3-Hexenoic acid

Overview IFRA Request a quote

  • Identifiers

    CAS number
    1577-18-0

    Molecular formula
    C6H10O2

    SMILES
    CC/C=C/CC(=O)O

    Safety labels

    Corrosive
    Corrosive

  • Odor profile

    Fruity 93.53%
    Green 91.33%
    Waxy 60.91%
    Fatty 60.24%
    Cheesy 56.51%
    Melon 46.79%
    Dairy 46.7%
    Tropical 41.43%
    Sweaty 36.63%
    Sour 35.15%

    Scent© AI

  • Properties

    XLogP3-AA
    1.2

    Molecular weight
    114.14 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Moderately slow

    Boiling point est.
    213°C

    Flash point est.
    105.01 ˚C

  • Synonyms

    • trans-3-Hexenoic acid
    • 1577-18-0
    • (E)-hex-3-enoic acid
    • 3-HEXENOIC ACID
    • Hydrosorbic acid
    • 3-Hexenoic acid, (3E)-
    • (E)-3-Hexenoic acid
    • trans-Hex-3-enoic acid
    • 3-Hexenoic acid, (E)-
    • FEMA No. 3170
    • 4219-24-3
    • (3E)-3-Hexenoic acid
    • MFCD00002786
    • (3E)-hex-3-enoic acid
    • 9B3N069EDG
    • C6:1n-3
    • (Z)-hex-3-enoicacid
    • trans-3-Hexanoic acid
    • EINECS 224-157-1
    • NSC 26715
    • BRN 1745294
    • UNII-9B3N069EDG
    • NSC-26715
    • Hex-3-ensaeure
    • (3E)-3-Hexenoic Acid; (3E)-Hex-3-enoic Acid; (E)-Hex-3-enoic Acid; 3(E)-Hexenoic Acid; trans-3-Hexenoic Acid
    • hex-3t-enoic acid
    • EINECS 216-417-8
    • beta.gamma-Hexensaeure
    • trans-Hex-3-ensaeure
    • 3-trans-hexenoic acid
    • Hex-3-en-carbonsaeure
    • beta,gamma-hexenoic acid
    • C6:1, n-3 trans
    • 6:1, n-3 trans
    • 3(E)-HEXENOIC ACID
    • SCHEMBL26621
    • SCHEMBL37416
    • 3-02-00-01321 (Beilstein Handbook Reference)
    • trans-3-Hexenoic acid, 97%
    • 3-HEXENOIC ACID [FHFI]
    • CHEBI:49283
    • CHEBI:49285
    • 3-HEXENOIC ACID, TRANS-
    • DTXSID10883700
    • LMFA01030009
    • AKOS006222797
    • CS-W011248
    • HY-W010532
    • trans-3-Hexenoic acid, >=98%, FG
    • DB-003794
    • H0077
    • NS00015506
    • D82088
    • EN300-7590517
    • Q27121594

