4-Hydroxy-2-pentenoic acid gamma-lactone

Overview IFRA Botanical Request a quote

  • Identifiers

    CAS number
    591-11-7

    Molecular formula
    C5H6O2

    SMILES
    CC1C=CC(=O)O1

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Sweet 83.09%
    Coumarinic 72.74%
    Nutty 63.67%
    Coconut 62.72%
    Herbal 55.52%
    Tobacco 52.12%
    Caramellic 51.61%
    Spicy 51.38%
    Hay 47.61%
    Buttery 40.12%

    Scent© AI

  • Properties

    XLogP3-AA
    0.6

    pKa est.
    7.54 (neutral)

    Molecular weight
    98.1 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Very fast

    Melting point expt.

    • 18 °C

    Boiling point

    • 208.00 to 210.00 °C. @ 760.00 mm Hg

    Flash point est.
    61.24 ˚C

    Solubility expt.

    • 50 mg/mL at 15 °C

  • Synonyms

    • 591-11-7
    • 5-Methylfuran-2(5H)-one
    • 5-Methyl-2(5H)-furanone
    • 2-methyl-2H-furan-5-one
    • beta-Angelica lactone
    • 2-Penten-4-olide
    • 2(5H)-FURANONE, 5-METHYL-
    • Angelica lactone
    • beta-angelicalactone
    • alpha,beta-Angelica lactone
    • 4-Hydroxy-2-pentenoic acid gamma-lactone
    • delta1-Angelica lactone
    • .beta.-Angelica lactone
    • .alpha.,.beta.-Angelica lactone
    • NSC 655
    • 5-methyl-2,5-dihydrofuran-2-one
    • .DELTA.1-Angelica lactone
    • delta(sup1)-Angelica lactone
    • delta(sup 1)-Angelica lactone
    • gamma-Methyl-alpha,beta-crotonolactone
    • 4-Hydroxypent-2-enoic acid lactone
    • beta-Angelicalacton
    • EINECS 209-700-2
    • 4-Methyl-2-buten-4-olide
    • BRN 0108058
    • 1AX0NCS144
    • CHEBI:36436
    • AI3-61052
    • NSC-655
    • 4-Hydroxy-2-pentenoic acid .gamma.-lactone
    • 2-Pentenoic acid, 4-hydroxy-, gamma-lactone
    • MFCD01725808
    • Delta(1)-angelica lactone
    • CCRIS 2925
    • FEMA NO. 4438
    • 2-Pentenoic acid, 4-hydroxy-, .gamma.-lactone
    • DTXSID901014526
    • .gamma.-Methyl-.DELTA..alpha.,.beta.-butenolide
    • 4-hydroxy-3-pentenoic acid lactone
    • 5-17-09-00121 (Beilstein Handbook Reference)
    • EINECS 215-586-5
    • 2-OXO-5-METHYL-2,5-DIHYDROFURAN
    • ANGELICA LACTONE .BETA.-FORM [MI]
    • .gamma.-Methyl-.alpha.,.beta.-crotonolactone
    • 17300-24-2
    • (+-)-5-Methyl-2(5H)-furanone
    • UNII-1AX0NCS144
    • Angelic lactone
    • D2-Angelica lactone
    • alpha-Angelic lactone
    • 2(5H)-Furanone, 5-methyl-, (+-)-
    • alpha(alpha-Angelica lactone
    • 5-Methyl-5H-furan-2-one
    • WLN: T5OV EHJ E1
    • 70428-45-4
    • ?,?-ANGELICA LACTONE
    • 2(5H)-Furanone, 5-methyl
    • CHEMBL47969
    • NSC655
    • .delta.(sup1)-Angelica lactone
    • CHEBI:36437
    • FEMA 3293
    • 2-Pentanoic acid, 4-hydroxy-, gamma-lactone (6CI,7CI)
    • ANGELICA LACTONE BETA-FORM
    • DTXCID10811048
    • DTXSID90862255
    • 5-methylfuran-2(5H)-one, dimer
    • 2-Pentenoic acid, .gamma.-lactone
    • laquo deltaRaquo 2-Angelica lactone
    • NSC11835
    • BBL102975
    • NSC-11835
    • STL556784
    • AKOS006278741
    • beta,Laquo gammaRaquo -angelica lactone
    • SB60927
    • AS-57863
    • 4-Hydroxy-2-pentenoic acid, gamma-lactone
    • 2-Pentenoic acid, -.gamma.-lactone, dimer
    • DB-155559
    • CS-0152699
    • NS00043028
    • 2-Pentanoic acid, 4-hydroxy-, gamma-lactone
    • GAMMA-METHYL-DELTAALPHA,BETA-BUTENOLIDE
    • A10829
    • EN300-157325
    • .gamma.-Methyl-.delta.,.alpha.,.beta.-butenolide
    • 5-Methyl-2(3H)-furanone (alpha -angelicalactone)
    • .beta.(.alpha.,.beta. or .delta.1)-Angelica lactone
    • 4-Hydroxy-3-pentenoic acid laquo gammaRaquo -lactone
    • Q27116831
    • 3-Pentenoic acid, 4-hydroxy-, laquo gammaRaquo -lactone
    • Penten-3-oic acid, 4-hydroxy-, laquo gammaRaquo -lactone
    • U6W

