5,6-Dihydro-6-pentyl-2H-pyran-2-one

Overview IFRA Botanical Request a quote

  • Identifiers

    CAS number
    54814-64-1

    Molecular formula
    C10H16O2

    SMILES
    CCCCCC1CC=CC(=O)O1

    Safety labels

    Irritant
    Irritant

    Retention indicies (RI)

    • Carbowax: 2241.0

  • Odor profile

    Coconut 80.56%
    Fatty 73.69%
    Creamy 72.75%
    Fruity 70.72%
    Lactonic 69.87%
    Sweet 69.39%
    Buttery 66.58%
    Dairy 62.86%
    Milky 61.64%
    Peach 61.23%

    Scent© AI

  • Properties

    XLogP3-AA
    3.1

    Molecular weight
    168.23 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point

    • 286.00 to 287.00 °C. @ 760.00 mm Hg

    Flash point est.
    103.88 ˚C

  • Synonyms

    • Massoia lactone
    • 54814-64-1
    • 2-pentyl-2,3-dihydropyran-6-one
    • Massoilactone
    • 2H-Pyran-2-one, 5,6-dihydro-6-pentyl-
    • 5-hydroxy-2-decenoic acid lactone
    • (+/-)-Massoilactone
    • 5,6-Dihydro-6-pentyl-2H-pyran-2-one
    • 6-Pentyl-5,6-dihydro-2H-pyran-2-one
    • 2-decen-5-olide
    • KUC3Q7KGG6
    • Massoilactone, (+/-)-
    • 5-Hydroxy-2-decenoic acid, delta-lactone
    • 5-Hydroxy-2-decenoic acid, lactone
    • C-10 massoia lactone
    • Massoy lactone
    • 6-pentyl-5,6-dihydropyran-2-one
    • (R)-massoia lactone
    • FEMA 3744
    • Massoialactone
    • 5-Hydroxy-2-decenoic acid D-lactone
    • (+/-)-MASSOIA LACTONE
    • EINECS 259-359-9
    • (R)-5,6-Dihydro-6-pentyl-2H-pyran-2-one
    • 5,6-Dihydro-6-pentyl-(R)-2H-Pyran-2-one
    • 5,6-Dihydro-6-pentyl-(6R)-2H-Pyran-2-one
    • C-10-Massoia lactone
    • 5,6-Dihydro-6-pentyl-(theta)-2H-Pyran-2-one
    • UNII-KUC3Q7KGG6
    • (.+/-.)-Massoilactone
    • 5-Hydroxy-2-decenoic acid, delta-lactone (natural)
    • SCHEMBL1686964
    • CHEMBL1991946
    • DTXSID80866186
    • CHEBI:195785
    • DEC-2-ENO-1,5-LACTONE
    • (+/-)-MASSOJA DECALACTONE
    • HY-N7435
    • 6-pentyl-5,6-dihydro-pyran-2-one
    • NSC720841
    • NSC-720841
    • Massoia Lactone, natural, >=95%, FG
    • DA-65259
    • NCI60_041415
    • 6-Pentyl-5,6-dihydro-2H-pyran-2-one #
    • CS-0128864
    • NS00012255
    • G84100
    • 5-Hydroxy-2-decenoic acid laquo deltaRaquo -lactone
    • Q6784821
    • 2-DECENOIC ACID, 5-HYDROXY-, .DELTA.-LACTONE
    • 5,6-Dihydro-6-pentyl-2H-pyran-2-one; 5-Hydroxy-2-decenoic Acid d-Lactone; (+/-)-Massoia Lactone; (+/-)-Massoja Decalactone; 2-Decen-5-olide;

