4-Hydroxy-2-hexenal

Overview IFRA Request a quote

  • Identifiers

    CAS number
    17427-08-6

    Molecular formula
    C6H10O2

    SMILES
    CCC(C=CC=O)O

    Safety labels

  • Odor profile

    Fragrance
    Green 57.19%
    Pungent 46.34%
    Fruity 44.13%
    Earthy 38.82%
    Metallic 37.35%
    Mushroom 35.99%
    Caramellic 35.58%
    Sweet 35.07%
    Vegetable 34.28%
    Spicy 34.12%

     

    Flavor
    Green 46.98%
    Pungent 46.79%
    Fruity 31.94%
    Ethereal 30.51%
    Spicy 26.75%
    Vegetable 25.9%
    Tropical 25.82%
    Bitter 25.49%
    Mustard 25.01%
    Nutty 24.35%

     

    Odor impact est.
    High

  • Properties

    XLogP3-AA
    0.2

    pKa est.
    7.87 (neutral)

    Molecular weight
    114.14 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Slow

    Boiling point est.
    227°C

    Flash point

    • 92.82 ˚C est.

  • Synonyms

    • DTXSID501315679
    • 4-HHE cpd
    • t-4HH
    • RefChem:912542
    • DTXCID501745573
    • 17427-08-6
    • 4-Hydroxy-2-hexenal
    • Hexenal, 4-hydroxy-
    • 4-hydroxyhex-2-enal
    • 160708-91-8
    • SCHEMBL1269928
    • YFA70605
    • 4-Hydroxy-2(E)-hexenal-6,6,6-d3
    • PD044942
    • NS00122730
    • 17427-08-6