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 171.4
    methanol 226.06
    isopropanol 131.1
    water 22.46
    ethyl acetate 108.76
    n-propanol 119.7
    acetone 218.48
    n-butanol 103.84
    acetonitrile 197.61
    DMF 432.91
    toluene 26.88
    isobutanol 83.99
    1,4-dioxane 228.85
    methyl acetate 139.37
    THF 229.63
    2-butanone 127.55
    n-pentanol 84.14
    sec-butanol 118.63
    n-hexane 4.82
    ethylene glycol 94.19
    NMP 388.07
    cyclohexane 4.06
    DMSO 340.75
    n-butyl acetate 41.51
    n-octanol 50.18
    chloroform 230.93
    n-propyl acetate 53.85
    acetic acid 436.06
    dichloromethane 203.95
    cyclohexanone 135.17
    propylene glycol 121.89
    isopropyl acetate 58.2
    DMAc 336.1
    2-ethoxyethanol 156.64
    isopentanol 86.06
    n-heptane 3.18
    ethyl formate 81.68
    1,2-dichloroethane 100.75
    n-hexanol 59.92
    2-methoxyethanol 270.4
    isobutyl acetate 32.59
    tetrachloromethane 17.0
    n-pentyl acetate 40.2
    transcutol 488.29
    n-heptanol 34.03
    ethylbenzene 21.72
    MIBK 62.88
    2-propoxyethanol 125.43
    tert-butanol 156.07
    MTBE 77.85
    2-butoxyethanol 78.35
    propionic acid 183.18
    o-xylene 29.39
    formic acid 211.27
    diethyl ether 69.47
    m-xylene 27.08
    p-xylene 32.91
    chlorobenzene 65.12
    dimethyl carbonate 77.03
    n-octane 2.08
    formamide 264.97
    cyclopentanone 196.3
    2-pentanone 96.05
    anisole 86.94
    cyclopentyl methyl ether 83.47
    gamma-butyrolactone 276.54
    1-methoxy-2-propanol 216.21
    pyridine 145.66
    3-pentanone 67.43
    furfural 268.69
    n-dodecane 3.33
    diethylene glycol 149.59
    diisopropyl ether 19.82
    tert-amyl alcohol 131.72
    acetylacetone 142.14
    n-hexadecane 3.55
    acetophenone 84.03
    methyl propionate 105.95
    isopentyl acetate 43.71
    trichloroethylene 228.14
    n-nonanol 43.77
    cyclohexanol 77.96
    benzyl alcohol 80.32
    2-ethylhexanol 32.84
    isooctanol 29.28
    dipropyl ether 24.71
    1,2-dichlorobenzene 65.58
    ethyl lactate 54.98
    propylene carbonate 140.4
    n-methylformamide 213.0
    2-pentanol 73.91
    n-pentane 4.32
    1-propoxy-2-propanol 80.35
    1-methoxy-2-propyl acetate 72.7
    2-(2-methoxypropoxy) propanol 120.44
    mesitylene 17.43
    ε-caprolactone 130.42
    p-cymene 15.76
    epichlorohydrin 230.74
    1,1,1-trichloroethane 86.1
    2-aminoethanol 142.72
    morpholine-4-carbaldehyde 317.71
    sulfolane 296.56
    2,2,4-trimethylpentane 5.05
    2-methyltetrahydrofuran 154.51
    n-hexyl acetate 78.76
    isooctane 3.58
    2-(2-butoxyethoxy)ethanol 156.74
    sec-butyl acetate 39.83
