Citraconic Anhydrides

Overview IFRA Botanical Request a quote

  • Identifiers

    CAS number
    616-02-4

    Molecular formula
    C5H4O3

    SMILES
    CC1=CC(=O)OC1=O

    Safety labels

    Corrosive
    Corrosive

    Acute Toxic
    Acute Toxic

    Irritant
    Irritant

    Health Hazard
    Health

  • Odor profile

    Caramellic 69.18%
    Sweet 67.39%
    Burnt 55.65%
    Nutty 44.79%
    Coumarinic 37.78%
    Tobacco 36.7%
    Buttery 36.47%
    Sharp 32.33%
    Coconut 31.15%
    Roasted 29.07%

    Scent© AI

  • Properties

    XLogP3-AA
    0.2

    pKa est.
    8.41 (weak base)

    Molecular weight
    112.08 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Moderate

    Melting point expt.

    • 7-8 °C

    Boiling point

    • 213-214 °C @ 760 MM HG

    Flash point est.
    89.5 ˚C

    Solubility expt.

    • SOL IN ALCOHOL, ETHER, ACETONE

  • Synonyms

    • Citraconic anhydride
    • 616-02-4
    • 3-methylfuran-2,5-dione
    • 2,5-Furandione, 3-methyl-
    • 2-Methylmaleic anhydride
    • METHYLMALEIC ANHYDRIDE
    • 3-Methylmaleic anhydride
    • Citraconic acid anhydride
    • Monomethylmaleic anhydride
    • Maleic anhydride, methyl-
    • 3-methyl-2,5-dihydrofuran-2,5-dione
    • Citraconic Anhydrides
    • NSC 6182
    • 2,5-Furanedione, 3-methyl
    • MFCD00005522
    • 3-Methyl-2,5-furandione
    • 105NP7PMXX
    • Anhydrid kyseliny citrakonove
    • .alpha.-Methylmaleic anhydride
    • NSC-6182
    • 3-methyl-furan-2,5-dione
    • NSC6182
    • 3-METHYL-2,5-FURANDIONE,
    • Anhydride, Citraconic
    • Anhydrides, Citraconic
    • HSDB 5716
    • Methylmaleic Anhydrides
    • Anhydrides, Methylmaleic
    • 2 Methylmaleic Anhydride
    • EINECS 210-459-0
    • Anhydrid kyseliny citrakonove [Czech]
    • Anhydride, 2-Methylmaleic
    • UNII-105NP7PMXX
    • BRN 0001835
    • AI3-10030
    • alpha-Methylmaleic anhydride
    • EC 210-459-0
    • WLN: T5VOVJ D1
    • Citraconic anhydride, 98%
    • methyl-maleic acid anhydride
    • 3-methyl-2,5-pentanedione
    • SCHEMBL20026
    • 5-17-11-00065 (Beilstein Handbook Reference)
    • CHEMBL398893
    • DTXSID8060660
    • BBL011623
    • METHYLMALEIC ANHYDRIDE [HSDB]
    • STL163343
    • AKOS000121230
    • AKOS025243211
    • FC47323
    • PS-5441
    • BP-30185
    • HY-78035
    • DB-053945
    • CS-0007668
    • M0365
    • NS00003965
    • EN300-18020
    • A833323
    • 2-Methylmaleic anhydride;3-Methyl-2,5-pentanedione
    • Q26840748
    • F1908-0144
    • InChI=1/C5H4O3/c1-3-2-4(6)8-5(3)7/h2H,1H
    • 210-459-0