  • Applications

    Massoia Lactone (CAS 54814-64-1) is a naturally inspired γ-lactone with a rich coconut-like, creamy sweetness that is widely employed at trace levels as a flavour additive in chocolate, coffee, bakery products, confectionery, tropical beverages, plant-based dairy analogues, butter and cream replacers, intensifying gourmand character while offering a cost-effective alternative to natural coconut extract; in perfumery it delivers a warm milky, caramel nuance to oriental, vanilla and gourmand accords, blending synergistically with coumarin, tonka, musks and fruity lactones, and remains stable in soaps, detergents, scented candles, and skin- and hair-care cosmetics; in research it serves as a GC-MS standard, a chiral building block for semisynthesis of other fragrance lactones and bioactive molecules, is investigated for antifungal and antibacterial activity, for insect pheromone formulations, and, when microencapsulated, for controlled aroma release in smart food packaging.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 2173.42
    methanol 2181.92
    isopropanol 1467.11
    water 0.07
    ethyl acetate 1799.93
    n-propanol 1462.24
    acetone 3220.03
    n-butanol 1277.04
    acetonitrile 1467.26
    DMF 2920.93
    toluene 690.28
    isobutanol 962.91
    1,4-dioxane 1736.64
    methyl acetate 1188.75
    THF 2800.23
    2-butanone 1806.74
    n-pentanol 810.17
    sec-butanol 1055.79
    n-hexane 114.01
    ethylene glycol 200.69
    NMP 1759.57
    cyclohexane 151.75
    DMSO 3800.36
    n-butyl acetate 1215.97
    n-octanol 254.6
    chloroform 3055.21
    n-propyl acetate 846.56
    acetic acid 1206.07
    dichloromethane 3120.2
    cyclohexanone 2149.03
    propylene glycol 377.59
    isopropyl acetate 1026.03
    DMAc 1378.52
    2-ethoxyethanol 759.43
    isopentanol 1045.66
    n-heptane 36.69
    ethyl formate 778.26
    1,2-dichloroethane 2273.15
    n-hexanol 871.43
    2-methoxyethanol 1600.22
    isobutyl acetate 502.12
    tetrachloromethane 255.27
    n-pentyl acetate 523.57
    transcutol 4248.87
    n-heptanol 239.13
    ethylbenzene 261.23
    MIBK 814.83
    2-propoxyethanol 1151.58
    tert-butanol 1405.68
    MTBE 1342.02
    2-butoxyethanol 482.47
    propionic acid 937.67
    o-xylene 305.18
    formic acid 256.51
    diethyl ether 1582.45
    m-xylene 428.14
    p-xylene 307.67
    chlorobenzene 933.8
    dimethyl carbonate 371.51
    n-octane 16.41
    formamide 459.81
    cyclopentanone 2312.84
    2-pentanone 1730.54
    anisole 593.97
    cyclopentyl methyl ether 1309.28
    gamma-butyrolactone 2275.75
    1-methoxy-2-propanol 1353.85
    pyridine 1773.5
    3-pentanone 942.84
    furfural 1405.27
    n-dodecane 15.22
    diethylene glycol 719.31
    diisopropyl ether 356.87
    tert-amyl alcohol 983.43
    acetylacetone 1467.03
    n-hexadecane 18.47
    acetophenone 509.85
    methyl propionate 1241.78
    isopentyl acetate 967.54
    trichloroethylene 3616.61
    n-nonanol 211.86
    cyclohexanol 981.3
    benzyl alcohol 505.16
    2-ethylhexanol 421.77
    isooctanol 201.67
    dipropyl ether 475.47
    1,2-dichlorobenzene 708.04
    ethyl lactate 264.81
    propylene carbonate 1014.41
    n-methylformamide 1162.22
    2-pentanol 833.65
    n-pentane 86.48
    1-propoxy-2-propanol 859.01
    1-methoxy-2-propyl acetate 923.96
    2-(2-methoxypropoxy) propanol 576.22
    mesitylene 240.6
    ε-caprolactone 1507.7
    p-cymene 145.75
    epichlorohydrin 2533.15
    1,1,1-trichloroethane 1514.81
    2-aminoethanol 551.8
    morpholine-4-carbaldehyde 1408.82
    sulfolane 2487.48
    2,2,4-trimethylpentane 47.75
    2-methyltetrahydrofuran 2183.08
    n-hexyl acetate 738.47
    isooctane 45.48
    2-(2-butoxyethoxy)ethanol 882.33
    sec-butyl acetate 556.7
    tert-butyl acetate 940.08
    decalin 73.22
    glycerin 418.81
    diglyme 1451.5
    acrylic acid 686.43
    isopropyl myristate 236.27
    n-butyric acid 1553.1
    acetyl acetate 790.1
    di(2-ethylhexyl) phthalate 235.43
    ethyl propionate 662.57
    nitromethane 1918.55
    1,2-diethoxyethane 1218.94
    benzonitrile 799.15
    trioctyl phosphate 158.89
    1-bromopropane 1380.86
    gamma-valerolactone 2191.84
    n-decanol 157.71
    triethyl phosphate 194.99
    4-methyl-2-pentanol 403.57
    propionitrile 1092.95
    vinylene carbonate 890.88
    1,1,2-trichlorotrifluoroethane 1302.77
    DMS 542.12
    cumene 167.96
    2-octanol 176.94
    2-hexanone 909.73
    octyl acetate 306.39
    limonene 251.98
    1,2-dimethoxyethane 1363.97
    ethyl orthosilicate 194.82
    tributyl phosphate 228.78
    diacetone alcohol 893.76
    N,N-dimethylaniline 330.79
    acrylonitrile 1302.13
    aniline 892.07
    1,3-propanediol 816.72
    bromobenzene 1075.04
    dibromomethane 2116.2
    1,1,2,2-tetrachloroethane 2645.87
    2-methyl-cyclohexyl acetate 383.5
    tetrabutyl urea 281.19
    diisobutyl methanol 217.03
    2-phenylethanol 528.33
    styrene 426.26
    dioctyl adipate 353.71
    dimethyl sulfate 568.14
    ethyl butyrate 556.55
    methyl lactate 438.28
    butyl lactate 388.95
    diethyl carbonate 332.59
    propanediol butyl ether 563.9
    triethyl orthoformate 322.29
    p-tert-butyltoluene 146.76
    methyl 4-tert-butylbenzoate 385.13
    morpholine 2427.4
    tert-butylamine 826.82
    n-dodecanol 116.91
    dimethoxymethane 1392.27
    ethylene carbonate 748.5
    cyrene 403.91
    2-ethoxyethyl acetate 770.77
    2-ethylhexyl acetate 666.16
    1,2,4-trichlorobenzene 852.06
    4-methylpyridine 1820.5
    dibutyl ether 454.18
    2,6-dimethyl-4-heptanol 217.03
    DEF 1570.2
    dimethyl isosorbide 830.35
    tetrachloroethylene 1385.65
    eugenol 411.72
    triacetin 580.61
    span 80 484.24
    1,4-butanediol 287.81
    1,1-dichloroethane 2238.73
    2-methyl-1-pentanol 675.8
    methyl formate 680.77
    2-methyl-1-butanol 881.53
    n-decane 25.95
    butyronitrile 1334.08
    3,7-dimethyl-1-octanol 312.09
    1-chlorooctane 187.23
    1-chlorotetradecane 68.0
    n-nonane 25.35
    undecane 19.09
    tert-butylcyclohexane 69.19
    cyclooctane 40.36
    cyclopentanol 975.84
    tetrahydropyran 2303.98
    tert-amyl methyl ether 745.94
    2,5,8-trioxanonane 916.68
    1-hexene 582.94
    2-isopropoxyethanol 590.66
    2,2,2-trifluoroethanol 234.72
    methyl butyrate 980.78