  • Applications

    trans-3-Hexenoic acid, also known as (E)-3-hexenoic acid, is a short-chain unsaturated fatty acid with a characteristic “green-leaf” odor; it is widely employed as a flavor modifier to impart fresh grassy and green-fruit notes to candies, baked goods, beverages, wines and tobacco, and as a top-note ingredient in perfumery where it builds citrus-green accords and serves as a precursor for esters such as ethyl trans-3-hexenoate; in organic synthesis it acts as a versatile building block for bio-pesticides, pharmaceutical intermediates, polymer starters and alkyd resins; in plant science it functions as a green-leaf volatile model compound for studying systemic defense signaling, disease-resistance gene expression and post-harvest physiology, and it is routinely used as a GC-MS reference standard in food aroma analysis.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 208.27
    methanol 253.32
    isopropanol 134.33
    water 6.53
    ethyl acetate 71.19
    n-propanol 134.33
    acetone 177.42
    n-butanol 161.15
    acetonitrile 40.95
    DMF 609.17
    toluene 9.89
    isobutanol 103.0
    1,4-dioxane 188.18
    methyl acetate 60.82
    THF 333.12
    2-butanone 78.34
    n-pentanol 96.72
    sec-butanol 101.74
    n-hexane 7.43
    ethylene glycol 139.97
    NMP 415.7
    cyclohexane 6.48
    DMSO 547.91
    n-butyl acetate 84.18
    n-octanol 70.69
    chloroform 37.77
    n-propyl acetate 44.05
    acetic acid 216.95
    dichloromethane 54.07
    cyclohexanone 155.55
    propylene glycol 149.53
    isopropyl acetate 57.83
    DMAc 286.3
    2-ethoxyethanol 148.84
    isopentanol 130.61
    n-heptane 8.94
    ethyl formate 72.91
    1,2-dichloroethane 45.86
    n-hexanol 128.92
    2-methoxyethanol 326.76
    isobutyl acetate 34.26
    tetrachloromethane 9.17
    n-pentyl acetate 53.61
    transcutol 424.75
    n-heptanol 64.0
    ethylbenzene 12.42
    MIBK 69.22
    2-propoxyethanol 218.77
    tert-butanol 194.21
    MTBE 71.52
    2-butoxyethanol 119.52
    propionic acid 127.83
    o-xylene 17.45
    formic acid 112.86
    diethyl ether 48.13
    m-xylene 20.21
    p-xylene 15.6
    chlorobenzene 21.05
    dimethyl carbonate 48.45
    n-octane 3.84
    formamide 125.57
    cyclopentanone 231.46
    2-pentanone 94.38
    anisole 49.34
    cyclopentyl methyl ether 108.72
    gamma-butyrolactone 270.34
    1-methoxy-2-propanol 274.21
    pyridine 57.55
    3-pentanone 49.02
    furfural 197.3
    n-dodecane 4.75
    diethylene glycol 214.95
    diisopropyl ether 22.12
    tert-amyl alcohol 131.43
    acetylacetone 127.44
    n-hexadecane 5.09
    acetophenone 51.84
    methyl propionate 74.86
    isopentyl acetate 77.58
    trichloroethylene 74.56
    n-nonanol 61.42
    cyclohexanol 106.71
    benzyl alcohol 53.13
    2-ethylhexanol 68.85
    isooctanol 49.96
    dipropyl ether 53.67
    1,2-dichlorobenzene 29.46
    ethyl lactate 54.1
    propylene carbonate 139.07
    n-methylformamide 190.2
    2-pentanol 93.11
    n-pentane 5.87
    1-propoxy-2-propanol 163.81
    1-methoxy-2-propyl acetate 108.89
    2-(2-methoxypropoxy) propanol 138.61
    mesitylene 18.57
    ε-caprolactone 140.75
    p-cymene 21.14
    epichlorohydrin 185.04
    1,1,1-trichloroethane 30.81
    2-aminoethanol 188.49
    morpholine-4-carbaldehyde 316.35
    sulfolane 424.09
    2,2,4-trimethylpentane 6.64
    2-methyltetrahydrofuran 170.76
    n-hexyl acetate 92.97
    isooctane 6.38
    2-(2-butoxyethoxy)ethanol 190.04
    sec-butyl acetate 33.21
    tert-butyl acetate 81.11
    decalin 7.67
    glycerin 214.96
    diglyme 247.42
    acrylic acid 118.23
    isopropyl myristate 42.61
    n-butyric acid 172.22
    acetyl acetate 54.77
    di(2-ethylhexyl) phthalate 54.19
    ethyl propionate 48.9
    nitromethane 217.71
    1,2-diethoxyethane 85.41
    benzonitrile 50.96
    trioctyl phosphate 46.84
    1-bromopropane 22.54
    gamma-valerolactone 293.61
    n-decanol 49.15
    triethyl phosphate 40.36
    4-methyl-2-pentanol 62.9
    propionitrile 44.57
    vinylene carbonate 106.76
    1,1,2-trichlorotrifluoroethane 150.91
    DMS 66.06
    cumene 15.76
    2-octanol 41.86
    2-hexanone 55.98
    octyl acetate 59.1
    limonene 34.91
    1,2-dimethoxyethane 198.79
    ethyl orthosilicate 38.01
    tributyl phosphate 51.59
    diacetone alcohol 158.3
    N,N-dimethylaniline 48.15
    acrylonitrile 60.32
    aniline 40.09
    1,3-propanediol 219.34
    bromobenzene 15.7
    dibromomethane 31.07
    1,1,2,2-tetrachloroethane 64.45
    2-methyl-cyclohexyl acetate 60.13
    tetrabutyl urea 75.36
    diisobutyl methanol 46.38
    2-phenylethanol 69.53
    styrene 12.98
    dioctyl adipate 71.59
    dimethyl sulfate 105.58
    ethyl butyrate 60.4
    methyl lactate 99.75
    butyl lactate 70.11
    diethyl carbonate 43.61
    propanediol butyl ether 151.54
    triethyl orthoformate 50.78
    p-tert-butyltoluene 22.89
    methyl 4-tert-butylbenzoate 95.81
    morpholine 230.35
    tert-butylamine 99.86
    n-dodecanol 38.02
    dimethoxymethane 189.96
    ethylene carbonate 89.83
    cyrene 120.71
    2-ethoxyethyl acetate 75.03
    2-ethylhexyl acetate 55.72
    1,2,4-trichlorobenzene 38.4
    4-methylpyridine 63.78
    dibutyl ether 48.81
    2,6-dimethyl-4-heptanol 46.38
    DEF 147.96
    dimethyl isosorbide 205.71
    tetrachloroethylene 41.46
    eugenol 95.74
    triacetin 87.74
    span 80 142.91
    1,4-butanediol 91.73
    1,1-dichloroethane 31.53
    2-methyl-1-pentanol 82.54
    methyl formate 131.19
    2-methyl-1-butanol 109.7
    n-decane 6.4
    butyronitrile 64.84
    3,7-dimethyl-1-octanol 63.62
    1-chlorooctane 24.29
    1-chlorotetradecane 12.71
    n-nonane 5.78
    undecane 5.41
    tert-butylcyclohexane 8.81
    cyclooctane 3.19
    cyclopentanol 151.08
    tetrahydropyran 120.18
    tert-amyl methyl ether 61.18
    2,5,8-trioxanonane 220.95
    1-hexene 21.3
    2-isopropoxyethanol 98.99
    2,2,2-trifluoroethanol 67.58
    methyl butyrate 68.9

    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