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 360.59
    methanol 433.1
    isopropanol 277.64
    water 23.03
    ethyl acetate 229.22
    n-propanol 247.56
    acetone 366.59
    n-butanol 226.44
    acetonitrile 324.4
    DMF 738.66
    toluene 33.74
    isobutanol 170.53
    1,4-dioxane 271.28
    methyl acetate 284.21
    THF 369.69
    2-butanone 274.13
    n-pentanol 209.25
    sec-butanol 299.15
    n-hexane 7.82
    ethylene glycol 132.64
    NMP 601.56
    cyclohexane 3.01
    DMSO 556.02
    n-butyl acetate 77.33
    n-octanol 89.19
    chloroform 159.93
    n-propyl acetate 140.42
    acetic acid 689.06
    dichloromethane 208.27
    cyclohexanone 185.8
    propylene glycol 198.98
    isopropyl acetate 120.11
    DMAc 505.43
    2-ethoxyethanol 437.64
    isopentanol 207.05
    n-heptane 4.32
    ethyl formate 188.81
    1,2-dichloroethane 131.33
    n-hexanol 111.61
    2-methoxyethanol 632.26
    isobutyl acetate 69.93
    tetrachloromethane 11.82
    n-pentyl acetate 72.7
    transcutol 585.02
    n-heptanol 68.29
    ethylbenzene 32.03
    MIBK 130.59
    2-propoxyethanol 268.65
    tert-butanol 330.39
    MTBE 167.53
    2-butoxyethanol 155.54
    propionic acid 267.24
    o-xylene 31.35
    formic acid 351.08
    diethyl ether 158.69
    m-xylene 32.67
    p-xylene 42.03
    chlorobenzene 63.42
    dimethyl carbonate 144.92
    n-octane 3.03
    formamide 597.49
    cyclopentanone 275.6
    2-pentanone 212.81
    anisole 150.99
    cyclopentyl methyl ether 135.47
    gamma-butyrolactone 413.64
    1-methoxy-2-propanol 479.85
    pyridine 189.14
    3-pentanone 129.24
    furfural 412.01
    n-dodecane 4.07
    diethylene glycol 262.75
    diisopropyl ether 39.95
    tert-amyl alcohol 337.52
    acetylacetone 251.07
    n-hexadecane 4.36
    acetophenone 157.24
    methyl propionate 216.7
    isopentyl acetate 70.33
    trichloroethylene 268.34
    n-nonanol 79.28
    cyclohexanol 122.66
    benzyl alcohol 149.27
    2-ethylhexanol 56.94
    isooctanol 57.41
    dipropyl ether 45.42
    1,2-dichlorobenzene 68.7
    ethyl lactate 119.07
    propylene carbonate 244.35
    n-methylformamide 479.51
    2-pentanol 184.96
    n-pentane 7.19
    1-propoxy-2-propanol 156.67
    1-methoxy-2-propyl acetate 115.72
    2-(2-methoxypropoxy) propanol 181.59
    mesitylene 20.14
    ε-caprolactone 205.58
    p-cymene 18.75
    epichlorohydrin 403.86
    1,1,1-trichloroethane 81.59
    2-aminoethanol 244.23
    morpholine-4-carbaldehyde 517.81
    sulfolane 450.21
    2,2,4-trimethylpentane 6.55
    2-methyltetrahydrofuran 275.98
    n-hexyl acetate 128.77
    isooctane 4.93
    2-(2-butoxyethoxy)ethanol 249.36
    sec-butyl acetate 91.42
    tert-butyl acetate 140.81
    decalin 6.18
    glycerin 254.29
    diglyme 332.57
    acrylic acid 309.84
    isopropyl myristate 50.42
    n-butyric acid 248.85
    acetyl acetate 141.48
    di(2-ethylhexyl) phthalate 57.75
    ethyl propionate 141.15
    nitromethane 1023.42
    1,2-diethoxyethane 120.21
    benzonitrile 126.58
    trioctyl phosphate 44.98
    1-bromopropane 71.56
    gamma-valerolactone 423.75
    n-decanol 60.31
    triethyl phosphate 46.89
    4-methyl-2-pentanol 107.03
    propionitrile 168.15
    vinylene carbonate 232.72
    1,1,2-trichlorotrifluoroethane 301.28
    DMS 117.43
    cumene 27.78
    2-octanol 58.5
    2-hexanone 165.38
    octyl acetate 71.4
    limonene 23.86
    1,2-dimethoxyethane 423.89
    ethyl orthosilicate 39.93
    tributyl phosphate 52.27
    diacetone alcohol 251.02
    N,N-dimethylaniline 105.67
    acrylonitrile 266.89
    aniline 101.25
    1,3-propanediol 307.37
    bromobenzene 46.98
    dibromomethane 105.34
    1,1,2,2-tetrachloroethane 181.76
    2-methyl-cyclohexyl acetate 64.33
    tetrabutyl urea 71.53
    diisobutyl methanol 34.72
    2-phenylethanol 112.44
    styrene 38.66
    dioctyl adipate 73.98
    dimethyl sulfate 243.38
    ethyl butyrate 72.6
    methyl lactate 191.93
    butyl lactate 84.21
    diethyl carbonate 59.5
    propanediol butyl ether 192.99
    triethyl orthoformate 50.06
    p-tert-butyltoluene 18.37
    methyl 4-tert-butylbenzoate 123.35
    morpholine 352.03
    tert-butylamine 135.65
    n-dodecanol 43.72
    dimethoxymethane 348.46
    ethylene carbonate 153.05
    cyrene 198.64
    2-ethoxyethyl acetate 118.75
    2-ethylhexyl acetate 51.07
    1,2,4-trichlorobenzene 93.05
    4-methylpyridine 219.74
    dibutyl ether 55.84
    2,6-dimethyl-4-heptanol 34.72
    DEF 270.38
    dimethyl isosorbide 220.43
    tetrachloroethylene 88.51
    eugenol 154.99
    triacetin 131.89
    span 80 129.39
    1,4-butanediol 170.46
    1,1-dichloroethane 121.22
    2-methyl-1-pentanol 187.91
    methyl formate 355.17
    2-methyl-1-butanol 202.07
    n-decane 5.81
    butyronitrile 158.42
    3,7-dimethyl-1-octanol 81.1
    1-chlorooctane 30.25
    1-chlorotetradecane 13.63
    n-nonane 5.15
    undecane 4.85
    tert-butylcyclohexane 7.24
    cyclooctane 1.72
    cyclopentanol 162.57
    tetrahydropyran 155.26
    tert-amyl methyl ether 152.51
    2,5,8-trioxanonane 254.27
    1-hexene 39.36
    2-isopropoxyethanol 268.85
    2,2,2-trifluoroethanol 232.77
    methyl butyrate 185.72

    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

Botanical

Name CAS Botanical Proportion
Pineapple pulp Ananas comosus (L.) Merr., fam. Bromeliaceae 7.84%