  • Applications

    4-Hydroxy-2-hexenal (CAS 17427-08-6) is a reactive hydroxyaldehyde that can arise from lipid peroxidation and is encountered as a building block in several niche applications. In fragrance and flavor contexts, it may be used as an odor-active component or as a building block to contribute green, aldehydic notes to synthetic aroma profiles; in cosmetics and personal care it is encountered as a fragrance ingredient in limited formulations. It also serves as a versatile chemical intermediate in organic synthesis for specialty chemicals and materials. In analytical and research settings, it is used as a reference standard and as a probe for lipid peroxidation, including adduct formation with nucleophiles to study oxidative processes. Its use is subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 434.11
    methanol 610.99
    isopropanol 259.58
    water 7.73
    ethyl acetate 183.49
    n-propanol 262.69
    acetone 324.39
    n-butanol 260.44
    acetonitrile 173.55
    DMF 488.09
    toluene 20.63
    isobutanol 173.39
    1,4-dioxane 246.48
    methyl acetate 189.67
    THF 444.25
    2-butanone 197.18
    n-pentanol 149.48
    sec-butanol 194.69
    n-hexane 7.6
    ethylene glycol 156.27
    NMP 391.29
    cyclohexane 8.56
    DMSO 721.32
    n-butyl acetate 164.01
    n-octanol 67.9
    chloroform 134.53
    n-propyl acetate 118.83
    acetic acid 392.98
    dichloromethane 185.26
    cyclohexanone 229.01
    propylene glycol 148.62
    isopropyl acetate 94.29
    DMAc 311.11
    2-ethoxyethanol 221.02
    isopentanol 190.76
    n-heptane 9.79
    ethyl formate 150.0
    1,2-dichloroethane 137.16
    n-hexanol 166.94
    2-methoxyethanol 440.13
    isobutyl acetate 75.3
    tetrachloromethane 28.61
    n-pentyl acetate 73.56
    transcutol 676.06
    n-heptanol 64.45
    ethylbenzene 21.73
    MIBK 98.62
    2-propoxyethanol 250.94
    tert-butanol 301.03
    MTBE 140.51
    2-butoxyethanol 125.47
    propionic acid 239.65
    o-xylene 29.14
    formic acid 208.64
    diethyl ether 105.35
    m-xylene 28.01
    p-xylene 30.62
    chlorobenzene 53.5
    dimethyl carbonate 56.48
    n-octane 4.31
    formamide 231.22
    cyclopentanone 345.59
    2-pentanone 177.31
    anisole 76.23
    cyclopentyl methyl ether 138.63
    gamma-butyrolactone 414.66
    1-methoxy-2-propanol 280.52
    pyridine 132.07
    3-pentanone 89.38
    furfural 297.44
    n-dodecane 4.65
    diethylene glycol 247.83
    diisopropyl ether 31.86
    tert-amyl alcohol 205.95
    acetylacetone 183.27
    n-hexadecane 5.02
    acetophenone 87.22
    methyl propionate 133.65
    isopentyl acetate 132.85
    trichloroethylene 246.27
    n-nonanol 57.13
    cyclohexanol 131.34
    benzyl alcohol 81.33
    2-ethylhexanol 85.39
    isooctanol 54.92
    dipropyl ether 72.61
    1,2-dichlorobenzene 60.3
    ethyl lactate 73.42
    propylene carbonate 206.43
    n-methylformamide 276.39
    2-pentanol 134.43
    n-pentane 7.37
    1-propoxy-2-propanol 176.91
    1-methoxy-2-propyl acetate 136.23
    2-(2-methoxypropoxy) propanol 140.26
    mesitylene 24.19
    ε-caprolactone 200.66
    p-cymene 28.0
    epichlorohydrin 321.73
    1,1,1-trichloroethane 104.1
    2-aminoethanol 229.81
    morpholine-4-carbaldehyde 309.39
    sulfolane 479.0
    2,2,4-trimethylpentane 8.06
    2-methyltetrahydrofuran 276.8
    n-hexyl acetate 107.99
    isooctane 7.07
    2-(2-butoxyethoxy)ethanol 190.04
    sec-butyl acetate 74.45
    tert-butyl acetate 110.8
    decalin 8.61
    glycerin 196.75
    diglyme 326.87
    acrylic acid 200.61
    isopropyl myristate 44.08
    n-butyric acid 289.97
    acetyl acetate 106.04
    di(2-ethylhexyl) phthalate 50.89
    ethyl propionate 88.94
    nitromethane 471.02
    1,2-diethoxyethane 151.23
    benzonitrile 96.79
    trioctyl phosphate 41.19
    1-bromopropane 66.99
    gamma-valerolactone 348.71
    n-decanol 43.81
    triethyl phosphate 53.4
    4-methyl-2-pentanol 77.01
    propionitrile 138.13
    vinylene carbonate 169.52
    1,1,2-trichlorotrifluoroethane 228.56
    DMS 86.04
    cumene 23.25
    2-octanol 44.49
    2-hexanone 120.41
    octyl acetate 58.0
    limonene 44.79
    1,2-dimethoxyethane 268.66
    ethyl orthosilicate 51.95
    tributyl phosphate 51.68
    diacetone alcohol 182.55
    N,N-dimethylaniline 58.84
    acrylonitrile 182.73
    aniline 65.1
    1,3-propanediol 287.78
    bromobenzene 44.02
    dibromomethane 105.66
    1,1,2,2-tetrachloroethane 170.7
    2-methyl-cyclohexyl acetate 81.71
    tetrabutyl urea 70.14
    diisobutyl methanol 51.64
    2-phenylethanol 88.11
    styrene 26.06
    dioctyl adipate 71.81
    dimethyl sulfate 117.17
    ethyl butyrate 106.93
    methyl lactate 102.36
    butyl lactate 79.95
    diethyl carbonate 74.12
    propanediol butyl ether 141.56
    triethyl orthoformate 72.08
    p-tert-butyltoluene 27.49
    methyl 4-tert-butylbenzoate 88.15
    morpholine 301.13
    tert-butylamine 145.39
    n-dodecanol 34.01
    dimethoxymethane 188.51
    ethylene carbonate 137.23
    cyrene 123.09
    2-ethoxyethyl acetate 111.12
    2-ethylhexyl acetate 90.35
    1,2,4-trichlorobenzene 77.67
    4-methylpyridine 121.33
    dibutyl ether 60.51
    2,6-dimethyl-4-heptanol 51.64
    DEF 197.86
    dimethyl isosorbide 206.65
    tetrachloroethylene 120.18
    eugenol 98.53
    triacetin 112.31
    span 80 115.88
    1,4-butanediol 117.9
    1,1-dichloroethane 114.95
    2-methyl-1-pentanol 129.29
    methyl formate 194.54
    2-methyl-1-butanol 168.88
    n-decane 6.56
    butyronitrile 164.76
    3,7-dimethyl-1-octanol 68.68
    1-chlorooctane 30.15
    1-chlorotetradecane 14.03
    n-nonane 6.1
    undecane 5.44
    tert-butylcyclohexane 9.85
    cyclooctane 3.73
    cyclopentanol 191.9
    tetrahydropyran 201.64
    tert-amyl methyl ether 96.5
    2,5,8-trioxanonane 234.56
    1-hexene 35.13
    2-isopropoxyethanol 151.63
    2,2,2-trifluoroethanol 122.8
    methyl butyrate 140.42

    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