2-Decenoic acid

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  • Identifiers

    CAS number
    26446-27-5

    Molecular formula
    C10H18O2

    SMILES
    CCCCCCC/C=C/C(=O)O

    Safety labels

    Corrosive
    Corrosive

    Irritant
    Irritant

  • Odor profile

    Fatty 92.98%
    Green 78.78%
    Waxy 74.16%
    Fruity 69.73%
    Dairy 67.84%
    Oily 56.61%
    Milky 49.66%
    Cheesy 46.89%
    Creamy 45.38%
    Melon 40.37%

    Scent© AI

  • Properties

    XLogP3-AA
    3.8

    Molecular weight
    170.25 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Melting point expt.

    • 12.00 °C. @ 760.00 mm Hg

    Boiling point

    • 161.00 to 162.00 °C. @ 15.00 mm Hg

    Flash point est.
    136.93 ˚C

    Solubility expt.

    • Soluble in oils
    • Soluble (in ethanol)
    • insoluble in water, soluble in alcohol and fixed oils

  • Synonyms

    • trans-2-Decenoic Acid
    • 334-49-6
    • (E)-2-Decenoic acid
    • 2-Decenoic acid
    • (E)-dec-2-enoic acid
    • Decenoic acid
    • 5- and 6-Decenoic acid
    • 72881-27-7
    • 2E-DECENOIC ACID
    • 3913-85-7
    • Dec-2-enoic acid
    • 2-Decenoic acid, (E)-
    • E-2-Decenoic acid
    • (Z)-2-decanoic acid
    • trans-2-Decylenic Acid
    • trans-dec-2-enoic acid
    • 26446-27-5
    • CHEBI:50467
    • 332T8TH7B1
    • 15790-91-7
    • (2E)-decenoic acid
    • 5(6)-Decenoic acid
    • 1-nonenylcarboxylic acid
    • 2-Decenoic acid, (2E)-
    • UNII-332T8TH7B1
    • 2-Decensaeure
    • 2-decylenic acid
    • 3E-decenoic acid
    • 2E-decylenic acid
    • Dec-2-en-saeure
    • EINECS 206-378-5
    • EINECS 247-698-5
    • MFCD00039530
    • (E)-2-decenoicacid
    • (E)-2-Decensaeure
    • 2-trans-decenoic acid
    • (2E)-2-Decenoic acid
    • (2E)-dec-2-enoic acid
    • 10:1, n-8 trans
    • C10:1, n-8 trans
    • (2E)-2-Decenoic acid #
    • SCHEMBL417923
    • SCHEMBL417924
    • CHEMBL2229622
    • FEMA NO. 3913
    • UNII-8H370297TA
    • CHEBI:50465
    • 2-DECENOIC ACID, TRANS-
    • DTXSID20904657
    • AAA33449
    • LMFA01030029
    • (E)-2-DECENOIC ACID [FHFI]
    • AKOS004908023
    • AKOS037645109
    • 8H370297TA
    • AS-57206
    • BS-22322
    • C10:1
    • D0098
    • NS00041551
    • D89593
    • EN300-193394
    • Q27122082