    Scent© AI

1 4

IFRA standard 51

Recommendation
Prohibition
Maximum acceptable concentrations in the finished product (%)
Category 1
Products applied to the lips
 0 % Category 7A
Rinse-off products applied to the hair with some hand contact
 0 %
Category 2
Products applied to the axillae
 0 % Category 7B
Leave-on products applied to the hair with some hand contact
 0 %
Category 3
Products applied to the face/body using fingertips
 0 % Category 8
Products with significant anogenital exposure
 0 %
Category 4
Products related to fine fragrance
 0 % Category 9
Products with body and hand exposure, primarily rinse off
 0 %
Category 5A
Body lotion products applied to the body using the hands (palms), primarily leave on
 0 % Category 10A
Household care products with mostly hand contact
 0 %
Category 5B
Face moisturizer products applied to the face using the hands (palms), primarily leave on
 0 % Category 10B
Household care products with mostly hand contact, including aerosol/spray products (with potential leave-on skin contact)
 0 %
Category 5C
Hand cream products applied to the hands using the hands (palms), primarily leave on
 0 % Category 11A
Products with intended skin contact but minimal transfer of fragrance to skin from inert substrate without UV exposure
 0 %
Category 5D
Baby Creams, baby Oils and baby talc
 0 % Category 11B
Products with intended skin contact but minimal transfer of fragrance to skin from inert substrate with potential UV exposure
 0 %
Category 6
Products with oral and lip exposure
 0 % Category 12
Products not intended for direct skin contact, minimal or insignificant transfer to skin
 0 %

Prohibition
Massoia lactone should not be used as a fragrance ingredient.

Botanical

Name CAS Botanical Proportion
Aeollanthus suaveolens 1a flowering Aeollanthus suaveolens Mart. ex Spreng., fam. Lamiaceae (Labiatae) 0.78%
Aeollanthus suaveolens 1b vegetative Aeollanthus suaveolens Mart. ex Spreng., fam. Lamiaceae (Labiatae) 7.07%