    tert-butyl acetate 70.22
    decalin 5.99
    glycerin 187.44
    diglyme 215.3
    acrylic acid 211.08
    isopropyl myristate 33.84
    n-butyric acid 147.69
    acetyl acetate 89.93
    di(2-ethylhexyl) phthalate 41.18
    ethyl propionate 57.76
    nitromethane 534.74
    1,2-diethoxyethane 76.28
    benzonitrile 89.64
    trioctyl phosphate 28.15
    1-bromopropane 47.24
    gamma-valerolactone 269.57
    n-decanol 33.09
    triethyl phosphate 31.58
    4-methyl-2-pentanol 45.69
    propionitrile 94.64
    vinylene carbonate 141.12
    1,1,2-trichlorotrifluoroethane 200.96
    DMS 80.1
    cumene 19.62
    2-octanol 28.31
    2-hexanone 62.28
    octyl acetate 44.51
    limonene 20.81
    1,2-dimethoxyethane 181.13
    ethyl orthosilicate 28.1
    tributyl phosphate 34.75
    diacetone alcohol 122.05
    N,N-dimethylaniline 63.54
    acrylonitrile 158.06
    aniline 76.49
    1,3-propanediol 159.29
    bromobenzene 54.99
    dibromomethane 106.34
    1,1,2,2-tetrachloroethane 160.21
    2-methyl-cyclohexyl acetate 42.95
    tetrabutyl urea 46.52
    diisobutyl methanol 22.2
    2-phenylethanol 61.08
    styrene 28.79
    dioctyl adipate 54.0
    dimethyl sulfate 144.54
    ethyl butyrate 38.33
    methyl lactate 107.48
    butyl lactate 49.47
    diethyl carbonate 34.94
    propanediol butyl ether 118.95
    triethyl orthoformate 32.04
    p-tert-butyltoluene 16.16
    methyl 4-tert-butylbenzoate 82.32
    morpholine 237.37
    tert-butylamine 74.68
    n-dodecanol 25.37
    dimethoxymethane 158.58
    ethylene carbonate 97.75
    cyrene 115.52
    2-ethoxyethyl acetate 70.58
    2-ethylhexyl acetate 32.76
    1,2,4-trichlorobenzene 91.5
    4-methylpyridine 137.76
    dibutyl ether 35.67
    2,6-dimethyl-4-heptanol 22.2
    DEF 127.16
    dimethyl isosorbide 152.14
    tetrachloroethylene 89.7
    eugenol 90.76
    triacetin 101.97
    span 80 95.23
    1,4-butanediol 76.51
    1,1-dichloroethane 112.94
    2-methyl-1-pentanol 77.58
    methyl formate 158.66
    2-methyl-1-butanol 84.82
    n-decane 4.41
    butyronitrile 84.13
    3,7-dimethyl-1-octanol 46.58
    1-chlorooctane 21.1
    1-chlorotetradecane 10.86
    n-nonane 3.87
    undecane 3.74
    tert-butylcyclohexane 6.21
    cyclooctane 1.73
    cyclopentanol 110.57
    tetrahydropyran 116.68
    tert-amyl methyl ether 63.0
    2,5,8-trioxanonane 189.32
    1-hexene 20.4
    2-isopropoxyethanol 100.78
    2,2,2-trifluoroethanol 153.11
    methyl butyrate 75.78

    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
Averrhoa bilimbi fruit (Malaysia) Averrhoa bilimbi L., fam. Oxalidaceae 0.1%
Tamarind 3 fruit Tamarindus indica L., fam. Leguminosae 0.1%