  • Applications

    2-Decenoic acid (CAS 26446-27-5) is a C10 unsaturated fatty acid with a double bond at C2, widely used as a synthetic intermediate and molecular building block in flavor–fragrance and functional materials; its 2-decenoate esters impart waxy–fruity notes to flavor/fragrance formulations, and the C10 chain plus carboxyl group enable the preparation of surfactants, lubricants, and dispersants for coatings, inks, and polymers; the C2 olefin is a handle for transformations such as hydrogenation, epoxidation, acrylation, and amidation to generate monomers/comonomers, reactive diluents, grafting agents, and surface modifiers for polymers, pigments, inorganic fillers, and nanoparticles; in biological research, notably the cis isomer is recognized as a signaling molecule that induces biofilm dispersal and modulates quorum sensing, thus it is under investigation for medical-device coatings, oral- and wound-care concepts, and for biofilm control in hygiene and water-treatment; the compound also serves as a precursor for agrochemical semiochemicals/pheromones, as a reference standard for GC/LC fatty-acid analysis, and as a model substrate to study unsaturated fatty-acid metabolism; note that biological effects are isomer-dependent (cis vs trans), and industrial use commonly employs salts/esters or stabilized formulations in line with sector-specific safety and regulatory requirements.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 3437.56
    methanol 3989.95
    isopropanol 2550.06
    water 0.08
    ethyl acetate 1281.97
    n-propanol 2295.71
    acetone 3237.83
    n-butanol 1825.19
    acetonitrile 625.76
    DMF 3292.24
    toluene 266.3
    isobutanol 1491.07
    1,4-dioxane 1141.83
    methyl acetate 729.46
    THF 3835.22
    2-butanone 1769.96
    n-pentanol 1380.51
    sec-butanol 1574.38
    n-hexane 362.96
    ethylene glycol 326.85
    NMP 1779.74
    cyclohexane 127.67
    DMSO 5095.93
    n-butyl acetate 1099.93
    n-octanol 331.85
    chloroform 632.92
    n-propyl acetate 933.88
    acetic acid 957.59
    dichloromethane 691.17
    cyclohexanone 1919.8
    propylene glycol 682.0
    isopropyl acetate 925.15
    DMAc 1320.09
    2-ethoxyethanol 1323.01
    isopentanol 1493.38
    n-heptane 73.54
    ethyl formate 477.96
    1,2-dichloroethane 868.42
    n-hexanol 1328.86
    2-methoxyethanol 2473.6
    isobutyl acetate 562.44
    tetrachloromethane 114.65
    n-pentyl acetate 492.3
    transcutol 3166.92
    n-heptanol 399.63
    ethylbenzene 187.56
    MIBK 1044.05
    2-propoxyethanol 1646.51
    tert-butanol 2624.65
    MTBE 1723.74
    2-butoxyethanol 717.31
    propionic acid 856.45
    o-xylene 187.81
    formic acid 265.51
    diethyl ether 1356.32
    m-xylene 284.81
    p-xylene 215.74
    chlorobenzene 290.32
    dimethyl carbonate 217.75
    n-octane 26.53
    formamide 502.83
    cyclopentanone 2601.4
    2-pentanone 1985.04
    anisole 411.51
    cyclopentyl methyl ether 1959.46
    gamma-butyrolactone 1895.6
    1-methoxy-2-propanol 2244.2
    pyridine 783.08
    3-pentanone 858.67
    furfural 854.6
    n-dodecane 16.54
    diethylene glycol 897.38
    diisopropyl ether 465.58
    tert-amyl alcohol 1668.34
    acetylacetone 1299.32
    n-hexadecane 19.09
    acetophenone 368.01
    methyl propionate 978.98
    isopentyl acetate 972.78
    trichloroethylene 1123.38
    n-nonanol 272.65
    cyclohexanol 1134.58
    benzyl alcohol 390.79
    2-ethylhexanol 613.46
    isooctanol 328.68
    dipropyl ether 690.85
    1,2-dichlorobenzene 252.86
    ethyl lactate 305.58
    propylene carbonate 703.14
    n-methylformamide 1275.83
    2-pentanol 1312.97
    n-pentane 149.43
    1-propoxy-2-propanol 1275.77
    1-methoxy-2-propyl acetate 935.1
    2-(2-methoxypropoxy) propanol 509.22
    mesitylene 190.6
    ε-caprolactone 1158.84
    p-cymene 112.56
    epichlorohydrin 1897.57
    1,1,1-trichloroethane 577.34
    2-aminoethanol 1124.07
    morpholine-4-carbaldehyde 1243.02
    sulfolane 2414.39
    2,2,4-trimethylpentane 68.58
    2-methyltetrahydrofuran 2661.05
    n-hexyl acetate 660.25
    isooctane 76.04
    2-(2-butoxyethoxy)ethanol 881.24
    sec-butyl acetate 609.87
    tert-butyl acetate 1078.73
    decalin 84.1
    glycerin 632.58
    diglyme 1312.27
    acrylic acid 489.75
    isopropyl myristate 200.0
    n-butyric acid 1476.61
    acetyl acetate 360.42
    di(2-ethylhexyl) phthalate 175.58
    ethyl propionate 663.53
    nitromethane 1189.27
    1,2-diethoxyethane 1010.86
    benzonitrile 373.4
    trioctyl phosphate 153.07
    1-bromopropane 636.84
    gamma-valerolactone 2015.19
    n-decanol 195.75
    triethyl phosphate 168.24
    4-methyl-2-pentanol 649.03
    propionitrile 671.71
    vinylene carbonate 437.19
    1,1,2-trichlorotrifluoroethane 978.76
    DMS 303.85
    cumene 141.86
    2-octanol 264.42
    2-hexanone 1251.66
    octyl acetate 258.56
    limonene 234.65
    1,2-dimethoxyethane 1743.69
    ethyl orthosilicate 187.11
    tributyl phosphate 187.72
    diacetone alcohol 1342.41
    N,N-dimethylaniline 293.35
    acrylonitrile 636.58
    aniline 475.72
    1,3-propanediol 1311.26
    bromobenzene 282.91
    dibromomethane 550.08
    1,1,2,2-tetrachloroethane 1026.94
    2-methyl-cyclohexyl acetate 381.47
    tetrabutyl urea 258.12
    diisobutyl methanol 305.01
    2-phenylethanol 449.79
    styrene 225.25
    dioctyl adipate 284.67
    dimethyl sulfate 393.61
    ethyl butyrate 558.8
    methyl lactate 444.16
    butyl lactate 408.05
    diethyl carbonate 240.82
    propanediol butyl ether 706.88
    triethyl orthoformate 330.04
    p-tert-butyltoluene 125.05
    methyl 4-tert-butylbenzoate 315.84
    morpholine 2224.61
    tert-butylamine 1491.13
    n-dodecanol 137.74
    dimethoxymethane 1599.53
    ethylene carbonate 413.05
    cyrene 417.15
    2-ethoxyethyl acetate 570.42
    2-ethylhexyl acetate 666.62
    1,2,4-trichlorobenzene 293.57
    4-methylpyridine 884.84
    dibutyl ether 467.67
    2,6-dimethyl-4-heptanol 305.01
    DEF 1564.05
    dimethyl isosorbide 799.81
    tetrachloroethylene 633.84
    eugenol 344.17
    triacetin 382.05
    span 80 493.51
    1,4-butanediol 512.98
    1,1-dichloroethane 792.94
    2-methyl-1-pentanol 1017.98
    methyl formate 518.1
    2-methyl-1-butanol 1276.52
    n-decane 31.62
    butyronitrile 938.73
    3,7-dimethyl-1-octanol 369.51
    1-chlorooctane 170.44
    1-chlorotetradecane 55.0
    n-nonane 33.27
    undecane 22.33
    tert-butylcyclohexane 101.29
    cyclooctane 44.72
    cyclopentanol 1463.12
    tetrahydropyran 2068.48
    tert-amyl methyl ether 1044.3
    2,5,8-trioxanonane 793.31
    1-hexene 1111.32
    2-isopropoxyethanol 967.11
    2,2,2-trifluoroethanol 159.12
    methyl butyrate 948.92

    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
Artemisia judaica (Egypt) 2 Artemisia judaica L. (Bat'aran), fam. Asteraceae (Compositae) 0.54%