    1,2,4-trichlorobenzene 137.71
    4-methylpyridine 211.71
    dibutyl ether 56.05
    2,6-dimethyl-4-heptanol 39.39
    DEF 189.45
    dimethyl isosorbide 261.86
    tetrachloroethylene 141.84
    eugenol 144.51
    triacetin 128.39
    span 80 117.58
    1,4-butanediol 47.36
    1,1-dichloroethane 173.63
    2-methyl-1-pentanol 59.56
    methyl formate 250.41
    2-methyl-1-butanol 58.81
    n-decane 6.54
    butyronitrile 117.01
    3,7-dimethyl-1-octanol 68.96
    1-chlorooctane 36.97
    1-chlorotetradecane 18.0
    n-nonane 5.43
    undecane 5.6
    tert-butylcyclohexane 6.64
    cyclooctane 3.02
    cyclopentanol 97.94
    tetrahydropyran 177.33
    tert-amyl methyl ether 81.17
    2,5,8-trioxanonane 293.43
    1-hexene 20.04
    2-isopropoxyethanol 121.64
    2,2,2-trifluoroethanol 81.53
    methyl butyrate 150.35

    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